JPS59155343A - 動物の改良飼育法 - Google Patents
動物の改良飼育法Info
- Publication number
- JPS59155343A JPS59155343A JP59016910A JP1691084A JPS59155343A JP S59155343 A JPS59155343 A JP S59155343A JP 59016910 A JP59016910 A JP 59016910A JP 1691084 A JP1691084 A JP 1691084A JP S59155343 A JPS59155343 A JP S59155343A
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- compound
- methyl
- ethanol
- hydroxyphenyl
- 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.)
- Granted
Links
- 241001465754 Metazoa Species 0.000 title claims description 56
- 238000009395 breeding Methods 0.000 title description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 90
- 150000001875 compounds Chemical class 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 35
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 150000003839 salts Chemical class 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 14
- DZGCGKFAPXFTNM-UHFFFAOYSA-N ethanol;hydron;chloride Chemical compound Cl.CCO DZGCGKFAPXFTNM-UHFFFAOYSA-N 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 150000002431 hydrogen Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- -1 nitro, hydroxyl Chemical group 0.000 claims description 8
- 230000001737 promoting effect Effects 0.000 claims description 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
- 239000011737 fluorine Chemical group 0.000 claims description 5
- 229910052731 fluorine Chemical group 0.000 claims description 5
- 235000020989 red meat Nutrition 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 244000144972 livestock Species 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 43
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 34
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 32
- 238000012360 testing method Methods 0.000 description 30
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- 239000000203 mixture Substances 0.000 description 26
- 239000000243 solution Substances 0.000 description 26
- 239000011541 reaction mixture Substances 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- 241000282887 Suidae Species 0.000 description 14
- 230000000694 effects Effects 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- 238000011282 treatment Methods 0.000 description 13
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 240000008042 Zea mays Species 0.000 description 12
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 12
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 12
- 235000005822 corn Nutrition 0.000 description 12
- 238000000921 elemental analysis Methods 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 229940126062 Compound A Drugs 0.000 description 9
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 9
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 9
- 235000012054 meals Nutrition 0.000 description 9
- 235000013372 meat Nutrition 0.000 description 9
- 241000700159 Rattus Species 0.000 description 8
- 239000004480 active ingredient Substances 0.000 description 8
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 8
- 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 7
- 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 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- 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 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 125000006308 propyl amino group Chemical group 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 235000019155 vitamin A Nutrition 0.000 description 7
- 239000011719 vitamin A Substances 0.000 description 7
- 229940045997 vitamin a Drugs 0.000 description 7
- 235000019786 weight gain Nutrition 0.000 description 7
- 230000004584 weight gain Effects 0.000 description 7
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical class O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 6
- 229960002510 mandelic acid Drugs 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 229940088594 vitamin Drugs 0.000 description 6
- 229930003231 vitamin Natural products 0.000 description 6
- 235000013343 vitamin Nutrition 0.000 description 6
- 239000011782 vitamin Substances 0.000 description 6
- 150000003722 vitamin derivatives Chemical class 0.000 description 6
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000007868 Raney catalyst Substances 0.000 description 4
- 229910000564 Raney nickel Inorganic materials 0.000 description 4
- 235000019764 Soybean Meal Nutrition 0.000 description 4
- 229930194936 Tylosin Natural products 0.000 description 4
- 239000004182 Tylosin Substances 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 235000019742 Vitamins premix Nutrition 0.000 description 4
- 239000008280 blood Substances 0.000 description 4
- 210000004369 blood Anatomy 0.000 description 4
- 239000001506 calcium phosphate Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 4
- 229940038472 dicalcium phosphate Drugs 0.000 description 4
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
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- 239000011780 sodium chloride Substances 0.000 description 4
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- 238000003756 stirring Methods 0.000 description 4
- 229910021654 trace metal Inorganic materials 0.000 description 4
- WBPYTXDJUQJLPQ-VMXQISHHSA-N tylosin Chemical compound O([C@@H]1[C@@H](C)O[C@H]([C@@H]([C@H]1N(C)C)O)O[C@@H]1[C@@H](C)[C@H](O)CC(=O)O[C@@H]([C@H](/C=C(\C)/C=C/C(=O)[C@H](C)C[C@@H]1CC=O)CO[C@H]1[C@@H]([C@H](OC)[C@H](O)[C@@H](C)O1)OC)CC)[C@H]1C[C@@](C)(O)[C@@H](O)[C@H](C)O1 WBPYTXDJUQJLPQ-VMXQISHHSA-N 0.000 description 4
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- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000002366 lipolytic effect Effects 0.000 description 2
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- 239000011709 vitamin E Substances 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/62—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- 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
- A23K20/111—Aromatic compounds
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Food Science & Technology (AREA)
- Obesity (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46258783A | 1983-01-31 | 1983-01-31 | |
| US462587 | 1983-01-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59155343A true JPS59155343A (ja) | 1984-09-04 |
| JPH0320225B2 JPH0320225B2 (en, 2012) | 1991-03-18 |
Family
ID=23836986
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59016910A Granted JPS59155343A (ja) | 1983-01-31 | 1984-01-30 | 動物の改良飼育法 |
Country Status (25)
| Country | Link |
|---|---|
| EP (2) | EP0117647B1 (en, 2012) |
| JP (1) | JPS59155343A (en, 2012) |
| AU (1) | AU577271B2 (en, 2012) |
| BG (1) | BG60752B2 (en, 2012) |
| CA (2) | CA1247451A (en, 2012) |
| CY (2) | CY1433A (en, 2012) |
| DE (2) | DE3481754D1 (en, 2012) |
| DK (1) | DK171627B1 (en, 2012) |
| FI (1) | FI81713C (en, 2012) |
| GB (2) | GB2133986B (en, 2012) |
| GR (1) | GR79758B (en, 2012) |
| GT (1) | GT198400014A (en, 2012) |
| HK (1) | HK39090A (en, 2012) |
| HU (1) | HU190526B (en, 2012) |
| IE (1) | IE56843B1 (en, 2012) |
| IL (1) | IL70813A (en, 2012) |
| MX (1) | MX9203041A (en, 2012) |
| MY (1) | MY100559A (en, 2012) |
| NZ (1) | NZ206985A (en, 2012) |
| PH (1) | PH20912A (en, 2012) |
| PL (1) | PL144053B1 (en, 2012) |
| SG (1) | SG4190G (en, 2012) |
| SU (1) | SU1523043A3 (en, 2012) |
| UA (1) | UA8350A1 (en, 2012) |
| ZA (1) | ZA84721B (en, 2012) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62502236A (ja) * | 1985-03-01 | 1987-09-03 | ビ−チヤム グル−プ ピ−エルシ− | 新規方法 |
| JP2007507226A (ja) * | 2003-10-07 | 2007-03-29 | イーライ リリー アンド カンパニー | ラクトパミンの液状製剤 |
| JP2012502643A (ja) * | 2008-09-18 | 2012-02-02 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 成長能力を向上させるためのアザペロンの使用 |
| JP2014524482A (ja) * | 2011-08-25 | 2014-09-22 | コグニション セラピューティクス，インコーポレイテッド | 神経変性疾患を処置する組成物及び方法 |
| US9796672B2 (en) | 2014-01-31 | 2017-10-24 | Cognition Therapeutics, Inc. | Isoindoline compositions and methods for treating neurodegenerative disease |
| US9815770B2 (en) | 2009-07-31 | 2017-11-14 | Cognition Therapeutics, Inc. | Inhibitors of cognitive decline |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4602044A (en) * | 1983-12-19 | 1986-07-22 | Eli Lilly And Company | β-phenethanolamine antiobesity agents |
| NZ212204A (en) * | 1984-06-04 | 1988-07-28 | Merck & Co Inc | Growth-promoting compositions containing hydroxylic compounds |
| PT82120B (en) * | 1985-03-01 | 1988-06-16 | Beecham Group Plc | Process for preparing veterinary formulations containing ethanolamine derivatives |
| IL80748A (en) * | 1985-11-27 | 1990-11-29 | Lilly Co Eli | Use of phenethanol amines to improve fat content of sows' milk |
| DE3623940A1 (de) * | 1986-07-16 | 1988-01-21 | Bayer Ag | Arylethanolhydroxylamine, verfahren zu ihrer herstellung und ihre verwendung zur leistungsfoerderung |
| DE3631009A1 (de) * | 1986-09-12 | 1988-03-24 | Bayer Ag | Arylethanolamine, verfahren zu ihrer herstellung und ihre verwendung zur leistungsfoerderung |
| US5552442A (en) * | 1987-09-15 | 1996-09-03 | The Rowett Research Institute | Therapeutic applications of clenbuterol |
| DE3855801T2 (de) * | 1987-09-15 | 1997-07-03 | Rowett Research Inst | Anwendungsgebiete von beta-adrenergenen Agonisten |
| US5530029A (en) * | 1987-09-15 | 1996-06-25 | The Rowett Research Institute | Therapeutic applications of clenbuterol |
| US5108363A (en) * | 1988-02-19 | 1992-04-28 | Gensia Pharmaceuticals, Inc. | Diagnosis, evaluation and treatment of coronary artery disease by exercise simulation using closed loop drug delivery of an exercise simulating agent beta agonist |
| CN1073983C (zh) * | 1994-10-31 | 2001-10-31 | 中国科学院成都有机化学研究所 | 一种β－拟肾上腺素兴奋剂型饲料添加剂的合成方法 |
| CN1082042C (zh) * | 1997-06-09 | 2002-04-03 | 中国科学院成都有机化学研究所 | 莱克多巴胺的合成方法 |
| RU2358722C2 (ru) * | 2003-04-15 | 2009-06-20 | Веллстат Терапьютикс Корпорейшн | Соединения для лечения метаболических расстройств |
| CN102060716A (zh) * | 2009-11-15 | 2011-05-18 | 海南中化联合制药工业股份有限公司 | 一种盐酸利托君的制备方法 |
| RU2528962C9 (ru) * | 2012-12-07 | 2015-02-20 | Государственное научное учреждение Поволжский научно-исследовательский институт производства и переработки мясомолочной продукции Российской академии сельскохозяйственных наук | Способ выращивания молодняка свиней |
| WO2014108449A1 (en) | 2013-01-08 | 2014-07-17 | Atrogi Ab | A screening method, a kit, a method of treatment and a compound for use in a method of treatment |
| CN104387282B (zh) * | 2014-11-13 | 2016-09-14 | 上海应用技术学院 | 一种氘代莱克多巴胺的制备方法 |
| CN104370759B (zh) * | 2014-11-13 | 2016-04-27 | 上海应用技术学院 | 一种氘代二甲基莱克多巴胺的制备方法 |
| CN110869011B (zh) | 2017-05-15 | 2024-01-05 | 考格尼申治疗股份有限公司 | 用于治疗神经退行性疾病的组合物 |
| GB201714740D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714736D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714734D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201714745D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
| GB201903832D0 (en) | 2019-03-20 | 2019-05-01 | Atrogi Ab | New compounds and methods |
| GB202205895D0 (en) | 2022-04-22 | 2022-06-08 | Atrogi Ab | New medical uses |
| WO2024153813A1 (en) | 2023-01-20 | 2024-07-25 | Atrogi Ab | Beta 2-adrenergic receptor agonists for treatment or prevention of muscle wasting |
| GB202302225D0 (en) | 2023-02-16 | 2023-04-05 | Atrogi Ab | New medical uses |
| GB202303229D0 (en) | 2023-03-06 | 2023-04-19 | Atrogi Ab | New medical uses |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE894396C (de) * | 1944-05-21 | 1953-10-26 | Troponwerke Dinklage & Co | Verfahren zur Herstellung von 1-(o-, m- oder p-Oxyphenyl)-1-oxy-2-aralkylamino-aethanen |
| DE1543918A1 (de) * | 1966-01-28 | 1970-01-08 | Troponwerke Dinklage & Co | 1-[m-Hydroxyphenyl]-2-[1-methyl-3-phenylpropyl-(1)-amino]-aethanol-(1) und Verfahren zu dessen Herstellung |
| US3987200A (en) * | 1972-04-12 | 1976-10-19 | Eli Lilly And Company | Method for increasing cardiac contractility |
| IL57672A (en) * | 1978-07-03 | 1983-03-31 | Lilly Co Eli | Phenethanolamines,their preparation and pharmaceutical compositions containing the same |
| DK268579A (da) * | 1978-07-03 | 1980-01-04 | Lilly Co Eli | Fremgangsmaade til fremstilling af phenetamolaminer |
| IL57669A0 (en) * | 1978-07-03 | 1979-10-31 | Lilly Co Eli | R-n-(2-phenyl-2-hydroxyethyl)-3-phenylpropyl amines,formulations and method of treatment |
| US4391826A (en) * | 1978-07-03 | 1983-07-05 | Eli Lilly And Company | Phenethanolamines, compositions containing the same, and method for effecting weight control |
| DE3104850A1 (de) * | 1981-02-11 | 1982-08-26 | Dr. Karl Thomae Gmbh, 7950 Biberach | "neuer futterzusatz zur verbesserung des wachstums" |
| EP0089154A3 (en) * | 1982-03-12 | 1984-08-08 | Beecham Group Plc | Ethanolamine derivatives, their preparation and use in pharmaceutical compositions |
-
1984
- 1984-01-30 GR GR73655A patent/GR79758B/el unknown
- 1984-01-30 EP EP84300559A patent/EP0117647B1/en not_active Expired
- 1984-01-30 IE IE211/84A patent/IE56843B1/en not_active IP Right Cessation
- 1984-01-30 HU HU84398A patent/HU190526B/hu unknown
- 1984-01-30 JP JP59016910A patent/JPS59155343A/ja active Granted
- 1984-01-30 IL IL70813A patent/IL70813A/xx not_active IP Right Cessation
- 1984-01-30 SU SU843692327A patent/SU1523043A3/ru active
- 1984-01-30 CA CA000446313A patent/CA1247451A/en not_active Expired
- 1984-01-30 GB GB08402343A patent/GB2133986B/en not_active Expired
- 1984-01-30 GT GT198400014A patent/GT198400014A/es unknown
- 1984-01-30 DK DK041484A patent/DK171627B1/da not_active IP Right Cessation
- 1984-01-30 EP EP86106094A patent/EP0204948B1/en not_active Expired - Lifetime
- 1984-01-30 UA UA3692327A patent/UA8350A1/uk unknown
- 1984-01-30 DE DE8686106094T patent/DE3481754D1/de not_active Expired - Lifetime
- 1984-01-30 PL PL1984245969A patent/PL144053B1/pl unknown
- 1984-01-30 FI FI840369A patent/FI81713C/fi not_active IP Right Cessation
- 1984-01-30 DE DE8484300559T patent/DE3473439D1/de not_active Expired
- 1984-01-30 NZ NZ206985A patent/NZ206985A/en unknown
- 1984-01-30 PH PH30174A patent/PH20912A/en unknown
- 1984-01-31 ZA ZA84721A patent/ZA84721B/xx unknown
- 1984-01-31 AU AU23915/84A patent/AU577271B2/en not_active Expired
-
1986
- 1986-06-17 GB GB08614772A patent/GB2177600B/en not_active Expired
-
1987
- 1987-09-22 MY MYPI87001862A patent/MY100559A/en unknown
- 1987-12-08 CA CA000553769A patent/CA1275934C/en not_active Expired - Lifetime
-
1988
- 1988-09-02 CY CY1433A patent/CY1433A/en unknown
-
1990
- 1990-01-17 SG SG41/90A patent/SG4190G/en unknown
- 1990-05-17 HK HK390/90A patent/HK39090A/en not_active IP Right Cessation
- 1990-11-16 CY CY1525A patent/CY1525A/xx unknown
-
1992
- 1992-06-19 MX MX9203041A patent/MX9203041A/es unknown
-
1994
- 1994-02-25 BG BG098574A patent/BG60752B2/bg unknown
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS=1958 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62502236A (ja) * | 1985-03-01 | 1987-09-03 | ビ−チヤム グル−プ ピ−エルシ− | 新規方法 |
| JP2007507226A (ja) * | 2003-10-07 | 2007-03-29 | イーライ リリー アンド カンパニー | ラクトパミンの液状製剤 |
| JP2012502643A (ja) * | 2008-09-18 | 2012-02-02 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 成長能力を向上させるためのアザペロンの使用 |
| US9815770B2 (en) | 2009-07-31 | 2017-11-14 | Cognition Therapeutics, Inc. | Inhibitors of cognitive decline |
| JP2014524482A (ja) * | 2011-08-25 | 2014-09-22 | コグニション セラピューティクス，インコーポレイテッド | 神経変性疾患を処置する組成物及び方法 |
| US9796672B2 (en) | 2014-01-31 | 2017-10-24 | Cognition Therapeutics, Inc. | Isoindoline compositions and methods for treating neurodegenerative disease |
| US10207991B2 (en) | 2014-01-31 | 2019-02-19 | Cognition Therapeutics, Inc. | Isoindoline compositions and methods for treating neurodegenerative disease |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |