amiphenazole
- CAS NO.:490-55-1
- Empirical Formula: C9H9N3S
- Molecular Weight: 191.25
- MDL number: MFCD00128273
- EINECS: 2077138
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:39
What is amiphenazole?
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.]
Properties of amiphenazole
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) |
Safety information for amiphenazole
Computed Descriptors for amiphenazole
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