ES350574A1 - Procedimiento para la preparacion de 2,3,4,5-tetrahidro-1h-3-benzazepinas. - Google Patents
Procedimiento para la preparacion de 2,3,4,5-tetrahidro-1h-3-benzazepinas.Info
- Publication number
- ES350574A1 ES350574A1 ES350574A ES350574A ES350574A1 ES 350574 A1 ES350574 A1 ES 350574A1 ES 350574 A ES350574 A ES 350574A ES 350574 A ES350574 A ES 350574A ES 350574 A1 ES350574 A1 ES 350574A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- prepared
- tetrahydro
- aziridinyl
- ethane
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 3
- 150000007522 mineralic acids Chemical class 0.000 abstract 3
- 150000007524 organic acids Chemical class 0.000 abstract 3
- QSHMWSLFNQLCNI-UHFFFAOYSA-N 1-(2-phenylethyl)aziridine Chemical compound C1CN1CCC1=CC=CC=C1 QSHMWSLFNQLCNI-UHFFFAOYSA-N 0.000 abstract 2
- ZJIUEDYXZUIMNV-UHFFFAOYSA-N 7-chloro-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound C1CNCCC2=CC(Cl)=CC=C21 ZJIUEDYXZUIMNV-UHFFFAOYSA-N 0.000 abstract 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- LDJWTBUTKPXDFA-UHFFFAOYSA-N 1-[2-(4-chlorophenyl)ethyl]aziridine Chemical compound ClC1=CC=C(C=C1)CCN1CC1 LDJWTBUTKPXDFA-UHFFFAOYSA-N 0.000 abstract 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 abstract 1
- MWVMYAWMFTVYED-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1h-3-benzazepine Chemical class C1CNCCC2=CC=CC=C21 MWVMYAWMFTVYED-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000002891 anorexigenic effect Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000007925 phenylethylamine derivatives Chemical class 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-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
- C07D203/08—Heterocyclic compounds containing three-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 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Drawers Of Furniture (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH238667A CH481110A (de) | 1967-02-17 | 1967-02-17 | Verfahren zur Herstellung von 1,2,4,5-Tetrahydro-3-azepinen |
| CH1167167A CH488705A (de) | 1967-02-17 | 1967-08-18 | Verfahren zur Herstellung eines neuen Tetrahydroazepinderivates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES350574A1 true ES350574A1 (es) | 1969-11-16 |
Family
ID=25690322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES350574A Expired ES350574A1 (es) | 1967-02-17 | 1968-02-16 | Procedimiento para la preparacion de 2,3,4,5-tetrahidro-1h-3-benzazepinas. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3652543A (OSRAM) |
| AT (1) | AT275533B (OSRAM) |
| BE (1) | BE710872A (OSRAM) |
| CH (2) | CH481110A (OSRAM) |
| DE (2) | DE1668915A1 (OSRAM) |
| DK (1) | DK115473B (OSRAM) |
| ES (1) | ES350574A1 (OSRAM) |
| FR (2) | FR1561479A (OSRAM) |
| GB (2) | GB1221324A (OSRAM) |
| IL (1) | IL29485A (OSRAM) |
| NL (1) | NL6802257A (OSRAM) |
| NO (1) | NO124369B (OSRAM) |
| SE (1) | SE342043B (OSRAM) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT289812B (de) * | 1968-08-09 | 1971-05-10 | Geigy Ag J R | Verfahren zur Herstellung des neuen 2-Methyl-7-chlor-2,3,4,5-tetrahydro-1H-3-benzazepins sowie seiner Säureadditionssalze |
| DE2016136A1 (de) * | 1970-04-04 | 1971-10-14 | C H Boehnnger Sohn, 6507 Ingel heim | Neue 7 Acyl 1,2,4,5 tetrahydro (3H) 3 benzazepine |
| DE2143204C3 (de) * | 1971-08-28 | 1979-09-27 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | N-Fluoralkyl-phenylisopropylamin-Derivate und deren Salze, Verfahren zu deren Herstellung und Arzneimittel auf deren Basis |
| DE2207430C3 (de) * | 1972-02-14 | 1982-05-13 | Pennwalt Corp., 19102 Philadelphia, Pa. | 1,2,4,5-Tetrahydro-3H-3-benzazepin, ein Verfahren zu ihrer Herstellung und diese enthaltendes pharmazeutisches Mittel |
| EP0161350A1 (en) * | 1981-11-27 | 1985-11-21 | Smithkline Beckman Corporation | Process for preparing benzazepines |
| US4541954A (en) * | 1984-09-05 | 1985-09-17 | Smithkline Beckman Corporation | Method for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine |
| US4973586A (en) * | 1986-01-16 | 1990-11-27 | Schering Corporation | Fused benzazepines, compositions of, and medical use thereof |
| US5302716A (en) * | 1986-01-16 | 1994-04-12 | Schering Corporation | Fused benzazepines |
| WO1987004430A2 (en) * | 1986-01-16 | 1987-07-30 | Schering Corporation | Fused benzazepines |
| US5015639A (en) * | 1987-03-27 | 1991-05-14 | Schering Corporation | Substituted benzazepines, their preparation and pharmaceutical compositions containing them |
| WO1989000561A1 (en) * | 1987-07-15 | 1989-01-26 | Schering Corporation | Fused benzazepines |
| US5362728A (en) * | 1990-02-02 | 1994-11-08 | Schering Corporation | 4,5-bridged-2,3,4,5-tetrahydro-1H-3-benzazepine-7-ols and derivatives and compositions and methods employing such compounds |
| US6953787B2 (en) * | 2002-04-12 | 2005-10-11 | Arena Pharmaceuticals, Inc. | 5HT2C receptor modulators |
| US20030220661A1 (en) * | 2002-05-21 | 2003-11-27 | Heartstent Corporation | Transmyocardial implant delivery system |
| EA016485B1 (ru) * | 2003-06-17 | 2012-05-30 | Арена Фармасьютикалз, Инк. | Способы получения 3-бензазепинов |
| CN1805938B (zh) * | 2003-06-17 | 2010-06-16 | 艾尼纳制药公司 | 用于治疗5ht2c受体相关疾病的苯并氮杂卓衍生物 |
| WO2005042490A1 (en) * | 2003-10-22 | 2005-05-12 | Arena Pharmaceuticals, Inc. | Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases |
| WO2005042491A1 (en) * | 2003-10-22 | 2005-05-12 | Arena Pharmaceuticals, Inc. | Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases |
| EA201200954A1 (ru) | 2004-12-21 | 2013-05-30 | Арена Фармасьютикалз, Инк. | Способ получения полугидрата гидрохлорида (r)-8-хлор-1-метил-2,3,4,5-тетрагидро-1н-3-бензазепина, фармацевтическая композиция на его основе и его применение |
| PL1833473T3 (pl) | 2004-12-23 | 2010-02-26 | Arena Pharm Inc | Kompozycje modulatora receptora 5HT2C i sposoby zastosowania |
| CN101466684B (zh) * | 2006-04-03 | 2012-06-20 | 艾尼纳制药公司 | 8-氯-1-甲基-2,3,4,5-四氢-1h-3-苯并氮杂卓的制备工艺和其相关中间体 |
| US8299241B2 (en) * | 2006-12-05 | 2012-10-30 | Arena Pharmaceuticals, Inc. | Processes for preparing (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine and intermediates thereof |
| CN102015591B (zh) * | 2008-03-04 | 2014-01-29 | 艾尼纳制药公司 | 制备与5-ht2c激动剂(r)-8-氯-1-甲基-2，3，4，5-四氢-1h-3-苯并氮杂卓相关的中间体的方法 |
| CN102648170A (zh) | 2009-06-18 | 2012-08-22 | 艾尼纳制药公司 | 制备5-ht2c受体激动剂的方法 |
| US20120253036A1 (en) | 2009-12-11 | 2012-10-04 | Yukinori Nagakura | Agent for treating fibromyalgia |
| KR20130112848A (ko) | 2010-06-02 | 2013-10-14 | 아레나 파마슈티칼스, 인크. | 5-ｈｔ2ｃ 수용체 아고니스트의 제조 방법 |
| KR20130101524A (ko) | 2010-09-01 | 2013-09-13 | 아레나 파마슈티칼스, 인크. | 5-ｈｔ2ｃ 아고니스트의 비-흡습성 염 |
| CA2808912C (en) | 2010-09-01 | 2019-09-17 | Zezhi Jesse Shao | Modified-release dosage forms of 5-ht2c agonists useful for weight management |
| AU2011296015B2 (en) | 2010-09-01 | 2015-11-12 | Arena Pharmaceuticals, Inc. | Administration of lorcaserin to individuals with renal impairment |
| US9248133B2 (en) | 2010-09-01 | 2016-02-02 | Arena Pharmaceuticals, Inc. | Salts of lorcaserin with optically active acids |
| WO2014058441A1 (en) | 2012-10-09 | 2014-04-17 | Arena Pharmaceuticals, Inc. | Method of weight management |
-
1967
- 1967-02-17 CH CH238667A patent/CH481110A/de not_active IP Right Cessation
- 1967-08-18 CH CH1167167A patent/CH488705A/de not_active IP Right Cessation
-
1968
- 1968-02-15 US US705612A patent/US3652543A/en not_active Expired - Lifetime
- 1968-02-16 NL NL6802257A patent/NL6802257A/xx unknown
- 1968-02-16 DK DK63068AA patent/DK115473B/da unknown
- 1968-02-16 DE DE19681668915 patent/DE1668915A1/de active Pending
- 1968-02-16 FR FR1561479D patent/FR1561479A/fr not_active Expired
- 1968-02-16 FR FR1560654D patent/FR1560654A/fr not_active Expired
- 1968-02-16 NO NO0598/68A patent/NO124369B/no unknown
- 1968-02-16 DE DE19681695124 patent/DE1695124A1/de active Pending
- 1968-02-16 GB GB7601/68A patent/GB1221324A/en not_active Expired
- 1968-02-16 BE BE710872D patent/BE710872A/xx unknown
- 1968-02-16 IL IL29485A patent/IL29485A/xx unknown
- 1968-02-16 ES ES350574A patent/ES350574A1/es not_active Expired
- 1968-02-16 AT AT148868A patent/AT275533B/de active
- 1968-02-16 SE SE2047/68A patent/SE342043B/xx unknown
- 1968-02-16 GB GB7600/68A patent/GB1222397A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1221324A (en) | 1971-02-03 |
| CH481110A (de) | 1969-11-15 |
| DE1668915A1 (de) | 1972-03-09 |
| DE1695124A1 (de) | 1970-08-20 |
| BE710872A (OSRAM) | 1968-08-16 |
| FR1561479A (OSRAM) | 1969-03-28 |
| GB1222397A (en) | 1971-02-10 |
| SE342043B (OSRAM) | 1972-01-24 |
| FR1560654A (OSRAM) | 1969-03-21 |
| AT275533B (de) | 1969-10-27 |
| IL29485A (en) | 1971-07-28 |
| NO124369B (OSRAM) | 1972-04-10 |
| NL6802257A (OSRAM) | 1968-08-19 |
| DK115473B (da) | 1969-10-13 |
| CH488705A (de) | 1970-04-15 |
| US3652543A (en) | 1972-03-28 |
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