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5-Amino-3-phenyl-1,2,4-thiadiazole

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5-Amino-3-phenyl-1,2,4-thiadiazole Basic information

Product Name:
5-Amino-3-phenyl-1,2,4-thiadiazole
Synonyms:
  • 2-methyl-2-oxolanamine
  • NSC 119930
  • 3-phenyl-1,2,4-thiadiazol-5-ylamine
  • 3-Phenyl-1,2,4-triazol-5-ylamine
  • 5-AMINO-3-PHENYL-1,2,4-THIADIAZOLE 99%
  • 5-Amino-3-phenyl-1,2,4-thiadiazole,99%
  • 5-AMino-3-phenyl-1,2,4-thiadiazole, 99% 5GR
  • 3-Phenyl-1,2,4-thiadiazol-5-aMine, >95%
CAS:
17467-15-1
MF:
C8H7N3S
MW:
177.23
EINECS:
241-485-0
Mol File:
17467-15-1.mol
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5-Amino-3-phenyl-1,2,4-thiadiazole Chemical Properties

Melting point:
152-156 °C
Density 
1.2353 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
2-8°C
form 
powder
color 
White
InChI
InChI=1S/C8H7N3S/c9-8-10-7(11-12-8)6-4-2-1-3-5-6/h1-5H,(H2,9,10,11)
InChIKey
OYAHSBDYBOBAAQ-UHFFFAOYSA-N
SMILES
S1C(N)=NC(C2=CC=CC=C2)=N1
CAS DataBase Reference
17467-15-1(CAS DataBase Reference)
EPA Substance Registry System
1,2,4-Thiadiazol-5-amine, 3-phenyl- (17467-15-1)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-20/21/22-41-22
Safety Statements 
36/37/39-26-22
HazardClass 
IRRITANT
HS Code 
29341000

MSDS

  • Language:English Provider:ACROS
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5-Amino-3-phenyl-1,2,4-thiadiazole Usage And Synthesis

Description

5-Amino-3-phenyl-1,2,4-thiadiazole is an important organic synthetic reagent with remarkable reactivity and stability and has been used in the synthesis of a variety of heterocyclic compounds including 1,2,4-triazol-3-ylphenyls, derivatives of 2-aryl-5-amino-thiadiazole, 5-amino-1,2,4-thiadiazol-3-phenyls, and 5 -amino-1,2,4-thiadiazole-3-phenyl-3-methyl derivatives. It is also used in the synthesis of polymers such as poly(5-amino-3-phenyl-1,2,4-thiadiazole). In addition, 5-amino-3-phenyl-1,2,4-thiadiazole is an inhibitor of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX). The compound inhibits the release of pro-inflammatory cytokines such as tumour necrosis factor-α (TNF-α) and interleukin-1β (IL-1β).

Chemical Properties

LIGHT BROWNISH FINE CRYSTALLINE POWDER

Uses

3-Phenyl-1,2,4-thiadiazol-5-amine is used as a reactant in the preparation of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists.

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