LU87070A1 - Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute - Google Patents

Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute Download PDF

Info

Publication number: LU87070A1
Authority: LU; Luxembourg
Prior art keywords: chosen; derivatives; erythromycin; association according; hair
Prior art date: 1987-12-10

Application number

LU87070A

Other languages

English (en)

French (fr)

Inventor

Jean-Francois Grollier

Georges Rosenbaum

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.)

1987-12-10

Filing date

1987-12-10

Publication date

1989-07-07

1987-12-10 Application filed by Oreal filed Critical Oreal

1987-12-10 Priority to LU87070A priority Critical patent/LU87070A1/fr

1988-12-08 Priority to JP63308992A priority patent/JPH01197424A/ja

1988-12-09 Priority to AT88120602T priority patent/ATE72626T1/de

1988-12-09 Priority to EP88120602A priority patent/EP0319991B1/de

1988-12-09 Priority to DE8888120602T priority patent/DE3868492D1/de

1988-12-12 Priority to CA000585631A priority patent/CA1341266C/fr

1989-07-07 Publication of LU87070A1 publication Critical patent/LU87070A1/fr

Links

230000003779 hair growth Effects 0.000 title claims abstract description 9
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical class C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 title claims description 3
230000001939 inductive effect Effects 0.000 title abstract description 6
230000004936 stimulating effect Effects 0.000 title abstract description 6
229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 7
239000000203 mixture Substances 0.000 claims abstract description 67
210000004209 hair Anatomy 0.000 claims abstract description 28
239000003242 anti bacterial agent Substances 0.000 claims abstract description 23
150000003230 pyrimidines Chemical class 0.000 claims abstract description 19
201000004384 Alopecia Diseases 0.000 claims abstract description 15
230000003676 hair loss Effects 0.000 claims abstract description 12
208000024963 hair loss Diseases 0.000 claims abstract description 11
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
239000003120 macrolide antibiotic agent Substances 0.000 claims abstract description 8
125000003342 alkenyl group Chemical group 0.000 claims abstract description 7
229940088710 antibiotic agent Drugs 0.000 claims abstract description 7
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 7
125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
210000004761 scalp Anatomy 0.000 claims abstract description 6
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 5
125000003118 aryl group Chemical group 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
239000001257 hydrogen Substances 0.000 claims abstract description 4
125000005055 alkyl alkoxy group Chemical group 0.000 claims abstract description 3
125000004948 alkyl aryl alkyl group Chemical group 0.000 claims abstract description 3
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
125000002034 haloarylalkyl group Chemical group 0.000 claims abstract description 3
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 claims description 29
229960003276 erythromycin Drugs 0.000 claims description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
229960003632 minoxidil Drugs 0.000 claims description 14
-1 Roxytromycin Chemical compound 0.000 claims description 12
229930006677 Erythromycin A Natural products 0.000 claims description 9
239000004098 Tetracycline Substances 0.000 claims description 9
KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 claims description 9
229960002227 clindamycin Drugs 0.000 claims description 9
235000019364 tetracycline Nutrition 0.000 claims description 9
OJMMVQQUTAEWLP-UHFFFAOYSA-N Lincomycin Natural products CN1CC(CCC)CC1C(=O)NC(C(C)O)C1C(O)C(O)C(O)C(SC)O1 OJMMVQQUTAEWLP-UHFFFAOYSA-N 0.000 claims description 8
OJMMVQQUTAEWLP-KIDUDLJLSA-N lincomycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@@H](C)O)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 OJMMVQQUTAEWLP-KIDUDLJLSA-N 0.000 claims description 8
229960005287 lincomycin Drugs 0.000 claims description 8
238000000034 method Methods 0.000 claims description 8
229960002180 tetracycline Drugs 0.000 claims description 8
150000003522 tetracyclines Chemical class 0.000 claims description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
239000002537 cosmetic Substances 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 7
239000003960 organic solvent Substances 0.000 claims description 6
229930101283 tetracycline Natural products 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 5
229940043264 dodecyl sulfate Drugs 0.000 claims description 5
150000003839 salts Chemical class 0.000 claims description 5
ACTOXUHEUCPTEW-BWHGAVFKSA-N 2-[(4r,5s,6s,7r,9r,10r,11e,13e,16r)-6-[(2s,3r,4r,5s,6r)-5-[(2s,4r,5s,6s)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2s,5s,6r)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-o Chemical compound O([C@H]1/C=C/C=C/C[C@@H](C)OC(=O)C[C@@H](O)[C@@H]([C@H]([C@@H](CC=O)C[C@H]1C)O[C@H]1[C@@H]([C@H]([C@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(O)C2)[C@@H](C)O1)N(C)C)O)OC)[C@@H]1CC[C@H](N(C)C)[C@@H](C)O1 ACTOXUHEUCPTEW-BWHGAVFKSA-N 0.000 claims description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
239000004187 Spiramycin Substances 0.000 claims description 4
125000000129 anionic group Chemical group 0.000 claims description 4
125000002091 cationic group Chemical group 0.000 claims description 4
239000003814 drug Substances 0.000 claims description 4
229960001294 spiramycin Drugs 0.000 claims description 4
229930191512 spiramycin Natural products 0.000 claims description 4
235000019372 spiramycin Nutrition 0.000 claims description 4
230000001225 therapeutic effect Effects 0.000 claims description 4
ZFMITUMMTDLWHR-UHFFFAOYSA-N Minoxidil Chemical compound NC1=[N+]([O-])C(N)=CC(N2CCCCC2)=N1 ZFMITUMMTDLWHR-UHFFFAOYSA-N 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims description 3
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims description 3
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
229920000642 polymer Polymers 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
239000003755 preservative agent Substances 0.000 claims description 3
229940040944 tetracyclines Drugs 0.000 claims description 3
239000002562 thickening agent Substances 0.000 claims description 3
OYHQOLUKZRVURQ-HZJYTTRNSA-M 9-cis,12-cis-Octadecadienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O OYHQOLUKZRVURQ-HZJYTTRNSA-M 0.000 claims description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
DKMROQRQHGEIOW-UHFFFAOYSA-N Diethyl succinate Chemical compound CCOC(=O)CCC(=O)OCC DKMROQRQHGEIOW-UHFFFAOYSA-N 0.000 claims description 2
SHGAZHPCJJPHSC-NUEINMDLSA-N Isotretinoin Chemical class OC(=O)C=C(C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-NUEINMDLSA-N 0.000 claims description 2
RZPAKFUAFGMUPI-UHFFFAOYSA-N Oleandomycin Natural products O1C(C)C(O)C(OC)CC1OC1C(C)C(=O)OC(C)C(C)C(O)C(C)C(=O)C2(OC2)CC(C)C(OC2C(C(CC(C)O2)N(C)C)O)C1C RZPAKFUAFGMUPI-UHFFFAOYSA-N 0.000 claims description 2
239000004104 Oleandomycin Substances 0.000 claims description 2
229910019142 PO4 Inorganic materials 0.000 claims description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
239000002253 acid Substances 0.000 claims description 2
239000002535 acidifier Substances 0.000 claims description 2
239000002671 adjuvant Substances 0.000 claims description 2
150000001298 alcohols Chemical class 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
239000002610 basifying agent Substances 0.000 claims description 2
FATUQANACHZLRT-KMRXSBRUSA-L calcium glucoheptonate Chemical compound [Ca+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O FATUQANACHZLRT-KMRXSBRUSA-L 0.000 claims description 2
239000003795 chemical substances by application Substances 0.000 claims description 2
239000008139 complexing agent Substances 0.000 claims description 2
229950000206 estolate Drugs 0.000 claims description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims description 2
125000004634 hexahydroazepinyl group Chemical group N1(CCCCCC1)* 0.000 claims description 2
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
XJSFLOJWULLJQS-NGVXBBESSA-N josamycin Chemical compound CO[C@H]1[C@H](OC(C)=O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@H]1[C@H](O)[C@@H](N(C)C)[C@H](O[C@@H]2O[C@@H](C)[C@H](OC(=O)CC(C)C)[C@](C)(O)C2)[C@@H](C)O1 XJSFLOJWULLJQS-NGVXBBESSA-N 0.000 claims description 2
229960004144 josamycin Drugs 0.000 claims description 2
229940099584 lactobionate Drugs 0.000 claims description 2
JYTUSYBCFIZPBE-AMTLMPIISA-N lactobionic acid Chemical compound OC(=O)[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O JYTUSYBCFIZPBE-AMTLMPIISA-N 0.000 claims description 2
229940049918 linoleate Drugs 0.000 claims description 2
125000005341 metaphosphate group Chemical group 0.000 claims description 2
CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 claims description 2
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
229960002351 oleandomycin Drugs 0.000 claims description 2
235000019367 oleandomycin Nutrition 0.000 claims description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
239000010452 phosphate Substances 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
239000004094 surface-active agent Substances 0.000 claims description 2
229940095064 tartrate Drugs 0.000 claims description 2
OFVLGDICTFRJMM-WESIUVDSSA-N tetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O OFVLGDICTFRJMM-WESIUVDSSA-N 0.000 claims description 2
ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 claims description 2
150000005215 alkyl ethers Chemical class 0.000 claims 1
239000000975 dye Substances 0.000 claims 1
239000003349 gelling agent Substances 0.000 claims 1
POUMFISTNHIPTI-BOMBIWCESA-N hydron;(2s,4r)-n-[(1r,2r)-2-hydroxy-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;chloride Chemical compound Cl.CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@@H](C)O)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 POUMFISTNHIPTI-BOMBIWCESA-N 0.000 claims 1
229960001595 lincomycin hydrochloride Drugs 0.000 claims 1
RZPAKFUAFGMUPI-KGIGTXTPSA-N oleandomycin Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@@H](C)C(=O)[C@]2(OC2)C[C@H](C)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C RZPAKFUAFGMUPI-KGIGTXTPSA-N 0.000 claims 1
230000008719 thickening Effects 0.000 claims 1
229940041033 macrolides Drugs 0.000 abstract description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 2
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 38
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
235000019441 ethanol Nutrition 0.000 description 20
150000001875 compounds Chemical class 0.000 description 8
230000003698 anagen phase Effects 0.000 description 6
230000000694 effects Effects 0.000 description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
230000012010 growth Effects 0.000 description 4
230000031774 hair cycle Effects 0.000 description 4
230000003797 telogen phase Effects 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
231100000360 alopecia Toxicity 0.000 description 3
239000006210 lotion Substances 0.000 description 3
239000002245 particle Substances 0.000 description 3
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
230000003778 catagen phase Effects 0.000 description 2
230000001143 conditioned effect Effects 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
150000004508 retinoic acid derivatives Chemical class 0.000 description 2
230000000699 topical effect Effects 0.000 description 2
NFWUATQOPLWPTM-UHFFFAOYSA-N 2,3,4-trimethoxybenzoic acid;trihydrate Chemical compound O.O.O.COC1=CC=C(C(O)=O)C(OC)=C1OC NFWUATQOPLWPTM-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
206010003694 Atrophy Diseases 0.000 description 1
241001442234 Cosa Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229920002305 Schizophyllan Polymers 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
229920006397 acrylic thermoplastic Polymers 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
230000032683 aging Effects 0.000 description 1
230000037444 atrophy Effects 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
230000007321 biological mechanism Effects 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000003086 colorant Substances 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
230000004064 dysfunction Effects 0.000 description 1
230000002500 effect on skin Effects 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000002124 endocrine Effects 0.000 description 1
TYQXKHPOXXXCTP-CSLYCKPJSA-N erythromycin A 2'-propanoate Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)OC(=O)CC)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 TYQXKHPOXXXCTP-CSLYCKPJSA-N 0.000 description 1
229960003203 erythromycin estolate Drugs 0.000 description 1
229960000741 erythromycin ethylsuccinate Drugs 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000000499 gel Substances 0.000 description 1
150000007928 imidazolide derivatives Chemical class 0.000 description 1
238000002513 implantation Methods 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
125000002669 linoleoyl group Chemical group O=C([*])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])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
230000002503 metabolic effect Effects 0.000 description 1
JQKFLNWRTBPECK-UHFFFAOYSA-N methoxymethane;propane-1,2-diol Chemical compound COC.CC(O)CO JQKFLNWRTBPECK-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
230000000394 mitotic effect Effects 0.000 description 1
SFMJNHNUOVADRW-UHFFFAOYSA-N n-[5-[9-[4-(methanesulfonamido)phenyl]-2-oxobenzo[h][1,6]naphthyridin-1-yl]-2-methylphenyl]prop-2-enamide Chemical compound C1=C(NC(=O)C=C)C(C)=CC=C1N1C(=O)C=CC2=C1C1=CC(C=3C=CC(NS(C)(=O)=O)=CC=3)=CC=C1N=C2 SFMJNHNUOVADRW-UHFFFAOYSA-N 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
229960004989 tetracycline hydrochloride Drugs 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001131 transforming effect Effects 0.000 description 1
230000001052 transient effect Effects 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1

Classifications

- 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
- 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Chemical & Material Sciences (AREA)
Birds (AREA)
Organic Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Dermatology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Molecular Biology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Cosmetics (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

LU87070A 1987-12-10 1987-12-10 Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute LU87070A1 (fr)

Priority Applications (6)

Application Number	Priority Date	Filing Date	Title
LU87070A LU87070A1 (fr)	1987-12-10	1987-12-10	Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute
JP63308992A JPH01197424A (ja)	1987-12-10	1988-12-08	ピリミジン誘導体及び抗菌剤の組み合わせ物
AT88120602T ATE72626T1 (de)	1987-12-10	1988-12-09	Mischung, bestehend aus pyrimidinderivaten und antibakteriellen wirkstoffen zum induzieren und stimulieren des haarwuchses und zum vermindern des haarausfalls.
EP88120602A EP0319991B1 (de)	1987-12-10	1988-12-09	Mischung, bestehend aus Pyrimidinderivaten und antibakteriellen Wirkstoffen zum Induzieren und Stimulieren des Haarwuchses und zum Vermindern des Haarausfalls
DE8888120602T DE3868492D1 (de)	1987-12-10	1988-12-09	Mischung, bestehend aus pyrimidinderivaten und antibakteriellen wirkstoffen zum induzieren und stimulieren des haarwuchses und zum vermindern des haarausfalls.
CA000585631A CA1341266C (fr)	1987-12-10	1988-12-12	Association de derives de pyrimidine et d'agents antibacteriens pour induire et stimuler la croissance des cheveux et diminuer leur chute

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
LU87070A LU87070A1 (fr)	1987-12-10	1987-12-10	Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute
LU87070		1987-12-10

Publications (1)

Publication Number	Publication Date
LU87070A1 true LU87070A1 (fr)	1989-07-07

Family

ID=19730996

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LU87070A LU87070A1 (fr)	1987-12-10	1987-12-10	Association de derives de pyrimidine et d'agents pour induire et stimuler la croissance des cheveux et diminuer leur chute

Country Status (6)

Country	Link
EP (1)	EP0319991B1 (de)
JP (1)	JPH01197424A (de)
AT (1)	ATE72626T1 (de)
CA (1)	CA1341266C (de)
DE (1)	DE3868492D1 (de)
LU (1)	LU87070A1 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US10688037B1 (en)	2015-12-31	2020-06-23	Nutraceutical Wellness Inc.	Compositions and method for hair regrowth

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2582000B1 (fr) *	1985-05-14	1987-06-26	Oreal	Esters gras bi ou tri-eniques d'erythromycine a, leur procede de preparation et compositions pharmaceutiques et cosmetiques les contenant
FR2598420B1 (fr) *	1986-05-06	1991-06-07	Oreal	Nouveaux esters retinoiques d'antibiotiques, leur procede de preparation et compositions pharmaceutiques et cosmetiques les contenant

1987
- 1987-12-10 LU LU87070A patent/LU87070A1/fr unknown
1988
- 1988-12-08 JP JP63308992A patent/JPH01197424A/ja active Pending
- 1988-12-09 DE DE8888120602T patent/DE3868492D1/de not_active Expired - Lifetime
- 1988-12-09 EP EP88120602A patent/EP0319991B1/de not_active Expired - Lifetime
- 1988-12-09 AT AT88120602T patent/ATE72626T1/de not_active IP Right Cessation
- 1988-12-12 CA CA000585631A patent/CA1341266C/fr not_active Expired - Fee Related

Also Published As

Publication number	Publication date
CA1341266C (fr)	2001-06-26
EP0319991B1 (de)	1992-02-19
JPH01197424A (ja)	1989-08-09
DE3868492D1 (de)	1992-03-26
EP0319991A1 (de)	1989-06-14
ATE72626T1 (de)	1992-03-15

Publication	Publication Date	Title
CA1341267C (fr)	2001-06-26	Association de derives de pyrimidine et de derives d'acide salicylique pour induire et stimuler la croissance des cheveux et diminuer leur chute
EP0378936B1 (de)	1993-07-14	Verwendung von Salicylsäure-Derivaten zur Behandlung des Hautalterns
EP0502783B1 (de)	1995-05-03	Verfahren zur Färbung keratinischer Fasern mit Isatin oder Isatinderivaten zusammen mit Aminopyrimidin oder Aminopyridin und Färbemittel
CA1341264C (fr)	2001-06-26	Association de derives de 1,8-hydroxy et/ou acyloxy anthracene ou anthrone et de derives de pyrimidine pour induire et stimuler la croissance des cheveux et diminuer leur chute
EP0663812B1 (de)	1996-10-02	Verwendung von alkylpolyglycosiden und/oder 0-acylierte glukosederivate zur behandlung des haarausfalls
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
CA1340797C (fr)	1999-10-19	Composition a base d'alkylpolyglycoside et d'un derive de pyrimidine pour le traitement de l'alopecie
EP0829256B1 (de)	2003-06-04	Verwendung von RXR-Retinoidrezeptor-Agonisten zum Stimulieren oder Induzieren des Haarwuchses und/oder zum Vermindern des Haarausfalles
EP0321952B1 (de)	1992-08-19	Mischung, bestehend aus Pyrimidinderivaten und nichtsteroidalen entzündungshemmenden Mitteln zum Induzieren und Stimulieren des Haarwuchses und zum Vermindern des Haarausfalles
CA1303997C (fr)	1992-06-23	Association de derives de pyrimidine et d'hydrocortisone pour induire et stimuler la croissance des cheveux et diminuer leur chute
CA1341265C (fr)	2001-06-26	Association a base de derives de pyrimidine et d'antagonistes de calcium en vue d'induire et de stimuler la croissance des cheveux et diminuer leur chute
EP0336813B1 (de)	1992-10-07	Assoziat bestehend aus Pyrimidin-Derivaten und Harnstoff- und/oder Allantoin-Derivaten zum Induzieren und Stimulieren des Haarwuchses und zum Vermindern des Haarausfalles
CA1341266C (fr)	2001-06-26	Association de derives de pyrimidine et d'agents antibacteriens pour induire et stimuler la croissance des cheveux et diminuer leur chute
FR2602424A1 (fr)	1988-02-12	Composition pour induire et stimuler la croissance des cheveux et diminuer leur chute a base de derives de la pyrimidine
CA1341187C (fr)	2001-02-27	Composition pour induire et stimuler la croissance des cheveux et/ou freiner leur chute, a base d'un tensio-actif non ionique et d'un derive de pyrimidine
FR2642965A1 (fr)	1990-08-17	Utilisation de la spiroxasone pour induire et stimuler la croissance des cheveux et diminuer leur chute