| Identification | Back Directory | [Name]
amiphenazole | [CAS]
490-55-1 | [Synonyms]
Daftazol
Phenamizol
Amifenazol
Amiphenazol
Amifenazole
Phenamizole
amiphenazole
Amifenazol [inn-spanish]
5-phenylthiazole-2,4-diaMine
5-PHENYL-2,4-THIAZOLEDIAMINE
2,4-Diamino-5-phenylthiazole
6020-54-8 (Mono-hydrobromide)
942-31-4 (Mono-hydrochloride)
2,4-Thiazolediamine, 5-phenyl-
5-phenyl-1,3-thiazole-2,4-diamine | [EINECS(EC#)]
207-713-8 | [Molecular Formula]
C9H9N3S | [MDL Number]
MFCD00128273 | [MOL File]
490-55-1.mol | [Molecular Weight]
191.25 |
| Chemical Properties | Back Directory | [Melting point ]
163.5°C (rough estimate) | [Boiling point ]
413.3±25.0 °C(Predicted) | [density ]
1.1906 (rough estimate) | [refractive index ]
1.5300 (estimate) | [pka]
5.12±0.10(Predicted) |
| Hazard Information | Back Directory | [Originator]
Aamphisol,RJR | [Definition]
ChEBI: Amiphenazole is a member of thiazoles. | [Manufacturing Process]
Thiourea reacted with α-bromophenylacetonitrile and as a result of this
reaction 2-(cyanophenylmethyl)isothiourea was obtained.
By cyclisation of the 2-(cyanophenylmethyl)isothiourea 2,4-diamino-5-
phenylthiazole (amiphenazol) was produced. | [Therapeutic Function]
Respiratory stimulant, Barbiturate antagonist,
Morphine antagonist | [Synthesis Reference(s)]
Journal of the American Chemical Society, 73, p. 4517, 1951 DOI: 10.1021/ja01154a005 | [Purification Methods]
The thiazole crystallises from aqueous EtOH or water. Store it in the dark under N2. The hydrochloride has m 273-274o(dec) (from MeOH/EtOAc), and the picrate has m 189-191o(dec) (from H2O). [Davies et al. J Chem Soc 3491 1950, Dodson & Turner J Am Chem Soc 73 4517 1951, Beilstein 27 III/IV 5139.] |
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