Chemistry:Fanetizole
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Fanetizole is a drug that has immunoregulating activity.[1]
Synthesis
Reaction of β-phenethylamine (1) with ammonium thiocyanate (2) gives the thiourea (3). Treatment of that product with phenacyl bromide (4) produces fanetizole (5).[2]
References
- ↑ Rocklin RE, Hemady Z, Matloff S, Kiselis I, Lima M. Correction of an in vitro immunoregulatory defect in atopic subjects by the immunostimulating drug fanetizole mesylate (CP-48,810). Int J Immunopharmacol. 1984;6(1):1-8. doi: 10.1016/0192-0561(84)90028-6. PMID: 6233230.
- ↑ Joseph G. Lombardino, U.S. Patent 4,307,106 (1981 to Pfizer Corp SRL).
- ↑ Pastre, Julio C.; Browne, Duncan L.; O’Brien, Matthew; Ley, Steven V. (2013). "Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia". Organic Process Research & Development. 17 (9): 1183–1191. doi:10.1021/op400152r.
- ↑ Lin, Pei-Ying; Hou, Rei-Sheu; Wang, Huey-Min; Kang, Iou-Jiun; Chen, Ling-Ching (2009). "Efficient Synthesis of 2-Aminothiazoles and Fanetizole in Liquid PEG-400 at Ambient Conditions". Journal of the Chinese Chemical Society. 56 (3): 455–458. doi:10.1002/jccs.200900068.
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