PhIP

Modify Date: 2024-01-10 02:57:07

PhIP Structure
PhIP structure
 Common Name PhIP
CAS Number 105650-23-5 Molecular Weight 224.26100
Density 1.3 g/cm3 Boiling Point 468.9ºC at 760 mmHg
Molecular Formula C13H12N4 Melting Point 300ºC
MSDS N/A Flash Point 237.4ºC

 Use of PhIP


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].

 Names

Name PhIP
Synonym More Synonyms

 PhIP Biological Activity

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
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.

 Chemical & Physical Properties

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

 Toxicological Information

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

 Safety Information

Hazard Codes T: Toxic;
HS Code 2933990090

 Synthetic Route

 Customs

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%

 Synonyms

4,5-b> 1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine
2-amino-1-methyl-6-phenylimidazo<4,5-f>pyridine
PIQ
MFCD00210745
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Related Compounds: More...
PhIP-D3
210049-13-1
Nitro-phip
129018-59-3
Azido-phip
135577-57-0
N2-OH-PhIP
124489-20-9
Nitro-PhIP-d3
303173-40-2
dG-C8-PhIP-d3
303173-39-9
N-ACETOXY-PHIP
142784-27-8
5-Hydroxy-PhIP
159471-46-2
N-Acetoxy-phip
38105-27-0
Chemsrc provides PhIP(CAS#:105650-23-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of PhIP are included as well.>> amp version: PhIP

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