Skip to Content
Merck

552410

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

Slide 1 of 1
Sign In to View Organizational & Contract Pricing.

Select a Size

25 G

CZK 4,207.50

CZK 4,207.50

List PriceCZK 4,950.00Save 15%
Please contact Customer Service for Availability
Request a Bulk Order

About This Item

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

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

5-Amino-4-imidazolecarboxamide, 95%

InChI key

DVNYTAVYBRSTGK-UHFFFAOYSA-N

InChI

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

SMILES string

NC(=O)c1nc[nH]c1N

assay

95%

form

solid

mp

164-170 °C (lit.)

functional group

amide

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
A61209679070376469
5-Amino-4-imidazolecarboxamide 95%

Sigma-Aldrich

552410

5-Amino-4-imidazolecarboxamide

5-Amino-2-methoxypyridine 95%

Sigma-Aldrich

A61209

5-Amino-2-methoxypyridine

4-Amino-2,6-dichloropyrimidine 95%

Sigma-Aldrich

679070

4-Amino-2,6-dichloropyrimidine

5-Amino-1-naphthol 95%

Sigma-Aldrich

376469

5-Amino-1-naphthol

assay

95%

assay

95%

assay

95%

assay

95%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

liquid

form

solid

form

-

mp

164-170 °C (lit.)

mp

29-31 °C (lit.)

mp

258-267 °C

mp

190 °C (dec.) (lit.)

functional group

amide

functional group

-

functional group

chloro

functional group

-

Application

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide[1] and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCX2165
MKCR8623
MKCK4590
MKCG0028
MKBT3898V

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

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)
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
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)
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
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

Questions

Reviews

No rating value

Active Filters

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