ID-4708 explained
Drug Name: | ID-4708 |
Width: | 250px |
Cas Number: | 42048-72-6 |
Pubchem: | 198237 |
Chemspiderid: | 171579 |
C: | 22 |
H: | 24 |
F: | 4 |
N: | 2 |
O: | 2 |
Smiles: | C1CN(CCC1(C2=CC(=CC=C2)C(F)(F)F)O)CCCC(=O)C3=C(C=C(C=C3)F)N |
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
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)
Notes and References
- Honma T, Kitagawa S . [Effects of minor tranquilizers and neuroleptics on open-field behavior in rats (author's transl)] . Japanese . Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica . 73 . 3 . 337–45 . April 1977 . 21127 . 10.1254/fpj.73.337 .
- Honma T, Sasajima K, Ono K, Kitagawa S, Inaba S, Yamamoto H . Synthesis and preliminary pharmacology of a novel butyrophenone derivative, ID-4708 . Arzneimittel-Forschung . 24 . 9 . 1248–56 . September 1974 . 4479786 . 10.1002/chin.197451331 .
- Kikuo Sasajima, et al. US4075346 (1978 to Sumitomo Chemical Co Ltd).