ID-4708
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| Formula | C22H24F4N2O2 |
| Molar mass | 424.440 g·mol−1 |
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ID-4708 is a butyrophenone neuroleptic agent. It has the same structure as for trifluperidol but differs by the incorporation of an aniline amino group into the butyrophenone sidechain.
Whereas trifluperidol is a Belgian drug developed at Janssen Pharmaceuticals, ID-4708 was developed by a Japanese company called Sumitomo Chemical in the 1970’s.
ID-4708 when given at low doses reduced ambulation, while at higher doses defecation was inhibited.[1]
Synthesis
[edit]The chemical synthesis of ID-4708 was reported:[2][3]
- 2-Acetylbutyrolactone [517-23-7] (1)
- 4-Fluoro-2-nitrobenzoic acid [394-01-4] (2)
- 4-Fluoro-2-nitrobenzoyl chloride [57750-82-0] (3)
- 3-(4-Fluoro-2-nitrobenzoyl)oxolan-2-one [62513-47-7] (4)
- 4-Bromo-1-(4-fluoro-2-nitrophenyl)butan-1-one [62513-48-8] (5)
- 2-(3-Bromopropyl)-2-(4-fluoro-2-nitrophenyl)-1,3-dioxolane [62513-50-2] (6)
- 4-hydroxy-4-(3-trifluoromethylphenyl)piperidine [2249-28-7] (7)
- PC86735492 (8)
- PC70620175 (9)
References
[edit]- ^ Honma T, Kitagawa S (April 1977). "[Effects of minor tranquilizers and neuroleptics on open-field behavior in rats (author's transl)]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese). 73 (3): 337–45. doi:10.1254/fpj.73.337. PMID 21127.
- ^ Honma T, Sasajima K, Ono K, Kitagawa S, Inaba S, Yamamoto H (September 1974). "Synthesis and preliminary pharmacology of a novel butyrophenone derivative, ID-4708". Arzneimittel-Forschung. 24 (9): 1248–56. doi:10.1002/chin.197451331. PMID 4479786.
- ^ Kikuo Sasajima, et al. US4075346 (1978 to Sumitomo Chemical Co Ltd).