PhIP - Moligand™, ≥98% , CAS No.105650-23-5

CAS: 105650-23-5 Cat. No.: P275746 Molecular Weight: 224.26 EC Number: 631-286-0

GRADE & PURITY Moligand™, ≥98%

Synonyms

FT-0611009 | MFCD00210745 | MS-23263 | UNII-909C6UN66T | PHIP [MI] | DTXCID1017628 | 2-Amino-1methyl-6-phenylimidazo (4,5-b)pyridine | Imidazo(4,5-b)pyridine, 2-amino-1-methyl-6-phenyl- | Q4596855 | 1H-Imidazo(4,5-b)pyridin-2-amine, 1-methyl-6-phenyl- (9C

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

FT-0611009 | MFCD00210745 | MS-23263 | UNII-909C6UN66T | PHIP [MI] | DTXCID1017628 | 2-Amino-1methyl-6-phenylimidazo (4, 5-b)pyridine | Imidazo(4, 5-b)pyridine, 2-amino-1-methyl-6-phenyl- | Q4596855 | 1H-Imidazo(4, 5-b)pyridin-2-amine, 1-methyl-6-phenyl- (9C

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Carcinogenic heterocyclic amine. Metabolically activated by cytochrome P-450 1A (CYP1A2). Forms PhIP-DNA adducts. Tumorigenic potential. Active in vitro and in vivo .

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ACTIVATOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504750489
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750489
• Canonical Smiles: CN1C2=C(N=CC(=C2)C3=CC=CC=C3)N=C1N
• IUPAC Name: 1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine
• InChIKey: UQVKZNNCIHJZLS-UHFFFAOYSA-N
• INCHI: 1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)
• Isomeric SMILES: CN1C2=C(N=CC(=C2)C3=CC=CC=C3)N=C1N
• Molecular Weight: 224.26
• Reaxy-Rn: 5951264
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5951264&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Phenylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Phenylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyridines
• Alternative Parents: Imidazopyridines N-substituted imidazoles Benzene and substituted derivatives Aminoimidazoles Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-phenylpyridine - Imidazopyridine - Aminoimidazole - Monocyclic benzene moiety - Benzenoid - N-substituted imidazole - Azole - Heteroaromatic compound - Imidazole - Azacycle - Primary amine - Amine - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
• External Descriptors: primary amino compound - imidazopyridine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GSTA1 Tchem Glutathione S-transferase A1 (120 Activities)

Discover Target: GSTA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

Discover Target: ABCG2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Sensitivity: Light sensitive
• Molecular Weight: 224.260 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.106 Da
• Monoisotopic Mass: 224.106 Da
• Topological Polar Surface Area: 56.700 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 264.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Mantong Zhao, Zhongyuan Liu, Mengyin Zha, Ying Sun, Haohao Shi, Xueying Zhang, Chuan Li, Guanghua Xia.  (2025)  Investigation of the dose and structure effects of lipid oxidation products aldehydes on the generation of heterocyclic amines: A case study of 2-amino-1-methyl-6-phenylimidazo [4,5-b] pyridine (PhIP).  Food Chemistry-X,      [PMID:39974535] [10.1016/j.fochx.2025.102244]

2. Yuexia Qin, Zhuyu Zheng, Di Liu, Shuhua Sun, Xiaolei Zhao, Lei Lv, Dengyu Xie, Zhonghui Han, Jinxing He.  (2025)  Role of Furfural and 5-Methyl-2-furfural in Glucose-Induced Inhibition of 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) Formation in Chemical Models and Pork Patties.  MOLECULES,  30  (6): (1254).  [PMID:40142032] [10.3390/molecules30061254]