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5-Amino-4-imidazolecarboxamide

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CAS:360-97-4
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CAS:360-97-4
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5-Amino-4-imidazolecarboxamide manufacturers

5-Amino-4-imidazolecarboxamide Basic information
Description Reference
Product Name:5-Amino-4-imidazolecarboxamide
Synonyms:4-amino-5-imidazolecarboxamid;5-Amino-4-glyoxalinecarboxamide;5-amino-imidazole-4-carboxamid;5-amino-4-imidazolecarboxamide;4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE;4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE (AICA) 99.0%;5-Aminoimidazole-4-carboxamide,95%;4(or 5)-Amino-5(or 4)-carbamoylimidazole
CAS:360-97-4
MF:C4H6N4O
MW:126.12
EINECS:206-641-4
Product Categories:Amines;Amines, Metabolites & Impurities, Nucleotides, Bases & Related Reagents;Building Blocks;Heterocyclic Building Blocks;Imidazoles;pharmacetical;Imidazol&Benzimidazole;Various Metabolites and Impurities;Bases & Related Reagents;Metabolites & Impurities;Nucleotides;bc0001
Mol File:360-97-4.mol
5-Amino-4-imidazolecarboxamide Structure
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)
form Powder
pka11.97±0.10(Predicted)
color White
Water Solubility Soluble in DMSO, Methanol, Water.
InChIInChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
InChIKeyDVNYTAVYBRSTGK-UHFFFAOYSA-N
SMILESC1NC(N)=C(C(N)=O)N=1
CAS DataBase Reference360-97-4(CAS DataBase Reference)
EPA Substance Registry System1H-Imidazole-4-carboxamide, 5-amino- (360-97-4)
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 Information
ProviderLanguage
SigmaAldrich English
5-Amino-4-imidazolecarboxamide Usage And Synthesis
Description5-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.
Reference3. 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 PropertiesWhite to Off-White Solid
Uses5-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).
Uses4-Aminoimidazole-5-carboxamide is used as Catalytic agent, Petrochemical additive. It is metabolite of temozolomide.
UsesA metabolite of Temozolomide
DefinitionChEBI: 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 materialsGlycinamide
Preparation ProductsTemozolomide-->Dacarbazine-->5-(Amino-1-(N-methyl Carbamoyl)-->ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE-->Temozolomide Impurity
Tag:5-Amino-4-imidazolecarboxamide(360-97-4) Related Product Information
ALTRENOGEST Formamide Glycine Chlorantraniliprole 4-Aminoimidazole Benzamide N,N-Dimethylformamide Betaine 4-diazo-4H-imidazole-5-carboxamide Cyano temozolomide 5-(Amino-1-(N-methyl Carbamoyl) Temozolomide Temozolomideacid 3-Amino-2-(formylamino)-3-iminopropanamide Cyanotemozolomide TeMozoloMide Metabolite - MTIC 1,5-dihydro-4H-imidazo[4,5-d]-1,2,3-triazin-4-one 1,7-DIMETHYLXANTHINE