Chemistry:Homofenazine
From HandWiki
Short description: Antipsychotic medication
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| Trade names | Pasaden,[1][2] Oldagen (in Argentina)[3][4] |
| Other names | HFZ[5] |
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| Formula | C23H28F3N3OS |
| Molar mass | 451.55 g·mol−1 |
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| Boiling point | 230–240 °C (446–464 °F) [6] |
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Homofenazine is an antipsychotic drug of the phenothiazines class.[5] It was synthesized by Wilhelm Schuler and colleagues at Degussa.[7][8] In 1966, it was released in Belgium under the brand name Pasaden.[1] At some point, it was quietly discontinued and is no longer marketed.[citation needed]
Synthesis
The alkylation between 2-(Trifluoromethyl)Phenothiazine [92-30-8] (1) and 1-(3-bromopropyl)-1,4-diazepane (2) led to 10-[3-(1,4-diazepan-1-yl)propyl]-2-(trifluoromethyl)phenothiazine, CID:110174391 (3). Further alkylation with 2-Chloroethanol [107-07-3] (4) completed the synthesis of homofenazine (5).
References
- ↑ 1.0 1.1 1991 Drugs available abroad: a guide to therapeutic drugs available and approved outside the U.S.. Detroit : Gale Research. 1990. pp. 107. ISBN 978-0-8103-7177-4. OCLC 1348900780. https://archive.org/details/1991drugsavailab0000unse/page/106/mode/2up?q=Homofenazine.
- ↑ "Substâncias e remédios sob controle" (in pt-br). Jornal do Brasil: pp. 14. 1986-11-05. https://memoria.bn.br/pdf/030015/per030015_1986_00211.pdf.
- ↑ Index Nominum 2000: International Drug Directory (17 ed.). Taylor & Francis. 2000. pp. 1499. ISBN 9783887630751. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA1501.
- ↑ Sitting, Marshall (1988) (in en). Pharmaceutical Manufacturing Encyclopedia (Vols 1&2, 2nd Ed) (2 ed.). Westwood, NJ: Noyes Publications. pp. 769. ISBN 0-8155-1144-2. OCLC 52233518. https://archive.org/details/Pharmaceutical_Manufacturing_Encyclopedia_Vols_12_2nd_Ed/page/769.
- ↑ 5.0 5.1 (in en) Martindale: the complete drug reference. London; Chicago: Pharmaceutical Press. 2007. pp. 899. ISBN 978-0-85369-687-2. OCLC 1176310249. https://archive.org/details/martindalecomple0035unse/page/898/mode/2up?q=Homofenazine.
- ↑ (in en) Dictionary of Drugs. Boston, MA: Springer US. 1990. pp. 635. doi:10.1007/978-1-4757-2085-3. ISBN 978-1-4757-2087-7. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA635.
- ↑ The Merck index : an encyclopedia of chemicals, drugs, and biologicals. Whitehouse Station, NJ : Merck. 1996. pp. 810. ISBN 978-0-911910-12-4. OCLC 1285743402. https://archive.org/details/merckindexencycl0000unse/page/810/mode/2up.
- ↑ Schuler et al., "3-trifluoromethyl-10-[3'-(4"-(2"'-hydroxy ethyl)-homopiperazino)-propyl]-phenothiazine and 3-trifluoromethyl-10-[3'-(4"-(2"'-acetoxyethyl)-homopiperazino)-propyl]-phenothiazine", US patent 3040043, published 1962-06-19, issued 1962-06-19, assigned to Degussa.
- ↑ Schuler Wilhelm Alfons, Beschke Helmut, Schlichtegroll Ansgar Von, U.S. Patent 3,040,043 (1962 to Degussa).
- ↑ Helmut Beschke, Schuler Dr Wilhelm Alfons, DE1445648A1 (1968 to Degussa).
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