CH647233A5 - Composes de methylene-3-azetidine utiles comme medicaments et compositions therapeutiques les contenant. - Google Patents
Composes de methylene-3-azetidine utiles comme medicaments et compositions therapeutiques les contenant. Download PDFInfo
- Publication number
- CH647233A5 CH647233A5 CH5526/80A CH552680A CH647233A5 CH 647233 A5 CH647233 A5 CH 647233A5 CH 5526/80 A CH5526/80 A CH 5526/80A CH 552680 A CH552680 A CH 552680A CH 647233 A5 CH647233 A5 CH 647233A5
- Authority
- CH
- Switzerland
- Prior art keywords
- azetidine
- diphenylmethylene
- preparation
- methylene
- mol
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 35
- 230000001225 therapeutic effect Effects 0.000 title claims description 4
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- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000002631 hypothermal effect Effects 0.000 description 1
- 229960004801 imipramine Drugs 0.000 description 1
- BCGWQEUPMDMJNV-UHFFFAOYSA-N imipramine Chemical compound C1CC2=CC=CC=C2N(CCCN(C)C)C2=CC=CC=C21 BCGWQEUPMDMJNV-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 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
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960001252 methamphetamine Drugs 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229960002695 phenobarbital Drugs 0.000 description 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 description 1
- WRLGYAWRGXKSKG-UHFFFAOYSA-M phenobarbital sodium Chemical compound [Na+].C=1C=CC=CC=1C1(CC)C(=O)NC([O-])=NC1=O WRLGYAWRGXKSKG-UHFFFAOYSA-M 0.000 description 1
- 229960002511 phenobarbital sodium Drugs 0.000 description 1
- 125000005359 phenoxyalkyl group Chemical group 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 229940113116 polyethylene glycol 1000 Drugs 0.000 description 1
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003235 pyrrolidines Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000002560 therapeutic procedure Methods 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
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 description 1
- 229960001255 viloxazine Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychiatry (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/059,093 US4260606A (en) | 1979-07-19 | 1979-07-19 | 3-Methyleneazetidine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH647233A5 true CH647233A5 (fr) | 1985-01-15 |
Family
ID=22020806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH5526/80A CH647233A5 (fr) | 1979-07-19 | 1980-07-18 | Composes de methylene-3-azetidine utiles comme medicaments et compositions therapeutiques les contenant. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4260606A (en:Method) |
| JP (1) | JPS5625152A (en:Method) |
| AU (1) | AU538139B2 (en:Method) |
| BE (1) | BE884356A (en:Method) |
| CH (1) | CH647233A5 (en:Method) |
| DE (1) | DE3027169A1 (en:Method) |
| ES (1) | ES8106492A1 (en:Method) |
| FR (1) | FR2461699A1 (en:Method) |
| GB (1) | GB2055818B (en:Method) |
| HK (1) | HK285A (en:Method) |
| HU (1) | HU184806B (en:Method) |
| IE (1) | IE50015B1 (en:Method) |
| IL (1) | IL60376A (en:Method) |
| IT (1) | IT1141608B (en:Method) |
| NL (1) | NL8004163A (en:Method) |
| PT (1) | PT71582A (en:Method) |
| SE (1) | SE448994B (en:Method) |
| SG (1) | SG26184G (en:Method) |
| ZA (1) | ZA803777B (en:Method) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4540690A (en) * | 1982-02-09 | 1985-09-10 | The Upjohn Company | 2-(Phenylmethylene)cycloalkylamines and -azetidines |
| US4652559A (en) * | 1982-08-16 | 1987-03-24 | The Upjohn Company | 2-(Phenylmethylene)cycloalkyl-azetidines |
| JPS6086358U (ja) * | 1983-11-21 | 1985-06-14 | 積水化成品工業株式会社 | 柔道用マツト |
| DE4445322A1 (de) * | 1994-12-19 | 1996-06-20 | Trw Repa Gmbh | Kraftbegrenzer für Fahrzeug-Sicherheitsgurtsysteme |
| FR2783246B1 (fr) * | 1998-09-11 | 2000-11-17 | Aventis Pharma Sa | Derives d'azetidine, leur preparation et les medicaments les contenant |
| KR100652994B1 (ko) | 1998-09-11 | 2006-11-30 | 아방티 파르마 소시에테 아노님 | 아제티딘 유도체, 이의 제조방법 및 이를 함유하는 약제 |
| US6479479B2 (en) * | 2000-03-03 | 2002-11-12 | Aventis Pharma S.A. | Azetidine derivatives, their preparation and pharmaceutical compositions containing them |
| ES2459322T3 (es) | 2008-09-05 | 2014-05-09 | Supernus Pharmaceuticals, Inc. | Método de tratamiento de trastorno de déficit de atención con hiperactividad (TDAH) |
| EP2424539A4 (en) * | 2009-04-30 | 2012-09-19 | Supernus Pharmaceuticals Inc | PROCESS FOR TREATING DEPRESSION |
| CA2864088C (en) | 2012-02-08 | 2020-04-28 | Supernus Pharmaceuticals, Inc. | Modified release formulations of viloxazine |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3481920A (en) * | 1965-10-22 | 1969-12-02 | Lilly Co Eli | Azetidinones |
| US3458635A (en) * | 1966-08-08 | 1969-07-29 | Robins Co Inc A H | Compositions containing 3-di-substituted methylene pyrrolidines and methods of treating depression |
| US3494964A (en) * | 1969-01-13 | 1970-02-10 | Lilly Co Eli | Alpha-halo-alpha-amino ketones |
| US3732247A (en) * | 1970-08-14 | 1973-05-08 | Robins Co Inc A H | 3-di-substituted methylene pyrrolidines wherein the 1-or n-lower-alkyl substituent contains at least two carbon atoms |
| US4002766A (en) * | 1974-12-26 | 1977-01-11 | A. H. Robins Company, Incorporated | Antiarrhythmia methods |
| US4078072A (en) * | 1975-01-24 | 1978-03-07 | Carlo Erba S.P.A. | N-tricyclic derivatives of azetidine and pharmaceutical compositions and methods containing them |
| US4118499A (en) * | 1975-10-15 | 1978-10-03 | Glaxo Laboratories Limited | Anti-anxiety and anti-parkinsonian 1-aminoalkyl-2-endo-chloro-7,7-dimethylnorbornanes |
| US4065573A (en) * | 1976-06-03 | 1977-12-27 | The Upjohn Company | 4-Amino-4-phenylcyclohexanone ketal compositions and process of use |
| US4133881A (en) * | 1977-04-27 | 1979-01-09 | A. H. Robins Company, Incorporated | Azetidinyl acetonitrile and acetamide antiarrhythmia compositions and methods |
-
1979
- 1979-07-19 US US06/059,093 patent/US4260606A/en not_active Expired - Lifetime
-
1980
- 1980-06-23 IL IL60376A patent/IL60376A/xx unknown
- 1980-06-25 ZA ZA00803777A patent/ZA803777B/xx unknown
- 1980-07-14 GB GB8022966A patent/GB2055818B/en not_active Expired
- 1980-07-17 IE IE1487/80A patent/IE50015B1/en unknown
- 1980-07-17 BE BE0/201438A patent/BE884356A/fr not_active IP Right Cessation
- 1980-07-17 FR FR8015841A patent/FR2461699A1/fr active Granted
- 1980-07-17 DE DE19803027169 patent/DE3027169A1/de not_active Withdrawn
- 1980-07-17 SE SE8005236A patent/SE448994B/sv not_active IP Right Cessation
- 1980-07-18 AU AU60618/80A patent/AU538139B2/en not_active Ceased
- 1980-07-18 CH CH5526/80A patent/CH647233A5/fr not_active IP Right Cessation
- 1980-07-18 NL NL8004163A patent/NL8004163A/nl not_active Application Discontinuation
- 1980-07-18 PT PT71582A patent/PT71582A/pt unknown
- 1980-07-18 IT IT68155/80A patent/IT1141608B/it active
- 1980-07-18 ES ES493499A patent/ES8106492A1/es not_active Expired
- 1980-07-18 HU HU801813A patent/HU184806B/hu unknown
- 1980-07-19 JP JP9927480A patent/JPS5625152A/ja active Granted
-
1984
- 1984-03-27 SG SG261/84A patent/SG26184G/en unknown
-
1985
- 1985-01-03 HK HK2/85A patent/HK285A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2461699B1 (en:Method) | 1983-04-22 |
| HU184806B (en) | 1984-10-29 |
| ES493499A0 (es) | 1981-07-01 |
| BE884356A (fr) | 1980-11-17 |
| JPS6328906B2 (en:Method) | 1988-06-10 |
| NL8004163A (nl) | 1981-01-21 |
| ES8106492A1 (es) | 1981-07-01 |
| PT71582A (en) | 1980-08-01 |
| IE801487L (en) | 1981-01-19 |
| IL60376A0 (en) | 1980-09-16 |
| IT1141608B (it) | 1986-10-01 |
| GB2055818B (en) | 1983-06-22 |
| SE8005236L (sv) | 1981-01-20 |
| AU6061880A (en) | 1981-01-22 |
| HK285A (en) | 1985-01-11 |
| IL60376A (en) | 1983-07-31 |
| IE50015B1 (en) | 1986-01-22 |
| IT8068155A0 (it) | 1980-07-18 |
| US4260606A (en) | 1981-04-07 |
| AU538139B2 (en) | 1984-08-02 |
| SG26184G (en) | 1985-03-29 |
| ZA803777B (en) | 1981-09-30 |
| GB2055818A (en) | 1981-03-11 |
| SE448994B (sv) | 1987-03-30 |
| FR2461699A1 (fr) | 1981-02-06 |
| JPS5625152A (en) | 1981-03-10 |
| DE3027169A1 (de) | 1981-02-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |