5-AMINO-IMIDAZOLE-4-CARBOXAMIDE

5-AMINO-IMIDAZOLE-4-CARBOXAMIDE

PRODUCT IDENTIFICATION

CAS NO.

360-97-4

5-AMINO-IMIDAZOLE-4-CARBOXAMIDE

EINECS NO.

206-641-4

FORMULA

C₄H₆N₄O

MOL WT.

126.12

H.S. CODE

TOXICITY

SYNONYMS

AICA; Aminoimidazole Carboxamide; Diazol-C;

5-Amino-1H-Imidazole-4-carboxamide; 5-Aminoimidazole carboxamide;

SMILES

CLASSIFICATION

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white to off-white crystalline powder

MELTING POINT

172 - 176 C

BOILING POINT

SPECIFIC GRAVITY

SOLUBILITY IN WATER

Soluble

pH

VAPOR DENSITY

AUTOIGNITION

NFPA RATINGS

REFRACTIVE INDEX

FLASH POINT

STABILITY

stable under ordinary conditions.

APPLICATIONS

5-Amino-Imidazole-4-carboxamide is used as an intermediate for the synthesis of drug especially for antineoplastics used to treat a specific type of cancer of the brain (Temozolomide)

SALES SPECIFICATION (BP98 / USP23)

APPEARANCE

white to off-white crystalline powder

ASSAY

98.5% min

CLARITY

pass ( 5% aq. solution)

HEAVY METALS

20ppm max

MELTING POINT

172 - 176 C

TRANSPORTATION

PACKING

20kgs in fiber drum

HAZARD CLASS

not regualted

UN NO.

GENERAL DESCRIPTION OF IMIDAZOLE

Imidazole is a heterocyclic compound of five-membered diunsaturated ring structure composed of three carbon atoms and two nitrogen atoms at nonadjacent positions. The simplest member of the imidazole family is imidazole itself, colorless to pale yellow crystalline solid with a weak aminelike odor; soluble in water and alcohol, melts at 89 C, boils at 256 C. Imidazoles are poorly soluble in water generally, but are dissolved in organic solvents, such as chloroform, propylene glycol, and polyethoxylated castor oil. Imidazole ring is found in histidine (an essential amino acid) and histamine, the decarboxylated compound from histamine. Some imidazole compounds inhibit the biosynthesis of ergosterol, required in cell membrane in fungal. They have antibacterial, antifungal, antiprotozoal, and anthelmintic activity. Several distinct phenylimidazoles are therapeutically useful antifungal agents against either superficial or systemic infections. Thiabendazoles which have anthelmintic and antifungal properties are imidazole class compounds. Benzimidazole is a dicyclic compound having midazole ring fused to benzene. Benzimidazole structure is a part of the nucleotide portion of vitamin B₁₂ and the nucleus in some drugs such as proton pump inhibitors and anthelmintic agents. Imidazole has two nitrogen atoms. The one is slightly acidic, while the other is basic. Imidazole and its derivatives are widely used as intermediates in synthesis of organic target compounds including pharmaceuticals, agrochemicals, dyes, photographic chemicals, corrosion inhibitors, epoxy curing agents, adhesives and plastic modifiers. Some imidazole analogues which contain nitrogen in five-membered ring structure are:

Triazole: An analog of imidazole.It has three nitrogen atoms and two carbon atoms at nonadjacent positions in the ring system.
Pyrrole: An analog of imidazole. It has only one nitrogen atom in the ring system. Pyrrole ring system is involved in coloured products (green pigment, chlorophyll; red, hemoglobin; , blue, indigo) in nature.
Pyrroline: A pyrrole in which one of the two double bonds are hydrogenated.
Pyrrolidine: The saturated tetrahydropyrrole, a part of the structures of amino acids (proline, hydroxyproline and hygrine).
Pyrazole: 1,2-Diazole (Imidazole isomer). The nitrogen positions are 1 and 2. It is not found in nature
Pyrazolone: Pyrazole analog with ketone group at 5 positon
Oxazole: an analog of imidazole. The nitrogen atom in position 1 is replaced by oxygen.
Isoxazole: an analog of pyrazole. The nitrogen atom at position 1 is replaced by oxygen.
Isothiazole:an analog of pyrazole. The nitrogen atom at position 1 is replaced by sulfur.


1,2,4-Triazole	Pyrrole	1-Pyrroline	3-Pyrroline

Pyrrolidine	Pyrazole	Pyrazolone	Oxazole

Isoxazole	Isothiazole	Benzimidazole	Thiabendazole