Draft:Azaclorzine
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Last edited by Citation bot (talk | contribs) 4 seconds ago. (Update) |
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| Other names | Nonachlazine |
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| Formula | C22H24ClN3OS |
| Molar mass | 413.96 g·mol−1 |
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Phenothiazine antipsychotic. Coronary vasodilator with a novel mechanism of action; proposed as antianginal agent.[1]
Synthesis
[edit]A chemical synthesis is proposed:[2][3][4] Patent:[5]
From above it is seen that Hexahydropyrrolo[1,2-a]pyrazin-1(2H)-one [16620-61-4] (1) is the starting material. Reduction of the amide to Octahydropyrrolo[1,2-a]pyrazine (aka 1,4-Diazabicyclo[4.3.0]nonane) (2) [5654-83-1]. Using convergence synthetic methodology, this is used to displace the halogen in 3-Chloro-1-(2-Chloro-Phenothiazin-10-yl)-Propan-1-One [1032-19-5] (4) to give Azaclorzine product.
See also
[edit]- 5654-83-1 shared with Pirolazamide, BD1031, Azaftozine & Azabuperone.
References
[edit]- ^ Kaverdina NV, Markova GA (1975). "[Pharmacology of a new anti-angina preparation, nonachlazin]". Farmakologiia i Toksikologiia (in Russian). 38 (2): 173–7. PMID 1227883.
- ^ Kaverina NV, Klimova NV, Likhosherstov AM, Nazarova LS, Pidevich IN, Petukhov AG, et al. (May 1979). "Nonachlazine: A new preparation for treating ischemic heart disease". Pharmaceutical Chemistry Journal. 13 (5): 557–562. doi:10.1007/BF00778133.
- ^ Nazarova LS, Rodionov AP, Likhosherstov AM, Skoldinov AP (August 1980). "Azacycloalkanes. XXIV. Chemical and physical properties of nonachlazine". Pharmaceutical Chemistry Journal. 14 (8): 569–573. doi:10.1007/BF00765843.
- ^ Blancafort P, Castaer J (1976). "Azaclorzine". Drugs of the Future. 1 (4): 157. doi:10.1358/dof.1976.001.04.65181.
- ^ Arkadij Michajlovic Lichoserstov, 4 More », DE2210382 (1982 to Naucno-Issledovatel'skij Institut Farmakologii Akademii Medicinskich Nauk Sssr, Moskva, Su).