2-Amino-1-methyl-6-phenylimidazo

Confirm delete?

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

Zoom

Cat No: 22590

Biochemicals - Wnt Signaling

2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) is a food-derived carcinogen that is found in high temperature-cooked fish and meat.{38226} In humans, PhIP is metabolized by the cytochrome (CYP) P450 isoform CYP1A2 and conjugated by N-acetyltra...

This product can only be bought through Cayman Chemical. Please contact us.

Product Overview
Data
Downloads
About Cayman

Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine

Correlated keywords:

150244-56-7 CYP-450 1A2 MCF10A NOX-1 hras MMP2 MMP9 matrix metalloproteinase NADPH oxidase

Product Overview:
2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) is a food-derived carcinogen that is found in high temperature-cooked fish and meat.{38226} In humans, PhIP is metabolized by the cytochrome (CYP) P450 isoform CYP1A2 and conjugated by N-acetyltransferase or sulfotransferase to a metabolite that reacts with DNA to form adducts, which are directly correlated with increased risk of breast, colon, and prostate cancers.{38226,38227,38228} Chronic treatment (1 pM/L for 20 cycles) of MCF-10A cells with PhIP induces anchorage-independent cell growth and reduces cellular dependence on growth factors.{38226} It increases wild-type H-Ras gene and protein expression, which activates ERK signaling, MMP-2 and MMP-9 protein expression, and NOX1-driven production of reactive oxygen species (ROS) in vitro. In vivo, PhIP pre-treatment of MCF-10A cells increases tumor formation in a murine breast cancer xenograft model. In a CYP1A2 humanized rat model, PhIP induces formation of colon tumors with β-catenin gene mutations that hyperactivate the Wnt signaling pathway, mimicking the phenotype observed in human tumor isolates.{38228} In vivo administration of PhIP (400 ppm/week for 52 weeks) also increases the occurrence of atypical hyperplasias and carcinomas in the ventral prostate and seminal vesicles of rats.{38227}

Size	1 mg
Shipping	dry ice
CAS Number	105650-23-5
Molecular Formula	C₁₃H₁₂N₄
SMILES	CN1C(N)=NC(C1=C2)=NC=C2C3=CC=CC=C3
Molecular Weight	224,3
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2921.30
UNSPSC code	12352100

Technical File

MSDS

Click here to ask for your quote and get 15% off Cayman's products.

Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.