Dayang Chem (Hangzhou) Co., Ltd.
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Product Name: 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
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105650-23-5

105650-23-5 structure

Name: PhIP
Chemical Name: PhIP
CAS Number: 105650-23-5
Molecular Formula: C₁₃H₁₂N₄
Molecular Weight: 224.26100
Catalog: Research Areas Cancer
Create Date: 2018-12-17 20:11:18
Modify Date: 2026-07-01 14:30:50
PhIP is the most abundant of generation of heterocyclic amines (HCA), resulted in the cooking of meat[1][2]. DNA damaging and mutagenic activities. PhIP also has oestrogenic activity that could contribute to its tissue specific carcinogenicity[2].

Name	PhIP
Synonyms	2-AMINO-1-METHYL-6-PHENYLIMADAZO(4,5-B)PYRIDINE 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, 2-Amino-1-methyl-6-phenyl-4-azabenzimidazole Ccris 4,5-b> 1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine 2-Amino-1-methyl-6-phenylimidazo[4,5,b]pyridine, (PhIP) Imidazo(4,5-B)pyridine, 2-amino-1-methyl-6-phenyl 5-b)pyridine,2-amino-1-methyl-6-phenyl-imidazo( PhIP, 10 mM in DMSO 1H-Imidazo(4,5-B)pyridin-2-amine, 1-methyl-6-phenyl- (9ci) MFCD00210745 Amino-1-methyl-6-phenylimidazo[4.5-b]pyridine 2-amino-1-methyl-6-phenylimidazo<4,5-f>pyridine 5-b)pyridine,2-amino-1-methyl-6-phenyl-1h-imidazo( N,N-diethyl-3-hydroxy-4-methoxybenzamide 1H-Imidazo[4,5-b]pyridin-2-amine, 1-methyl-6-phenyl 2-AMINO-1-METHYL-6-PHENYL-1H-IMIDAZO[4,5-B]PYRIDINE 2-Amino-1-methyl-6-phenylimidazo[4,5-β]pyridine 1H-Imidazo(4,5-B)pyridine, 2-amino-1-methyl-6-phenyl 5-b)pyridin-2-amine,1-methyl-6-phenyl-1h-imidazo( 2-AMINO-1-METHYL-6-PHENOLIMIDAZO[4,5-B]PYRIDINE 2-AMINO-1-METHYL-6-PHENYLIMIDAZO[4,5-B]PYRIDINE PIQ 1-Methyl-6-phenyl-1H-imidazo[4,5-β]pyridin-2-amine Brn 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine

Description	PhIP is the most abundant of generation of heterocyclic amines (HCA), resulted in the cooking of meat[1][2]. DNA damaging and mutagenic activities. PhIP also has oestrogenic activity that could contribute to its tissue specific carcinogenicity[2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Others >> Others
In Vitro	PhIP causes widespread and largely over-lapping effects on miRNA expression. PhIP induces widespread effects via activation of oestrogen receptor alpha (ERα). Deregulation of miRNA by PhIP could potentially be an important non-DNA-damaging carcinogenic mechanism in breast cancer[2].
In Vivo	In hCYP1A-mice, PhIP induces inflammation, epithelial cell damage, and prostatic intraepithelial neoplasia in the dorsolateral prostate lobe compared to the ventral lobe. PhIP forms DNA adducts in the prostate, PhIP also induces oxidative stress, atrophy of the acini, and inflammation of the prostate of rodents[1].
References	[1]. Bellamri M, et al. Metabolic Activation of the Cooked Meat Carcinogen 2-Amino-1-Methyl-6-Phenylimidazo[4,5-b]Pyridine in Human Prostate. Toxicol Sci. 2018 Jun 1;163(2):543-556. [2]. Papaioannou MD, et ak. The cooked meat-derived mammary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) elicits estrogenic-like microRNA responses in breast cancer cells. Toxicol Lett. 2014 Aug 17;229(1):9-16.

Density	1.3 g/cm3
Boiling Point	468.9ºC at 760 mmHg
Melting Point	300ºC
Molecular Formula	C₁₃H₁₂N₄
Molecular Weight	224.26100
Flash Point	237.4ºC
Exact Mass	224.10600
PSA	56.73000
LogP	2.79870
Vapour Pressure	5.74E-09mmHg at 25°C
Index of Refraction	1.699

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NJ5199900

CHEMICAL NAME :: Imidazo(4,5-b)pyridine, 2-amino-1-methyl-6-phenyl-

CAS REGISTRY NUMBER :: 105650-23-5

LAST UPDATED :: 199712

DATA ITEMS CITED :: 31

MOLECULAR FORMULA :: C13-H12-N4

MOLECULAR WEIGHT :: 224.29

WISWESSER LINE NOTATION :: T56 BN DN FNJ B1 CZ HR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8736 mg/kg/52W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 37056 mg/kg/83W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4200 mg/kg/44W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 449 mg/kg/8W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

TYPE OF TEST :: DNA adduct

TYPE OF TEST :: DNA adduct

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Cytogenetic analysis

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Mutation in mammalian somatic cells

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 10 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 325,125,1994 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993 IARC Cancer Review:Human Inadequate EvidenceE IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993 IARC Cancer Review:Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993

Hazard Codes	T: Toxic;
HS Code	2933990090

Precursor 9
125572-33-0 878996-00-0 39827-54-8 39856-98-9
1097725-70-6 625-92-3 50720-12-2 20826-04-4
152684-24-7
DownStream 2
129018-59-3 124489-20-9

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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