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164968

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
Pricing and availability is not currently available.

Assay

98%

form

powder

mp

250-252 °C (dec.) (lit.)

solubility

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

functional group

amide

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[1].

Application

5-Amino-4-imidazolecarboxamide hydrochloride was used in the synthesis of heterocyclic compounds such as guanine[2], purines[3][4] and pyrimidines[5].

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3808
SDBB0597
S40246
S04888
04820PT

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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
Patricia Padilla-Aguilar et al.
International journal for parasitology. Parasites and wildlife, 13, 72-79 (2020-09-10)
Gastrointestinal helminths of migratory waterfowl can cause several lesions that may affect the health and even the survival of their hosts. As part of an ongoing project that aims to inventory the helminth species that infect this group of birds
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