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5-Aminoimidazole-4-carboxamide

5-Aminoimidazole-4-carboxamide structure

CAS No:
360-97-4
Formula:
C4H6N4O
Chemical Name:
5-Aminoimidazole-4-carboxamide
Synonyms:
1H-Imidazole-4-carboxamide,5-amino-;Imidazole-4-carboxamide,5-amino-;5-Amino-1H-imidazole-4-carboxamide;AIC;4-Aminoimidazole-5-carboxamide;5-Aminoimidazole-4-carboxamide;AICA;Ba 2756;4-Carboxamido-5-aminoimidazole;4-Carbamoyl-5-aminoimidazole;5-Amino-4-carbamoylimidazole;NSC 7784;4-Amino-5-carbamoylimidazole;5-Amino-1H-imidazole-4-carboxylic acid amide;5-Amino-3H-imidazole-4-carboxamide;4-Amino-1H-imidazole-5-carboxamide;932-15-0
Categories:
Pharmaceutical Intermediates > Antineoplastics

Description

5-Amino-3H-imidazole-4-Carboxamide (AICA) is an important precursor for the synthesis of purines in general and of the nucleobases adenine and guanine in particular.

Solid

5-aminoimidazole-4-carboxamide is an aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4. It has a role as a mouse metabolite. It is an aminoimidazole and a monocarboxylic acid amide.|An imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. Compounded with orotic acid, it is used to treat liver diseases.

5-Aminoimidazole-4-carboxamide Basic Attributes

Molecular Weight：

126.12

Exact Mass：

126.12

EC Number：

206-641-4

UNII：

3V0Y2PDE6K

NSC Number：

7784

DSSTox ID：

DTXSID8059891

HScode：

2934999090

Characteristics

PSA：

97.8

XLogP3：

-0.5

Appearance：

White Powder

Density：

1.8±0.1 g/cm3

Melting Point：

255-256 °C (decomp)

Boiling Point：

522.1°C at 760 mmHg

Flash Point：

277.6±32.9 °C

Refractive Index：

1.799

Water Solubility：

soluble in DMSO, Methanol, Water.

Storage Conditions：

-20°C Freezer

Toxicity：

Peritoneal-mouse LD50: 2000 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

NI3910000

Marks：

Storage features：

Warehouse ventilated, low temperature and dry

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH Entry Terms：

Aminoimidazole Carboxamide

5-Aminoimidazole-4-carboxamide Use and Manufacturing

Methods of Manufacturing

It is prepared by cyclization of α-amidino-α-formylaminoacetamide hydrochloride in a solvent such as xylene.

Uses

A metabolite of Temozolomide

Manufacturing Info：

1H-Imidazole-4-carboxamide, 5-amino-: INACTIVE

Computed Properties

Molecular Weight:126.12
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:126.05416083
Monoisotopic Mass:126.05416083
Topological Polar Surface Area:97.8
Heavy Atom Count:9
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Sulfuric acid

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Guide of 5-Aminoimidazole-4-carboxamide

Description
Basic Attributes
Characteristics
Safety Information
Toxicity
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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5-Aminoimidazole-4-carboxamide

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