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Sigma-Aldrich

5-Amino-4-imidazolecarboxamide hydrochloride

98%

Synonym(s):

4-Amino-5-imidazolecarboxamide hydrochloride, AICA

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About This Item

Empirical Formula (Hill Notation):
C4H6N4O · HCl
CAS Number:
72-40-2
Molecular Weight:
162.58
Beilstein:
3701645
EC Number:
200-778-3
MDL number:
MFCD00012704
UNSPSC Code:
12352005
PubChem Substance ID:
24850109
NACRES:
NA.22

Assay

98%

form

powder

mp

250-252 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear, light yellow

SMILES string

Cl[H].NC(=O)c1[nH]cnc1N

InChI

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

InChI key

MXCUYSMIELHIQL-UHFFFAOYSA-N

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General description

Corrosion inhibition and adsorption characteristics of 5-amino-4-imidazolecarboxamide hydrochloride on aluminum in 1M HCl has been investigated.

Application

5-Amino-4-imidazolecarboxamide hydrochloride was used in the synthesis of heterocyclic compounds such as guanine, purines and pyrimidines.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Journal of Organic Chemistry, 56, 2139-2139 (1991)
Heterocycles, 34, 1133-1133 (1992)
Journal of Heterocyclic Chemistry, 30, 593-593 (1993)
Brandon Tran et al.
Cell chemical biology, 27(10), 1241-1249 (2020-08-17)
Riboswitches are mRNA domains that make gene-regulatory decisions upon binding their cognate ligands. Bacterial riboswitches that specifically recognize 5-aminoimidazole-4-carboxamide riboside 5'-monophosphate (ZMP) and 5'-triphosphate (ZTP) regulate genes involved in folate and purine metabolism. Now, we have developed synthetic ligands targeting
S Beltrán-Castillo et al.
Biochimica et biophysica acta. Proteins and proteomics, 1868(11), 140484-140484 (2020-07-12)
d-serine, released from mouse medullary astrocytes in response to increased CO2 levels, boosts the respiratory frequency to adapt breathing to physiological demands. We analyzed in mouse neonates, the influence of d-serine upon inspiratory/expiratory durations and the architecture of the inspiratory
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