DE1801958A1 - OEstrogene Verbindungen und Futtermittel mit einem Gehalt derselben - Google Patents
OEstrogene Verbindungen und Futtermittel mit einem Gehalt derselbenInfo
- Publication number
- DE1801958A1 DE1801958A1 DE19681801958 DE1801958A DE1801958A1 DE 1801958 A1 DE1801958 A1 DE 1801958A1 DE 19681801958 DE19681801958 DE 19681801958 DE 1801958 A DE1801958 A DE 1801958A DE 1801958 A1 DE1801958 A1 DE 1801958A1
- Authority
- DE
- Germany
- Prior art keywords
- groups
- group
- ögs
- carbon atoms
- radical
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
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- -1 methoxyphenyl group Chemical group 0.000 claims description 57
- 150000001875 compounds Chemical class 0.000 claims description 55
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 241001465754 Metazoa Species 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000002252 acyl group Chemical group 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical group [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000002950 monocyclic group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000003277 amino group Chemical group 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- 101100097467 Arabidopsis thaliana SYD gene Proteins 0.000 claims description 2
- 101100495925 Schizosaccharomyces pombe (strain 972 / ATCC 24843) chr3 gene Proteins 0.000 claims description 2
- 125000002015 acyclic group Chemical group 0.000 claims 2
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
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- 241000287828 Gallus gallus Species 0.000 description 5
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- 239000003054 catalyst Substances 0.000 description 4
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- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 4
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- 238000006722 reduction reaction Methods 0.000 description 4
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- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 235000015278 beef Nutrition 0.000 description 3
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- 239000011573 trace mineral Substances 0.000 description 3
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- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 2
- 235000019733 Fish meal Nutrition 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
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- 240000005979 Hordeum vulgare Species 0.000 description 2
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- 239000012043 crude product Substances 0.000 description 2
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- 229940038472 dicalcium phosphate Drugs 0.000 description 2
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- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
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- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 150000005217 methyl ethers Chemical class 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 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
- 230000008707 rearrangement Effects 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
- 239000003352 sequestering agent Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 125000003696 stearoyl 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])([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])C([H])([H])[H] 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56136966A | 1966-06-29 | 1966-06-29 | |
| US64050367A | 1967-05-23 | 1967-05-23 | |
| US678177A US3373039A (en) | 1966-06-29 | 1967-10-26 | Estrogenic compounds and animal growth promoters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1801958A1 true DE1801958A1 (de) | 1969-04-30 |
Family
ID=27415848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681801958 Pending DE1801958A1 (de) | 1966-06-29 | 1968-10-09 | OEstrogene Verbindungen und Futtermittel mit einem Gehalt derselben |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3373039A (enExample) |
| BE (2) | BE700386A (enExample) |
| CH (2) | CH497132A (enExample) |
| DE (1) | DE1801958A1 (enExample) |
| FR (1) | FR96046E (enExample) |
| GB (2) | GB1158879A (enExample) |
| IL (2) | IL28129A (enExample) |
| NL (2) | NL6709053A (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3621036A (en) * | 1969-02-27 | 1971-11-16 | Merck & Co Inc | Derivatives of zearalane |
| US4062970A (en) * | 1976-07-29 | 1977-12-13 | Imc Chemical Group, Inc. | Zearalin ethers |
| US4239772A (en) * | 1979-05-30 | 1980-12-16 | International Minerals & Chemical Corp. | Allyl and propyl zearalenone derivatives and their use as growth promoting agents |
| US4409392A (en) * | 1981-09-03 | 1983-10-11 | International Minerals & Chemical Corp. | 6' Esters of zearalanol |
| US4849447A (en) * | 1987-10-13 | 1989-07-18 | Pitman-Moore, Inc. | Zearalanol derivatives with anabolic activity |
| EP1315732B1 (en) * | 2000-08-25 | 2006-06-07 | Sloan-Kettering Institute For Cancer Research | Radicicol and monocillin and their analogues and uses thereof |
| WO2005061481A1 (en) * | 2003-12-19 | 2005-07-07 | Sloan-Kettering Institute For Cancer Research | Novel ma crocycles and uses thereof |
-
0
- FR FR171357A patent/FR96046E/fr not_active Expired
-
1967
- 1967-06-08 GB GB26466/67A patent/GB1158879A/en not_active Expired
- 1967-06-09 IL IL28129A patent/IL28129A/en unknown
- 1967-06-23 BE BE700386D patent/BE700386A/xx unknown
- 1967-06-28 CH CH916867A patent/CH497132A/de not_active IP Right Cessation
- 1967-06-29 NL NL6709053A patent/NL6709053A/xx unknown
- 1967-10-26 US US678177A patent/US3373039A/en not_active Expired - Lifetime
-
1968
- 1968-10-01 IL IL30812A patent/IL30812A0/xx unknown
- 1968-10-07 NL NL6814321A patent/NL6814321A/xx unknown
- 1968-10-09 DE DE19681801958 patent/DE1801958A1/de active Pending
- 1968-10-16 GB GB48997/68A patent/GB1249136A/en not_active Expired
- 1968-10-23 CH CH1584768A patent/CH552948A/xx not_active IP Right Cessation
- 1968-10-25 BE BE722960D patent/BE722960A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH552948A (de) | 1974-08-30 |
| US3373039A (en) | 1968-03-12 |
| IL28129A (en) | 1971-02-25 |
| NL6814321A (enExample) | 1969-04-29 |
| BE722960A (enExample) | 1969-04-01 |
| GB1249136A (en) | 1971-10-06 |
| NL6709053A (enExample) | 1968-01-02 |
| FR96046E (fr) | 1972-05-19 |
| CH497132A (de) | 1970-10-15 |
| IL30812A0 (en) | 1968-12-26 |
| GB1158879A (en) | 1969-07-23 |
| BE700386A (enExample) | 1967-12-01 |
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