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HomeProduct name listamiphenazole

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
amiphenazole Structural

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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