SU1014468A3 - Способ получени производных @ -(3,3-дифенилпропил)-пропилендиамина или их солей - Google Patents
Способ получени производных @ -(3,3-дифенилпропил)-пропилендиамина или их солей Download PDFInfo
- Publication number
- SU1014468A3 SU1014468A3 SU731914707A SU1914707A SU1014468A3 SU 1014468 A3 SU1014468 A3 SU 1014468A3 SU 731914707 A SU731914707 A SU 731914707A SU 1914707 A SU1914707 A SU 1914707A SU 1014468 A3 SU1014468 A3 SU 1014468A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- diphenylpropyl
- salts
- diamine
- group
- alkyl
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 238000009833 condensation Methods 0.000 claims abstract description 6
- 230000005494 condensation Effects 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 230000002829 reductive effect Effects 0.000 claims abstract description 4
- 125000002252 acyl group Chemical group 0.000 claims abstract description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 3
- -1 diphenylpropyl group Chemical group 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 150000004985 diamines Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 101100386311 Arabidopsis thaliana DAPB3 gene Chemical group 0.000 abstract 1
- 101150076189 CRR1 gene Chemical group 0.000 abstract 1
- 239000012634 fragment Substances 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QBIAZVPERXOGAL-OWOJBTEDSA-N (e)-prop-1-ene-1,3-diamine Chemical compound NC\C=C\N QBIAZVPERXOGAL-OWOJBTEDSA-N 0.000 description 5
- 239000012279 sodium borohydride Substances 0.000 description 5
- 229910000033 sodium borohydride Inorganic materials 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- XQYZDYMELSJDRZ-UHFFFAOYSA-N papaverine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 XQYZDYMELSJDRZ-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000005932 reductive alkylation reaction Methods 0.000 description 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 description 1
- KISZTEOELCMZPY-UHFFFAOYSA-N 3,3-diphenylpropylamine Chemical class C=1C=CC=CC=1C(CCN)C1=CC=CC=C1 KISZTEOELCMZPY-UHFFFAOYSA-N 0.000 description 1
- RGVIGJZCAXUNHE-UHFFFAOYSA-N 3-(3,3-diphenylpropylamino)propanoic acid Chemical compound C=1C=CC=CC=1C(CCNCCC(=O)O)C1=CC=CC=C1 RGVIGJZCAXUNHE-UHFFFAOYSA-N 0.000 description 1
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930008281 A03AD01 - Papaverine Natural products 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- MUCUZLKILOOHBH-UHFFFAOYSA-N C=1C=CC=CC=1C(CCNCC(N)C)C1=CC=CC=C1 Chemical class C=1C=CC=CC=1C(CCNCC(N)C)C1=CC=CC=C1 MUCUZLKILOOHBH-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 230000003288 anthiarrhythmic effect Effects 0.000 description 1
- 239000003416 antiarrhythmic agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- SJSWRKNSCWKNIR-UHFFFAOYSA-N azane;dihydrochloride Chemical compound N.Cl.Cl SJSWRKNSCWKNIR-UHFFFAOYSA-N 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- XEGGRYVFLWGFHI-UHFFFAOYSA-N bendiocarb Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)O2 XEGGRYVFLWGFHI-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001077 hypotensive effect Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003589 local anesthetic agent Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229960001789 papaverine Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P23/00—Anaesthetics
- A61P23/02—Local anaesthetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/36—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Anesthesiology (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI1228A HU164883B (US07902200-20110308-C00004.png) | 1972-04-24 | 1972-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1014468A3 true SU1014468A3 (ru) | 1983-04-23 |
Family
ID=10994437
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU731914707A SU1014468A3 (ru) | 1972-04-24 | 1973-04-24 | Способ получени производных @ -(3,3-дифенилпропил)-пропилендиамина или их солей |
| SU7402056645A SU576040A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени -(3,3-дифенилпропил)-пропилендиаминов или их солей |
| SU7402058045A SU564805A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени производных -(3,3-дифенилпропил)пропилендиамина или их солей |
| SU7402058046A SU576915A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени -(3,3-дифенилпропил)-пропилендиаминов или их солей |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7402056645A SU576040A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени -(3,3-дифенилпропил)-пропилендиаминов или их солей |
| SU7402058045A SU564805A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени производных -(3,3-дифенилпропил)пропилендиамина или их солей |
| SU7402058046A SU576915A3 (ru) | 1972-04-24 | 1974-09-02 | Способ получени -(3,3-дифенилпропил)-пропилендиаминов или их солей |
Country Status (13)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2813347C2 (ru) * | 2022-08-09 | 2024-02-12 | Федеральное государственное бюджетное научное учреждение "Федеральный исследовательский центр оригинальных и перспективных биомедицинских и фармацевтических технологий" | Органические соли N1-(2,3,4-триметоксибензил)-N2-{ 2-[(2,3,4-триметоксибензил)амино]этил} -1,2-этан-диамина |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51151972A (en) * | 1975-06-20 | 1976-12-27 | Matsushita Electric Ind Co Ltd | Conveyor means |
| IT1150959B (it) * | 1980-06-10 | 1986-12-17 | Simes | Sostanze datate di attivita' antispastica vasale e procedimenti per la loro preparazione |
| IT1156601B (it) * | 1982-05-13 | 1987-02-04 | Gd Spa | Dispositivo per la trasformazione di un moto rotatorio continuo di un albero conduttore in un moto arotatorio intermittente di un albero condotto |
| JPS60172762A (ja) * | 1984-02-17 | 1985-09-06 | Kyoei Giken:Kk | カム装置 |
| JPH0522497Y2 (US07902200-20110308-C00004.png) * | 1987-12-12 | 1993-06-10 | ||
| US7511077B2 (en) | 2005-02-09 | 2009-03-31 | Neuromed Pharmaceuticals Ltd. | Diamine calcium channel blockers |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1768297B1 (de) * | 1968-04-26 | 1971-12-16 | Beiersdorf Ag | Substituierte Alkylendiamine und deren Salze |
-
1972
- 1972-04-24 HU HUCI1228A patent/HU164883B/hu unknown
-
1973
- 1973-04-17 SE SE7305485A patent/SE413022B/xx unknown
- 1973-04-17 NO NO1625/73A patent/NO137548C/no unknown
- 1973-04-18 AT AT343773A patent/AT324299B/de not_active IP Right Cessation
- 1973-04-19 CH CH290676A patent/CH594595A5/xx not_active IP Right Cessation
- 1973-04-19 CH CH565573A patent/CH580054A5/xx not_active IP Right Cessation
- 1973-04-19 DE DE2320058A patent/DE2320058C2/de not_active Expired
- 1973-04-19 CH CH290576A patent/CH597146A5/xx not_active IP Right Cessation
- 1973-04-21 ES ES413960A patent/ES413960A1/es not_active Expired
- 1973-04-24 JP JP48046586A patent/JPS5842182B2/ja not_active Expired
- 1973-04-24 YU YU01108/73A patent/YU110873A/xx unknown
- 1973-04-24 SU SU731914707A patent/SU1014468A3/ru active
- 1973-04-24 FR FR7314790A patent/FR2183006A1/fr active Granted
- 1973-04-24 CS CS732947A patent/CS203057B2/cs unknown
- 1973-04-24 NL NL7305696A patent/NL7305696A/xx not_active Application Discontinuation
-
1974
- 1974-09-02 SU SU7402056645A patent/SU576040A3/ru active
- 1974-09-02 SU SU7402058045A patent/SU564805A3/ru active
- 1974-09-02 SU SU7402058046A patent/SU576915A3/ru active
-
1975
- 1975-08-29 ES ES440575A patent/ES440575A1/es not_active Expired
-
1980
- 1980-01-04 YU YU00019/80A patent/YU1980A/xx unknown
- 1980-01-04 YU YU00020/80A patent/YU2080A/xx unknown
-
1982
- 1982-06-16 JP JP57103673A patent/JPS5838237A/ja active Pending
Non-Patent Citations (1)
| Title |
|---|
| i. Машковский М.Д. Лекарственные средства. М., Медицина, 1972, ч. I, с. 357. 2. Патент DE № 882092, кл. 12 q 5, 1953. * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2813347C2 (ru) * | 2022-08-09 | 2024-02-12 | Федеральное государственное бюджетное научное учреждение "Федеральный исследовательский центр оригинальных и перспективных биомедицинских и фармацевтических технологий" | Органические соли N1-(2,3,4-триметоксибензил)-N2-{ 2-[(2,3,4-триметоксибензил)амино]этил} -1,2-этан-диамина |
Also Published As
| Publication number | Publication date |
|---|---|
| NO137548C (no) | 1978-03-15 |
| SU576915A3 (ru) | 1977-10-15 |
| SU564805A3 (ru) | 1977-07-05 |
| CH580054A5 (US07902200-20110308-C00004.png) | 1976-09-30 |
| NL7305696A (US07902200-20110308-C00004.png) | 1973-10-26 |
| HU164883B (US07902200-20110308-C00004.png) | 1974-05-28 |
| SU576040A3 (ru) | 1977-10-05 |
| AT324299B (de) | 1975-08-25 |
| YU110873A (en) | 1982-02-28 |
| NO137548B (no) | 1977-12-05 |
| FR2183006A1 (en) | 1973-12-14 |
| ES440575A1 (es) | 1977-03-01 |
| JPS5838237A (ja) | 1983-03-05 |
| SE413022B (sv) | 1980-03-31 |
| DE2320058C2 (de) | 1982-11-18 |
| SE7305485L (US07902200-20110308-C00004.png) | 1973-10-25 |
| YU2080A (en) | 1983-02-28 |
| YU1980A (en) | 1983-02-28 |
| CH597146A5 (US07902200-20110308-C00004.png) | 1978-03-31 |
| FR2183006B1 (US07902200-20110308-C00004.png) | 1976-09-03 |
| CS203057B2 (en) | 1981-02-27 |
| JPS5842182B2 (ja) | 1983-09-17 |
| DE2320058A1 (de) | 1973-11-08 |
| JPS4947354A (US07902200-20110308-C00004.png) | 1974-05-08 |
| CH594595A5 (US07902200-20110308-C00004.png) | 1978-01-13 |
| ES413960A1 (es) | 1976-05-01 |
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