HUP0001558A2 - Eljárás pirlindol-hidroklorid előállítására - Google Patents
Eljárás pirlindol-hidroklorid előállításáraInfo
- Publication number
- HUP0001558A2 HUP0001558A2 HU0001558A HUP0001558A HUP0001558A2 HU P0001558 A2 HUP0001558 A2 HU P0001558A2 HU 0001558 A HU0001558 A HU 0001558A HU P0001558 A HUP0001558 A HU P0001558A HU P0001558 A2 HUP0001558 A2 HU P0001558A2
- Authority
- HU
- Hungary
- Prior art keywords
- hydrochloride
- process according
- phase transfer
- known processes
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 6
- IWVRVEIKCBFZNF-UHFFFAOYSA-N LSM-1636 Chemical compound C1CNC2CCCC3=C2N1C1=CC=C(C)C=C13 IWVRVEIKCBFZNF-UHFFFAOYSA-N 0.000 title abstract 3
- 229950002220 pirlindole Drugs 0.000 title abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 102000010909 Monoamine Oxidase Human genes 0.000 abstract 2
- 108010062431 Monoamine oxidase Proteins 0.000 abstract 2
- 239000003444 phase transfer catalyst Substances 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- BYKOLWPLPKIPBB-UHFFFAOYSA-N N-(2-chloroethyl)-6-methyl-2,3,4,9-tetrahydrocarbazol-1-imine hydrochloride Chemical compound Cl.Cc1ccc2[nH]c3c(CCCC3=NCCCl)c2c1 BYKOLWPLPKIPBB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/06—Peri-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
találmány tárgya új eljárás az (I) képletű pirlindol-hidrokloridelőállítására. A találmány szerinti eljárást oly módon végzik, hogy 6-metil-l-(2-klór-etil-imino)-1,2,3,4-tetrahidrokarbazol-hidrokloridotlúgos szerrel ciklizálnak fázistranszfer katalizátor jelenlétében,majd az így nyert 1,2,5,6-tetrahidro-8-metil-pirazin3,2,1-j,k)-4H-karbazolt redukálják. A pirlindol-hidroklorid antidepresszáns szer,amely MAO (monoamin-oxidáz) inhibitorként is alkalmazható. A találmányszerinti eljárás előnye, hogy az ismert eljárásoktól eltérően eművelethez oldószerként nem szükséges a toxikus hatású benzoltalkalmazni, továbbá az ismert eljárásokhoz viszonyítva azonos hozammellett is elegendő kevesebb lúgos reagenst és fázistranszferkatalizátort használni. Ó
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1999MI000802A IT1312539B1 (it) | 1999-04-16 | 1999-04-16 | Processo per la preparazione del pirlindolo cloridrato. |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HU0001558D0 HU0001558D0 (en) | 2000-06-28 |
| HUP0001558A2 true HUP0001558A2 (hu) | 2001-04-28 |
| HUP0001558A3 HUP0001558A3 (en) | 2003-08-28 |
Family
ID=11382759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0001558A HUP0001558A3 (en) | 1999-04-16 | 2000-04-14 | Process for the preparation of pirlindole hydrochloride |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1044976B1 (hu) |
| AT (1) | ATE221070T1 (hu) |
| DE (1) | DE60000274T2 (hu) |
| ES (1) | ES2180483T3 (hu) |
| HU (1) | HUP0001558A3 (hu) |
| IT (1) | IT1312539B1 (hu) |
| PL (1) | PL339641A1 (hu) |
| PT (1) | PT1044976E (hu) |
| RU (1) | RU2249592C2 (hu) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6051378B2 (ja) * | 2011-05-02 | 2016-12-27 | 国立大学法人 熊本大学 | 幹細胞からインスリン産生細胞への分化誘導を促進する低分子化合物および該化合物を用いた幹細胞からインスリン産生細胞への分化誘導方法 |
| CN102952089B (zh) * | 2012-10-19 | 2015-07-08 | 江苏省农用激素工程技术研究中心有限公司 | 苯嗪草酮的制备方法 |
| CN104774208A (zh) * | 2015-04-24 | 2015-07-15 | 南京靖龙药物研发有限公司 | 一种氘标记吡吲哚盐酸盐的制备方法 |
| EP3392251A1 (en) * | 2017-04-21 | 2018-10-24 | Tecnimede-Sociedade Tecnico-Medicinal, S.A. | Process for the preparation of pirlindole enantiomers and its salts |
| EP3392250A1 (en) * | 2017-04-21 | 2018-10-24 | Tecnimede-Sociedade Tecnico-Medicinal, S.A. | Process for the preparation of piperazine ring for the synthesis of pyrazinocarbazole derivatives |
| CN110950873A (zh) * | 2019-12-10 | 2020-04-03 | 河南大学 | 坡尔吲哚的合成新方法 |
-
1999
- 1999-04-16 IT IT1999MI000802A patent/IT1312539B1/it active
-
2000
- 2000-04-12 AT AT00107836T patent/ATE221070T1/de not_active IP Right Cessation
- 2000-04-12 ES ES00107836T patent/ES2180483T3/es not_active Expired - Lifetime
- 2000-04-12 PT PT00107836T patent/PT1044976E/pt unknown
- 2000-04-12 DE DE60000274T patent/DE60000274T2/de not_active Expired - Fee Related
- 2000-04-12 EP EP00107836A patent/EP1044976B1/en not_active Expired - Lifetime
- 2000-04-13 PL PL00339641A patent/PL339641A1/xx not_active Application Discontinuation
- 2000-04-14 RU RU2000109633/04A patent/RU2249592C2/ru not_active IP Right Cessation
- 2000-04-14 HU HU0001558A patent/HUP0001558A3/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ITMI990802A1 (it) | 2000-10-16 |
| ATE221070T1 (de) | 2002-08-15 |
| EP1044976A1 (en) | 2000-10-18 |
| PT1044976E (pt) | 2002-12-31 |
| ES2180483T3 (es) | 2003-02-16 |
| PL339641A1 (en) | 2000-10-23 |
| HUP0001558A3 (en) | 2003-08-28 |
| DE60000274D1 (de) | 2002-08-29 |
| EP1044976B1 (en) | 2002-07-24 |
| DE60000274T2 (de) | 2003-03-06 |
| HU0001558D0 (en) | 2000-06-28 |
| IT1312539B1 (it) | 2002-04-22 |
| RU2249592C2 (ru) | 2005-04-10 |
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