30458-69-6 Usage
Description
2-AMINO-3-METHYLIMIDAZO(4,5-B)PYRIDINE, also known as PhIP, is a heterocyclic amine chemical compound that is formed during the cooking of meat, poultry, and fish at high temperatures. It is considered a potential human carcinogen due to its mutagenic properties and its ability to induce tumors in laboratory animals. PhIP is metabolized in the body to form reactive intermediates that can damage DNA, leading to the development of cancer.
Uses
Used in Cancer Research:
2-AMINO-3-METHYLIMIDAZO(4,5-B)PYRIDINE is used as a research compound for studying the mechanisms of carcinogenesis and the effects of cooking practices on the formation of potentially harmful substances in food. It helps scientists understand the link between exposure to PhIP and the increased risk of certain types of cancer, particularly in the colon, breast, and prostate.
Used in Food Safety and Quality Control:
2-AMINO-3-METHYLIMIDAZO(4,5-B)PYRIDINE is used as a target analyte in the development of methods to detect and remove PhIP from cooked foods. This application aims to reduce human exposure to PhIP and improve food safety, as well as to monitor and control the quality of cooked meat, poultry, and fish products.
Used in Public Health and Nutrition Education:
2-AMINO-3-METHYLIMIDAZO(4,5-B)PYRIDINE serves as a reference point in public health and nutrition education initiatives to raise awareness about the potential risks associated with consuming cooked foods that contain high levels of PhIP. This knowledge can inform changes in cooking practices and dietary choices to minimize exposure to this potential carcinogen.
Check Digit Verification of cas no
The CAS Registry Mumber 30458-69-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,0,4,5 and 8 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 30458-69:
(7*3)+(6*0)+(5*4)+(4*5)+(3*8)+(2*6)+(1*9)=106
106 % 10 = 6
So 30458-69-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N4/c1-11-6-5(10-7(11)8)3-2-4-9-6/h2-4H,1H3,(H2,8,10)
30458-69-6Relevant articles and documents
Discovery of iminobenzimidazole derivatives as novel cytotoxic agents
Chouha, Nora,Hammoud, Hassan,Brogi, Simone,Campiani, Giuseppe,Welsch, Caroline,Robert, Caroline,Vagner, Stéphan,Cresteil, Thierry,Bentouhami, Embarek,Désaubry, Laurent
, p. 74 - 83 (2018/09/29)
In our quest to identify inhibitors of the eukaryotic translation initiation factor 4F (eIF4F), we serendipitously discovered a novel cytotoxic agent. Even though this compound did not inhibit translation, we explored the structural requirements for its cytotoxicity due to its structural originality. A series of 1,3-disubstituted iminobenzimidazoles was synthesized and evaluated for their in vitro cytotoxicity. The structure-activity relationship studies demonstrate that hydrophobic substituent is essential for activity. The most active compounds displayed a cytotoxicity in KB, HL60 and HCT116 human cancer cells with an IC50 of about 1μM. These first-in-class series of low molecular weight synthetic molecules may provide the basis for the development of new anticancer drugs.
Synthesis and mutagenic potency of structural isomers of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
Chrisman,Knize,Tanga
experimental part, p. 1641 - 1649 (2009/08/09)
(Chemical Equation Presented) Synthesis of 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine (PhIP), three structural isomers, and two desphenyl PhIP congeners has been carried out. Mutagenic potency was evaluated using S. typhimurium strain TA98 in the Ames test. Mutagenic potency increased in relation to structural features in these heterocyclic amines that allow extended resonance between the phenyl and imidazo[4,5-b]pyridine N2-amino substituents. By contrast, PhIP isomers, whose substitution disallows involvement of the phenyl group in their ammoimidazo resonance hybrids, and desphenyl congeners were from 86- to 234-fold less mutagenic than PhIP.
