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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

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6 EA
MYR 336.40

About This Item

Empirical Formula (Hill Notation):
C4H6N4O
CAS Number:
Molecular Weight:
126.12
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

MYR 336.40


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Quality Level

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

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This Item
D110507H20202513040
assay

98%

assay

99%

assay

98%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

61-62.5 °C (lit.)

mp

213-215 °C (lit.)

mp

132-135 °C (lit.)

mp

114-117 °C (lit.)

form

crystals

form

powder

form

-

form

-

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

Signal Word

Warning

Hazard Statements

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

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    Stefan Hirschberg et al.
    eLife, 6 (2017-10-14)
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    Wenjie Ren et al.
    Nature neuroscience, 19(2), 220-222 (2015-12-23)
    We examined adaptations in nucleus accumbens (NAc) neurons in mouse and rat peripheral nerve injury models of neuropathic pain. Injury selectively increased excitability of NAc shell indirect pathway spiny projection neurons (iSPNs) and altered their synaptic connectivity. Moreover, injury-induced tactile

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