Basic information Safety Supplier Related

amiphenazole

Basic information Safety Supplier Related

amiphenazole Basic information

Product Name:
amiphenazole
Synonyms:
  • 5-phenyl-1,3-thiazole-2,4-diamine
  • amiphenazole
  • Amifenazole
  • Daftazol
  • Phenamizol
  • Phenamizole
  • 2,4-Diamino-5-phenylthiazole
  • 2,4-Thiazolediamine, 5-phenyl-
CAS:
490-55-1
MF:
C9H9N3S
MW:
191.25
EINECS:
2077138
Mol File:
490-55-1.mol
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amiphenazole Chemical Properties

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)
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amiphenazole Usage And Synthesis

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.]

amiphenazoleSupplier

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