DK173080B1 - Præparat på basis af pyrimidinderivater og nikotinsyreestere til fremkaldelse og stimulering af hårvækst og til at bremse h - Google Patents

Præparat på basis af pyrimidinderivater og nikotinsyreestere til fremkaldelse og stimulering af hårvækst og til at bremse h Download PDF

Info

Publication number: DK173080B1
Authority: DK; Denmark
Prior art keywords: composition according; hair; composition; alkyl; weight
Prior art date: 1986-09-08

Application number

DK198704686A

Other languages

Danish (da)

English (en)

Other versions

DK468687D0 (da

DK468687A (da

Inventor

Jean Francois Grollier

Original Assignee

Oreal

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-09-08

Filing date

1987-09-08

Publication date

1999-12-20

1987-09-08 Application filed by Oreal filed Critical Oreal

1987-09-08 Publication of DK468687D0 publication Critical patent/DK468687D0/da

1988-03-09 Publication of DK468687A publication Critical patent/DK468687A/da

1999-12-20 Application granted granted Critical

1999-12-20 Publication of DK173080B1 publication Critical patent/DK173080B1/da

Links

230000003779 hair growth Effects 0.000 title claims description 17
150000003230 pyrimidines Chemical class 0.000 title claims description 13
PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical class OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 title claims description 11
238000002360 preparation method Methods 0.000 title description 22
229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 4
210000004209 hair Anatomy 0.000 claims description 50
239000000203 mixture Substances 0.000 claims description 41
201000004384 Alopecia Diseases 0.000 claims description 24
230000003676 hair loss Effects 0.000 claims description 17
208000024963 hair loss Diseases 0.000 claims description 16
YNBADRVTZLEFNH-UHFFFAOYSA-N methyl nicotinate Chemical compound COC(=O)C1=CC=CN=C1 YNBADRVTZLEFNH-UHFFFAOYSA-N 0.000 claims description 16
125000000217 alkyl group Chemical group 0.000 claims description 15
210000004761 scalp Anatomy 0.000 claims description 15
239000002253 acid Substances 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 10
235000001968 nicotinic acid Nutrition 0.000 claims description 10
-1 nicotinic acid ester Chemical class 0.000 claims description 10
238000000034 method Methods 0.000 claims description 9
125000000623 heterocyclic group Chemical group 0.000 claims description 8
229960001238 methylnicotinate Drugs 0.000 claims description 8
239000011664 nicotinic acid Substances 0.000 claims description 8
229960003512 nicotinic acid Drugs 0.000 claims description 7
ZIMGGGWCDYVHOY-UHFFFAOYSA-N 3-hydroxy-2-imino-6-(1-piperidinyl)-4-pyrimidinamine Chemical compound N=C1N(O)C(N)=CC(N2CCCCC2)=N1 ZIMGGGWCDYVHOY-UHFFFAOYSA-N 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
230000004936 stimulating effect Effects 0.000 claims description 6
125000002877 alkyl aryl group Chemical group 0.000 claims description 5
150000002148 esters Chemical class 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
239000002537 cosmetic Substances 0.000 claims description 4
230000001939 inductive effect Effects 0.000 claims description 4
230000001476 alcoholic effect Effects 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
150000002431 hydrogen Chemical class 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
150000003839 salts Chemical class 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
125000005055 alkyl alkoxy group Chemical group 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000002393 azetidinyl group Chemical group 0.000 claims description 2
125000004069 aziridinyl group Chemical group 0.000 claims description 2
QXNDZONIWRINJR-UHFFFAOYSA-N azocane Chemical compound C1CCCNCCC1 QXNDZONIWRINJR-UHFFFAOYSA-N 0.000 claims description 2
NRHDCQLCSOWVTF-UHFFFAOYSA-N azonane Chemical compound C1CCCCNCCC1 NRHDCQLCSOWVTF-UHFFFAOYSA-N 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
125000003386 piperidinyl group Chemical group 0.000 claims description 2
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
125000004948 alkyl aryl alkyl group Chemical group 0.000 claims 1
125000004103 aminoalkyl group Chemical group 0.000 claims 1
150000004651 carbonic acid esters Chemical class 0.000 claims 1
125000004634 hexahydroazepinyl group Chemical group N1(CCCCCC1)* 0.000 claims 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
229920001222 biopolymer Polymers 0.000 description 11
230000000694 effects Effects 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
ZFMITUMMTDLWHR-UHFFFAOYSA-N Minoxidil Chemical compound NC1=[N+]([O-])C(N)=CC(N2CCCCC2)=N1 ZFMITUMMTDLWHR-UHFFFAOYSA-N 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
229960003632 minoxidil Drugs 0.000 description 9
229920002678 cellulose Polymers 0.000 description 8
239000001913 cellulose Substances 0.000 description 8
235000019441 ethanol Nutrition 0.000 description 8
239000002609 medium Substances 0.000 description 8
239000000902 placebo Substances 0.000 description 6
229940068196 placebo Drugs 0.000 description 6
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 5
229920001577 copolymer Polymers 0.000 description 5
229920003145 methacrylic acid copolymer Polymers 0.000 description 5
229920000642 polymer Polymers 0.000 description 5
229920001285 xanthan gum Polymers 0.000 description 5
XINQFOMFQFGGCQ-UHFFFAOYSA-L (2-dodecoxy-2-oxoethyl)-[6-[(2-dodecoxy-2-oxoethyl)-dimethylazaniumyl]hexyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCOC(=O)C[N+](C)(C)CCCCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCC XINQFOMFQFGGCQ-UHFFFAOYSA-L 0.000 description 4
229920002125 Sokalan® Polymers 0.000 description 4
231100000360 alopecia Toxicity 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
230000007423 decrease Effects 0.000 description 4
230000031774 hair cycle Effects 0.000 description 4
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 4
239000002562 thickening agent Substances 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
229920006317 cationic polymer Polymers 0.000 description 3
238000003745 diagnosis Methods 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
239000003349 gelling agent Substances 0.000 description 3
210000003780 hair follicle Anatomy 0.000 description 3
230000006872 improvement Effects 0.000 description 3
239000000230 xanthan gum Substances 0.000 description 3
235000010493 xanthan gum Nutrition 0.000 description 3
229940082509 xanthan gum Drugs 0.000 description 3
JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 2
241000588986 Alcaligenes Species 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
241000589516 Pseudomonas Species 0.000 description 2
230000009471 action Effects 0.000 description 2
206010068168 androgenetic alopecia Diseases 0.000 description 2
201000002996 androgenic alopecia Diseases 0.000 description 2
KVYGGMBOZFWZBQ-UHFFFAOYSA-N benzyl nicotinate Chemical compound C=1C=CN=CC=1C(=O)OCC1=CC=CC=C1 KVYGGMBOZFWZBQ-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000012010 growth Effects 0.000 description 2
230000003659 hair regrowth Effects 0.000 description 2
230000036541 health Effects 0.000 description 2
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
150000002814 niacins Chemical class 0.000 description 2
230000008569 process Effects 0.000 description 2
150000003242 quaternary ammonium salts Chemical class 0.000 description 2
239000002453 shampoo Substances 0.000 description 2
210000003491 skin Anatomy 0.000 description 2
239000000126 substance Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
WDEVXRIFJZNMKM-UHFFFAOYSA-N 2-(propan-2-yloxymethoxy)propane Chemical compound CC(C)OCOC(C)C WDEVXRIFJZNMKM-UHFFFAOYSA-N 0.000 description 1
WECIKJKLCDCIMY-UHFFFAOYSA-N 2-chloro-n-(2-cyanoethyl)acetamide Chemical compound ClCC(=O)NCCC#N WECIKJKLCDCIMY-UHFFFAOYSA-N 0.000 description 1
BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
FHIDNBAQOFJWCA-UAKXSSHOSA-N 5-fluorouridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(F)=C1 FHIDNBAQOFJWCA-UAKXSSHOSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
241000766026 Coregonus nasus Species 0.000 description 1
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
101100285402 Danio rerio eng1a gene Proteins 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
229920003091 Methocel™ Polymers 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
241000194105 Paenibacillus polymyxa Species 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
206010047141 Vasodilatation Diseases 0.000 description 1
241000589636 Xanthomonas campestris Species 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
IAJILQKETJEXLJ-RSJOWCBRSA-N aldehydo-D-galacturonic acid Chemical group O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-RSJOWCBRSA-N 0.000 description 1
IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 1
125000004171 alkoxy aryl group Chemical group 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
230000003698 anagen phase Effects 0.000 description 1
239000003098 androgen Substances 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000003656 anti-hair-loss Effects 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
230000001580 bacterial effect Effects 0.000 description 1
229950004580 benzyl nicotinate Drugs 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
DQULIMIQTCDUAN-UHFFFAOYSA-N butyl pyridine-3-carboxylate Chemical compound CCCCOC(=O)C1=CC=CN=C1 DQULIMIQTCDUAN-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
210000004534 cecum Anatomy 0.000 description 1
239000006071 cream Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
230000007850 degeneration Effects 0.000 description 1
239000003599 detergent Substances 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000002124 endocrine Effects 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
235000013305 food Nutrition 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
239000008103 glucose Substances 0.000 description 1
229940097043 glucuronic acid Drugs 0.000 description 1
230000003681 hair reduction Effects 0.000 description 1
210000003128 head Anatomy 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
239000001863 hydroxypropyl cellulose Substances 0.000 description 1
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
238000002513 implantation Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
230000003993 interaction Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
125000000311 mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
239000000463 material Substances 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
230000002503 metabolic effect Effects 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 1
LRMHVVPPGGOAJQ-UHFFFAOYSA-N methyl nitrate Chemical compound CO[N+]([O-])=O LRMHVVPPGGOAJQ-UHFFFAOYSA-N 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
244000005700 microbiome Species 0.000 description 1
239000000178 monomer Substances 0.000 description 1
150000002772 monosaccharides Chemical class 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000037361 pathway Effects 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
DOKHEARVIDLSFF-UHFFFAOYSA-N prop-1-en-1-ol Chemical group CC=CO DOKHEARVIDLSFF-UHFFFAOYSA-N 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000001850 reproductive effect Effects 0.000 description 1
230000000284 resting effect Effects 0.000 description 1
241000894007 species Species 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
210000002435 tendon Anatomy 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
230000008719 thickening Effects 0.000 description 1
RQAITHJHUFFEIV-UHFFFAOYSA-N thurfyl nicotinate Chemical compound C=1C=CN=CC=1C(=O)OCC1CCCO1 RQAITHJHUFFEIV-UHFFFAOYSA-N 0.000 description 1
229950006036 thurfyl nicotinate Drugs 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
230000007704 transition Effects 0.000 description 1
DGXNWWJYEMQHED-UHFFFAOYSA-N trimethyl-(4-methyl-3-oxopent-4-enyl)azanium Chemical class CC(=C)C(=O)CC[N+](C)(C)C DGXNWWJYEMQHED-UHFFFAOYSA-N 0.000 description 1
VZTGWJFIMGVKSN-UHFFFAOYSA-O trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium Chemical class CC(=C)C(=O)NCCC[N+](C)(C)C VZTGWJFIMGVKSN-UHFFFAOYSA-O 0.000 description 1
230000000304 vasodilatating effect Effects 0.000 description 1
230000024883 vasodilation Effects 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/673—Vitamin B group
- A61K8/675—Vitamin B3 or vitamin B3 active, e.g. nicotinamide, nicotinic acid, nicotinyl aldehyde
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q7/00—Preparations for affecting hair growth

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Birds (AREA)
Epidemiology (AREA)
Dermatology (AREA)
Cosmetics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DK198704686A 1986-09-08 1987-09-08 Præparat på basis af pyrimidinderivater og nikotinsyreestere til fremkaldelse og stimulering af hårvækst og til at bremse h DK173080B1 (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
LU86574A LU86574A1 (fr)	1986-09-08	1986-09-08	Composition pour induire et stimuler la croissance des cheveux et freiner leur chute,a base d'esters nicotiniques et de derives de pyrimidine
LU86574		1986-09-08

Publications (3)

Publication Number	Publication Date
DK468687D0 DK468687D0 (da)	1987-09-08
DK468687A DK468687A (da)	1988-03-09
DK173080B1 true DK173080B1 (da)	1999-12-20

Family

ID=19730765

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK198704686A DK173080B1 (da)	1986-09-08	1987-09-08	Præparat på basis af pyrimidinderivater og nikotinsyreestere til fremkaldelse og stimulering af hårvækst og til at bremse h

Country Status (19)

Country	Link
US (1)	US4968685A (fr)
JP (1)	JP2613222B2 (fr)
KR (1)	KR880003611A (fr)
AT (1)	AT400671B (fr)
AU (1)	AU609055B2 (fr)
BE (1)	BE1001047A5 (fr)
CA (1)	CA1294883C (fr)
CH (1)	CH673391A5 (fr)
DE (1)	DE3729953C2 (fr)
DK (1)	DK173080B1 (fr)
ES (1)	ES2008735A6 (fr)
FR (1)	FR2603482B1 (fr)
GB (1)	GB2194734B (fr)
GR (1)	GR871387B (fr)
IT (1)	IT1211374B (fr)
LU (1)	LU86574A1 (fr)
NL (1)	NL193980C (fr)
PT (1)	PT85653B (fr)
SE (1)	SE504489C2 (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2653015B1 (fr) *	1989-10-12	1993-10-29	Oreal	Composition cosmetique ou pharmaceutique pour application topique contenant au moins un derive retinouide et au moins un derive de pyrimidine, son utilisation comme medicament et procede de traitement correspondant.
FR2653016B1 (fr) *	1989-10-13	1994-09-16	Oreal	Composition de lavage des matieres keratiniques, en particulier des cheveux et/ou de la peau.
US5043162A (en) *	1990-09-05	1991-08-27	Trager Seymour F	Hair growth promoter
GB9026354D0 (en) *	1990-12-04	1991-01-23	Unilever Plc	Cosmetic composition
FR2677884B1 (fr) *	1991-06-20	1993-07-09	Oreal	Composition pour freiner la chute des cheveux a base de pyrimidines n-oxyde trisubstitues ou leurs derives sulfoconjugues, nouveaux composes pyrimidines n-oxyde ou leurs derives sulfoconjugues.
ES2181690T3 (es) *	1993-02-09	2003-03-01	Tulsa Forte Pharmacy Entpr Inc	Procedimiento para estimular el crecimiento de los cabellos con derivados cationicos del minoxidil, recurriendo a una iontoforesis terapeutica.
US5451407A (en) *	1993-06-21	1995-09-19	Alza Corporation	Reduction or prevention of skin irritation or sensitization during transdermal administration of a irritating or sensitizing drug
US5496827A (en) *	1994-07-15	1996-03-05	Patrick; Jay	Compositions for the transdermal delivery of nutrients
US5750108A (en) *	1995-09-18	1998-05-12	Regenix Marketing Systems, Inc.	Hair treatment system and kit for invigorating hair growth
US5738879A (en) *	1995-11-15	1998-04-14	Rine; Jasper M.	Scalp hair treatment method and composition
US6248763B1 (en)	1998-05-19	2001-06-19	Scivoletto Rosemarie	Composition for treating skin conditions
US6429218B1 (en)	1997-05-19	2002-08-06	Joseph Scivoletto	Method of controlling niacin concentration in lotion
DE69919403T2 (de)	1998-12-01	2005-09-08	The University Of Kentucky Research Foundation	Verwendung von nikotinsäurederivate zur behandlung von dna-schäden bei hautzellen
US7238375B1 (en)	2004-12-20	2007-07-03	Perry Stephen C	Composition and method to promote human hair growth

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2431558A (en) *	1945-05-22	1947-11-25	Winthrop Stearns Inc	Vasodilator compositions comprising alkyl nicotinates
DE835038C (de) *	1951-01-16	1952-03-27	Nordmark Werke Gmbh	Haarpflegemittel
US3168438A (en) *	1962-08-09	1965-02-02	Synergistics Inc	Vasodilation by nitric acid ester derivatives of nicotinic acid
US3382248A (en) *	1965-11-01	1968-05-07	Upjohn Co	6-amino-4, 5-di(substituted amino)-1, 2-dihydro-1-hydroxy-2-iminopyrimidines
US4596812A (en) *	1976-05-24	1986-06-24	The Upjohn Company	Methods and solutions for treating male pattern alopecia
US4139619A (en) *	1976-05-24	1979-02-13	The Upjohn Company	6-Amino-4-(substituted amino)-1,2-dihydro-1-hydroxy-2-iminopyrimidine, topical compositions and process for hair growth
HU184626B (en) *	1979-06-01	1984-09-28	Ferrokemia Ipari	Congesting cosmetics first of all hair-restorers
IT1137375B (it) *	1981-04-15	1986-09-10	Lab Farmaco Biolog Crosara S R	Composto ad attivita' vasodilatatrice periferica utile come rubefacente, procedimento per la sua preparazione e composizioni farmaceutiche a base di detto composto
WO1983002558A1 (fr) *	1981-11-09	1983-08-04	Gail Sansone Bazzano	Utilisation de retinoides et minoxydile (2,4,-diamino-6-piperidino-pyrimidine-3-oxyde) pour ameliorer le taux de croissance des cheveux et traiter certains types d'alopecies chez l'homme
JPS5888307A (ja) *	1981-11-19	1983-05-26	Takeo Kinji	ミノキシジル配合養毛剤
EP0129197B1 (fr) *	1983-06-20	1989-10-18	Kao Corporation	Composition pour stimuler la pousse des cheveux
JPS6064910A (ja) *	1983-09-20	1985-04-13	Shiseido Co Ltd	養毛料
DE3504695A1 (de) *	1985-02-12	1986-08-14	Roshdy Dipl.-Chem. Dr. 5000 Köln Ismail	Haarwuchsmittel
JPS6168408A (ja) *	1984-09-12	1986-04-08	Pola Chem Ind Inc	養毛料
NZ214397A (en) *	1984-12-21	1989-04-26	Richardson Vicks Inc	Minoxidil and acrylate polymer topical compositions
JPS61165311A (ja) *	1985-01-14	1986-07-26	Takeo Kinji	養毛化粧料
JPS61165312A (ja) *	1985-01-14	1986-07-26	Takeo Kinji	養毛化粧品
JPS6233111A (ja) *	1985-08-06	1987-02-13	Nakanishi Michio	養毛組成物
JPS62135409A (ja) *	1985-12-10	1987-06-18	Lion Corp	養毛化粧料
JPH072628B2 (ja) *	1986-03-31	1995-01-18	日東電工株式会社	養毛組成物
LU86547A1 (fr) *	1986-08-07	1988-03-02	Oreal	Suspension pour induire et stimuler la croissance des cheveux et diminuer leur chute a base de derives de la pyrimidine

1986
- 1986-09-08 LU LU86574A patent/LU86574A1/fr unknown
1987
- 1987-09-03 CA CA000546026A patent/CA1294883C/fr not_active Expired - Lifetime
- 1987-09-04 AT AT0224187A patent/AT400671B/de not_active IP Right Cessation
- 1987-09-04 PT PT85653A patent/PT85653B/pt not_active IP Right Cessation
- 1987-09-07 GR GR871387A patent/GR871387B/el unknown
- 1987-09-07 ES ES8702574A patent/ES2008735A6/es not_active Expired
- 1987-09-07 IT IT8767764A patent/IT1211374B/it active
- 1987-09-07 SE SE8703461A patent/SE504489C2/sv not_active IP Right Cessation
- 1987-09-07 NL NL8702110A patent/NL193980C/nl not_active IP Right Cessation
- 1987-09-07 FR FR8712392A patent/FR2603482B1/fr not_active Expired - Lifetime
- 1987-09-07 CH CH3434/87A patent/CH673391A5/fr not_active IP Right Cessation
- 1987-09-07 AU AU78102/87A patent/AU609055B2/en not_active Ceased
- 1987-09-07 DE DE3729953A patent/DE3729953C2/de not_active Expired - Fee Related
- 1987-09-08 US US07/093,709 patent/US4968685A/en not_active Expired - Lifetime
- 1987-09-08 GB GB8721105A patent/GB2194734B/en not_active Expired - Lifetime
- 1987-09-08 DK DK198704686A patent/DK173080B1/da not_active IP Right Cessation
- 1987-09-08 JP JP62223190A patent/JP2613222B2/ja not_active Expired - Fee Related
- 1987-09-08 KR KR870009922A patent/KR880003611A/ko not_active Withdrawn
- 1987-09-08 BE BE8701009A patent/BE1001047A5/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
PT85653B (pt)	1990-05-31
GB2194734B (en)	1991-03-27
GB2194734A (en)	1988-03-16
IT8767764A0 (it)	1987-09-07
AT400671B (de)	1996-02-26
SE8703461L (sv)	1988-03-09
ES2008735A6 (es)	1989-08-01
FR2603482B1 (fr)	1991-10-04
NL193980C (nl)	2001-04-03
CA1294883C (fr)	1992-01-28
AU7810287A (en)	1988-03-10
FR2603482A1 (fr)	1988-03-11
PT85653A (fr)	1987-10-01
SE504489C2 (sv)	1997-02-24
DK468687D0 (da)	1987-09-08
JPS6368515A (ja)	1988-03-28
SE8703461D0 (sv)	1987-09-07
DK468687A (da)	1988-03-09
LU86574A1 (fr)	1988-04-05
ATA224187A (de)	1995-07-15
NL8702110A (nl)	1988-04-05
AU609055B2 (en)	1991-04-26
NL193980B (nl)	2000-12-01
GB8721105D0 (en)	1987-10-14
DE3729953C2 (de)	1996-10-31
BE1001047A5 (fr)	1989-06-20
US4968685A (en)	1990-11-06
IT1211374B (it)	1989-10-18
KR880003611A (ko)	1988-05-28
JP2613222B2 (ja)	1997-05-21
CH673391A5 (fr)	1990-03-15
GR871387B (en)	1988-01-12
DE3729953A1 (de)	1988-03-17

Legal Events

Date	Code	Title	Description
2004-05-10	PBP	Patent lapsed	Country of ref document: DK

Publication	Publication Date	Title
DK173080B1 (da)	1999-12-20	Præparat på basis af pyrimidinderivater og nikotinsyreestere til fremkaldelse og stimulering af hårvækst og til at bremse h
Saxton et al.	1986	The effect of dentifrices containing zinc citrate on plaque growth and oral zinc levels
US4820512A (en)	1989-04-11	Composition in the form of a gel for inducing and stimulating hair growth and for decreasing their loss, based on piperidinopyrimidine derivatives
JP4116243B2 (ja)	2008-07-09	皮膚用組成物
US5157036A (en)	1992-10-20	Composition for inducing and stimulating hair growth and retarding its loss, based on nicotinic esters and pyrimidine derivatives
JPH06128138A (ja)	1994-05-10	化粧料
LU86969A1 (fr)	1989-03-08	Association de derives de pyrimidine et de retinoides en composants separes pour induire et stimuler la croissance des cheveux et diminuer leur chute
FR2989892A1 (fr)	2013-11-01	Composition cosmetique comprenant un oligosaccharide phosphoryle et un polysaccharide
JP3625501B2 (ja)	2005-03-02	細胞賦活用皮膚外用剤原料の製造方法及び細胞賦活用皮膚外用剤
CN112043624B (zh)	2022-11-15	用于防止脱发并使头发增粗的组合物及其制备方法
DK168190B1 (da)	1994-02-28	Præparat på basis af pyrimidinderivater til fremkaldelse og stimulering af hårvækst og reduktion af hårfald, fremgangsmåde til kosmetisk behandling med præparat og anvendelse af præparatet til fremstilling af lægemidler
CN120359017A (zh)	2025-07-22	包含烟酰胺、姜根提取物、羧酸丙烯酸聚合物、用于对抗头发损失的活性剂和/或去头皮屑活性剂的化妆品组合物
JPH08231361A (ja)	1996-09-10	口腔用組成物
JP2005239653A (ja)	2005-09-08	口腔用組成物
JP3083105B2 (ja)	2000-09-04	化粧料
FR3143350A1 (fr)	2024-06-21	Composition cosmétique comprenant de la piroctone olamine, au moins 1% de niacinamide et un extrait de racine de gingembre
GB2197589A (en)	1988-05-25	Stimulating hair growth
JP4081341B2 (ja)	2008-04-23	酒粕発酵物からなる化粧料用素材
CN115364016B (zh)	2023-07-25	一种具有改善牙周病功效的牙膏及其制备方法
JPH089529B2 (ja)	1996-01-31	口腔用組成物
JP4344844B2 (ja)	2009-10-14	口腔用組成物
FR2793680A1 (fr)	2000-11-24	Utilisation de composes antifongiques halogenes et de composes antibacteriens cationiques pour traiter les rougeurs cutanees et/ou les desordres desquamatifs lies a malassezia spp
JP2024006804A (ja)	2024-01-17	コメ発酵物及びその利用
FR2823751A1 (fr)	2002-10-25	Nouveaux composes de la famille des 3-alkyl-(4,5 diphenyl- imidazol-1-yl) et leur utilisation comme anti-inflammatoires
CN107890438A (zh)	2018-04-10	一种去除口臭漱口水的制备方法