Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

552410

Sigma-Aldrich

5-Amino-4-imidazolecarboxamide

95%

Synonym(s):

4-Amino-5-carbamoylimidazole, 4-Aminoimidazole-5-carboxamide, 4-Carbamoyl-5-aminoimidazole, 4-Carboxamido-5-aminoimidazole, 5-Amino-1H-imidazole-4-carboxamide, 5-Amino-1H-imidazole-4-carboxylic acid amide, 5-Amino-3H-imidazole-4-carboxamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H6N4O
CAS Number:
360-97-4
Molecular Weight:
126.12
EC Number:
206-641-4
MDL number:
MFCD02181040
UNSPSC Code:
12352005
PubChem Substance ID:
24879267
NACRES:
NA.22

Assay

95%

form

solid

mp

164-170 °C (lit.)

functional group

amide

SMILES string

NC(=O)c1nc[nH]c1N

InChI

1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)

InChI key

DVNYTAVYBRSTGK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCR8623
MKCK4590
MKCG0028
MKBT3898V
MKBS7200V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of guanosine and its derivatives from 5-amino-l-?-D-ribofuranosyl-4-imidazolecarboxamide. III. Formation of a novel cycloimidazole nucleoside and its cleavage reactions.
Okutsu M and Yamazaki A.
Nucleic Acids Research, 3(1), 237-250 (1976)
James P White et al.
American journal of physiology. Endocrinology and metabolism, 304(10), E1042-E1052 (2013-03-28)
Although catabolic signaling has a well-established role in muscle wasting during cancer cachexia, the suppression of anabolic signaling also warrants further investigation. In cachectic tumor-bearing mice, circulating IL-6 levels are associated with suppressed muscle protein synthesis and mTORC1 signaling. We
Jang Han Lee et al.
American journal of physiology. Renal physiology, 304(6), F686-F697 (2013-01-18)
The epithelial-mesenchymal transition (EMT) is a novel mechanism that promotes renal fibrosis. Transforming growth factor-β (TGF-β), angiotensin II, aldosterone, high glucose, and urinary albumin are well-known causes of EMT and renal fibrosis. We examined whether and how activation of AMP-activated
Preparation of 5-Amino-1-?-ribosyl-4-imidazolecarboxamide-5'-phosphate and N-(5-Amino-1-?-D-ribosyl-4-imidazolecarbonyl)-L-aspartic Acid 5'-Phosphate.
Huang HT.
Biochemistry, 4(1), 58-62 (1965)
Hiroyasu Hatakeyama et al.
Molecular biology of the cell, 24(6), 809-817 (2013-01-18)
Tbc1d1 is key to skeletal muscle GLUT4 regulation. By using GLUT4 nanometry combined with a cell-based reconstitution model, we uncover a shift in the regulatory mode of Tbc1d1 by showing that Tbc1d1 temporally acquires insulin responsiveness, which triggers GLUT4 trafficking
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service