IL28005A - Derivatives of 6-(6'-halo-10'-hydroxy-undecyl)-2,4-dihydroxy-benzoic acid lactone - Google Patents

Derivatives of 6-(6'-halo-10'-hydroxy-undecyl)-2,4-dihydroxy-benzoic acid lactone

Info

Publication number: IL28005A
Authority: IL; Israel
Prior art keywords: compound according; compound; feed; pounds; ration
Prior art date: 1966-06-29

Application number

IL28005A

Other languages

English (en)

Original Assignee

Commercial Solvents Corp

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.)

1966-06-29

Filing date

1967-05-18

Publication date

1971-08-25

1967-05-18 Application filed by Commercial Solvents Corp filed Critical Commercial Solvents Corp

1971-08-25 Publication of IL28005A publication Critical patent/IL28005A/en

Links

229940114055 beta-resorcylic acid Drugs 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 49
241001465754 Metazoa Species 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 14
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
235000015097 nutrients Nutrition 0.000 claims 7
230000001737 promoting effect Effects 0.000 claims 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 9
241000283690 Bos taurus Species 0.000 description 7
240000008042 Zea mays Species 0.000 description 7
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 7
235000002017 Zea mays subsp mays Nutrition 0.000 description 7
235000005822 corn Nutrition 0.000 description 7
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
235000018102 proteins Nutrition 0.000 description 6
108090000623 proteins and genes Proteins 0.000 description 6
102000004169 proteins and genes Human genes 0.000 description 6
241000219823 Medicago Species 0.000 description 5
235000012054 meals Nutrition 0.000 description 5
240000004658 Medicago sativa Species 0.000 description 4
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
235000013372 meat Nutrition 0.000 description 4
239000011707 mineral Substances 0.000 description 4
235000010755 mineral Nutrition 0.000 description 4
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 4
239000000047 product Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
235000013343 vitamin Nutrition 0.000 description 4
239000011782 vitamin Substances 0.000 description 4
229930003231 vitamin Natural products 0.000 description 4
229940088594 vitamin Drugs 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
235000019764 Soybean Meal Nutrition 0.000 description 3
241000282898 Sus scrofa Species 0.000 description 3
235000013339 cereals Nutrition 0.000 description 3
239000005457 ice water Substances 0.000 description 3
238000000034 method Methods 0.000 description 3
235000013379 molasses Nutrition 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
239000004455 soybean meal Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
AODPIQQILQLWGS-GXBDJPPSSA-N tetrahydrocortisol Chemical compound C1[C@H](O)CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CC[C@@H]21 AODPIQQILQLWGS-GXBDJPPSSA-N 0.000 description 3
235000013619 trace mineral Nutrition 0.000 description 3
239000011573 trace mineral Substances 0.000 description 3
FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 2
235000019739 Dicalciumphosphate Nutrition 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
235000019738 Limestone Nutrition 0.000 description 2
235000019483 Peanut oil Nutrition 0.000 description 2
AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
241000282887 Suidae Species 0.000 description 2
FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 2
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
230000003115 biocidal effect Effects 0.000 description 2
210000000988 bone and bone Anatomy 0.000 description 2
229940036811 bone meal Drugs 0.000 description 2
239000002374 bone meal Substances 0.000 description 2
239000001506 calcium phosphate Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 2
229940038472 dicalcium phosphate Drugs 0.000 description 2
229910000390 dicalcium phosphate Inorganic materials 0.000 description 2
229960004132 diethyl ether Drugs 0.000 description 2
239000006028 limestone Substances 0.000 description 2
230000000873 masking effect Effects 0.000 description 2
239000000463 material Substances 0.000 description 2
239000000312 peanut oil Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
238000004809 thin layer chromatography Methods 0.000 description 2
235000019155 vitamin A Nutrition 0.000 description 2
239000011719 vitamin A Substances 0.000 description 2
229940045997 vitamin a Drugs 0.000 description 2
150000003722 vitamin derivatives Chemical class 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
235000019737 Animal fat Nutrition 0.000 description 1
235000016068 Berberis vulgaris Nutrition 0.000 description 1
241000335053 Beta vulgaris Species 0.000 description 1
AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 description 1
108010082495 Dietary Plant Proteins Proteins 0.000 description 1
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
235000019733 Fish meal Nutrition 0.000 description 1
241000287828 Gallus gallus Species 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
235000019687 Lamb Nutrition 0.000 description 1
PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
241000283903 Ovis aries Species 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
240000006394 Sorghum bicolor Species 0.000 description 1
235000011684 Sorghum saccharatum Nutrition 0.000 description 1
235000009430 Thespesia populnea Nutrition 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
229930003316 Vitamin D Natural products 0.000 description 1
QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
235000021120 animal protein Nutrition 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
235000015278 beef Nutrition 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
244000309466 calf Species 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
235000014633 carbohydrates Nutrition 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000012380 dealkylating agent Substances 0.000 description 1
MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
125000003963 dichloro group Chemical group Cl* 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000000378 dietary effect Effects 0.000 description 1
-1 e.g. Chemical class 0.000 description 1
230000001076 estrogenic effect Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
229940052303 ethers for general anesthesia Drugs 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
239000004467 fishmeal Substances 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
150000005217 methyl ethers Chemical class 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
239000008188 pellet Substances 0.000 description 1
239000004466 pelleted feed Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000010992 reflux Methods 0.000 description 1
235000019192 riboflavin Nutrition 0.000 description 1
239000002151 riboflavin Substances 0.000 description 1
229960002477 riboflavin Drugs 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000013589 supplement Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003760 tallow Substances 0.000 description 1
235000019156 vitamin B Nutrition 0.000 description 1
239000011720 vitamin B Substances 0.000 description 1
235000019166 vitamin D Nutrition 0.000 description 1
239000011710 vitamin D Substances 0.000 description 1
150000003710 vitamin D derivatives Chemical class 0.000 description 1
229940046001 vitamin b complex Drugs 0.000 description 1
229940046008 vitamin d Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000005303 weighing Methods 0.000 description 1
230000004584 weight gain Effects 0.000 description 1
235000019786 weight gain Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/121—Heterocyclic compounds containing oxygen or sulfur as hetero atom
- A23K20/126—Lactones

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Polymers & Plastics (AREA)
Animal Husbandry (AREA)
Zoology (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Fodder In General (AREA)
Feed For Specific Animals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

IL28005A 1966-06-29 1967-05-18 Derivatives of 6-(6'-halo-10'-hydroxy-undecyl)-2,4-dihydroxy-benzoic acid lactone IL28005A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US56137266A	1966-06-29	1966-06-29
US620271A US3373034A (en)	1966-06-29	1967-03-03	Estrogenic compounds and animal growth promoters

Publications (1)

Publication Number	Publication Date
IL28005A true IL28005A (en)	1971-08-25

Family

ID=27072618

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL28005A IL28005A (en)	1966-06-29	1967-05-18	Derivatives of 6-(6'-halo-10'-hydroxy-undecyl)-2,4-dihydroxy-benzoic acid lactone

Country Status (7)

Country	Link
US (1)	US3373034A (de)
BE (1)	BE700050A (de)
BR (1)	BR6790443D0 (de)
CH (1)	CH497133A (de)
GB (1)	GB1177695A (de)
IL (1)	IL28005A (de)
NL (1)	NL6708987A (de)

1967
- 1967-03-03 US US620271A patent/US3373034A/en not_active Expired - Lifetime
- 1967-05-18 GB GB23152/67A patent/GB1177695A/en not_active Expired
- 1967-05-18 IL IL28005A patent/IL28005A/en unknown
- 1967-06-15 BR BR190443/67A patent/BR6790443D0/pt unknown
- 1967-06-16 BE BE700050D patent/BE700050A/xx unknown
- 1967-06-28 NL NL6708987A patent/NL6708987A/xx unknown
- 1967-06-28 CH CH916967A patent/CH497133A/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
NL6708987A (de)	1968-01-02
BE700050A (de)	1967-12-01
GB1177695A (en)	1970-01-14
CH497133A (de)	1970-10-15
BR6790443D0 (pt)	1973-12-26
US3373034A (en)	1968-03-12

Publication	Publication Date	Title
US3373024A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US4163746A (en)	1979-08-07	Metabolic 5-methyl-isoflavone-derivatives, process for the preparation thereof and compositions containing the same
US5593978A (en)	1997-01-14	Growth promoting composition for fish and method of using the same
US3373025A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US3373038A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US4221791A (en)	1980-09-09	Substituted quinoxaline dioxides
US3764614A (en)	1973-10-09	F.e.s. derivatives
US3751431A (en)	1973-08-07	F.e.s.derivatives
US3373030A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
IL28005A (en)	1971-08-25	Derivatives of 6-(6'-halo-10'-hydroxy-undecyl)-2,4-dihydroxy-benzoic acid lactone
US3373026A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US3586701A (en)	1971-06-22	Norzearalane and its production
US5221673A (en)	1993-06-22	Fodder compositions
IL28129A (en)	1971-02-25	6-(6'-oxo-10'-hydroxy-undec-1'-enyl)-2,4-dihydroxy benzoic acid lactone derivatives,their preparation and animal feed containing them
PL115472B1 (en)	1981-04-30	Fodder appropriated for pigs not being afflicted with dysentery
US3373032A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US3373036A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US3745221A (en)	1973-07-10	Methods and compositions for improving feed efficiency of ruminants using poyhydric alkanol haloacetaldehyde hemiacetals
US3373029A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US3144337A (en)	1964-08-11	Animal feed containing steroidal sapogenin
US3373035A (en)	1968-03-12	Estrogenic compounds and animal growth promoters
US4463009A (en)	1984-07-31	Dialkyl 1-(2-pyridinylthio)-1,2-hydrazinedicarboxylate, N-oxides and their use as animal growth stimulants
US3248223A (en)	1966-04-26	Animal feeds and methods
US4462995A (en)	1984-07-31	Pyridyl phosphorothioate compositions and their use as anabolic agents
US3373027A (en)	1968-03-12	Estrogenic compounds and animal growth promoters