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5-Amino-4-imidazolecarboxamide

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5-Amino-4-imidazolecarboxamide Basic information

Product Name:
5-Amino-4-imidazolecarboxamide
Synonyms:
  • 4-AMINOIMIDAZOLE-5-CARBOXAMIDE
  • 4-amino-5-imidazolecarboxamid
  • 5-amino-1h-imidazole-4-carboxamid
  • 5-Amino-4-glyoxalinecarboxamide
  • 5-amino-imidazole-4-carboxamid
  • 5-amino-4-imidazolecarboxamide
  • 5-AMINOIMIDAZOLE-4-CARBOXAMIDE
  • 5-AMINO-1H-IMIDAZOLE-4-CARBOXAMIDE
CAS:
360-97-4
MF:
C4H6N4O
MW:
126.12
EINECS:
206-641-4
Product Categories:
  • Amines
  • Amines, Metabolites & Impurities, Nucleotides, Bases & Related Reagents
  • pharmacetical
  • Building Blocks
  • Heterocyclic Building Blocks
  • Imidazoles
  • Imidazol&Benzimidazole
  • Various Metabolites and Impurities
  • Bases & Related Reagents
  • Metabolites & Impurities
  • Nucleotides
  • bc0001
Mol File:
360-97-4.mol
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5-Amino-4-imidazolecarboxamide Chemical Properties

Melting point:
164-170 °C(lit.)
Boiling point:
234.22°C (rough estimate)
Density 
1.3659 (rough estimate)
refractive index 
1.8500 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka
11.97±0.10(Predicted)
form 
Powder
color 
White
Water Solubility 
Soluble in DMSO, Methanol, Water.
InChI
InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
InChIKey
DVNYTAVYBRSTGK-UHFFFAOYSA-N
SMILES
C1NC(N)=C(C(N)=O)N=1
CAS DataBase Reference
360-97-4(CAS DataBase Reference)
EPA Substance Registry System
1H-Imidazole-4-carboxamide, 5-amino- (360-97-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
NI3910000
TSCA 
Yes
HS Code 
29332900

MSDS

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5-Amino-4-imidazolecarboxamide Usage And Synthesis

Description

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).It is an imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. When compounded with orotic acid, it is used to treat liver diseases.

Reference

3. Black, S. L., M. J. Black, and J. H. Mangum. "A rapid assay for 5-amino-4-imidazolecarboxamide ribotide transformylase." Analytical Biochemistry90.1(1978):397-401.

Chemical Properties

White to Off-White Solid

Uses

A metabolite of Temozolomide

Uses

4-Aminoimidazole-5-carboxamide is used as Catalytic agent, Petrochemical additive. It is metabolite of temozolomide.

Uses

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).

Definition

ChEBI: An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4.

5-Amino-4-imidazolecarboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

5-Amino-4-imidazolecarboxamideSupplier

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