CAS 132898-04-5

2-Amino-1,6-dimethylimidazo[4,5-b]pyridine

Description:

2-Amino-1,6-dimethylimidazo[4,5-b]pyridine, commonly referred to as MeIQx, is a heterocyclic aromatic amine that is primarily formed during the cooking of meat at high temperatures, such as grilling or frying. This compound is characterized by its fused imidazole and pyridine rings, which contribute to its stability and reactivity. MeIQx is known for its potential mutagenic and carcinogenic properties, as it can form DNA adducts, leading to genetic mutations. It is soluble in organic solvents but has limited solubility in water, which affects its bioavailability and environmental persistence. The compound is of interest in food safety and toxicology due to its presence in cooked foods and its implications for human health. Regulatory agencies monitor its levels in food products, and ongoing research aims to better understand its mechanisms of action and potential health risks associated with dietary exposure.

Formula: C₈H₁₀N₄

InChI: InChI=1S/C8H10N4/c1-5-3-6-7(10-4-5)11-8(9)12(6)2/h3-4H,1-2H3,(H2,9,10,11)

InChI key: InChIKey=NEOGGGHDLGYATP-UHFFFAOYSA-N

SMILES: CN1C=2C(N=C1N)=NC=C(C)C2

Synonyms:

• 1,6-Dimethylimidazo[4,5-b]pyridin-2-amine
• 1,6-dimethyl-1H-imidazo[4,5-b]pyridin-2-amine
• 1H-Imidazo[4,5-b]pyridin-2-amine, 1,6-dimethyl-
• DMIP
• 2-Amino-1,6-dimethylimidazo[4,5-b]pyridine

1H-Imidazo[4,5-b]pyridin-2-amine, 1,6-dimethyl-

CAS: 132898-04-5

Formula: C₈H₁₀N₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 162.1918

Ref: IN-DA0011CL

2-Amino-1,6-dimethyl-1H-imidazo[4,5-b]pyridine

CAS: 132898-04-5

2-Amino-1,6-dimethyl-1H-imidazo[4,5-b]pyridine

Formula: C₈H₁₀N₄

Purity: ≥95%

Color and Shape: beige to light brown solid

Molecular weight: 162.1918g/mol

Ref: 54-OR0518T

2-Amino-1,6-dimethylimidazo[4,5-b]pyridine

Controlled Product

CAS: 132898-04-5

Applications A mutagenic cogener of PHIP.
References Knize, M.G., Felton, J.S., et al.: Carcinogenesis, 9, 2, 247 (1988), Sugimura, T., et al.: Mutation Research, 290, 43 (1993), Eisenbrand & Tang: Toxicology, 84, 1 (1993)

Formula: C₈H₁₀N₄

Color and Shape: Neat

Molecular weight: 162.19

Ref: TR-A605180