Introduction：Basic information about CAS 105650-23-5|PhIP, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | PhIP |
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| CAS Number | 105650-23-5 | Molecular Weight | 224.26100 |
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| Density | 1.3 g/cm3 | Boiling Point | 468.9ºC at 760 mmHg |
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| Molecular Formula | C13H12N4 | Melting Point | 300ºC |
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| MSDS | / | Flash Point | 237.4ºC |
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Names
| Name | PhIP |
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| Synonym | More Synonyms |
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PhIP BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
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| 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]. |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.3 g/cm3 |
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| Boiling Point | 468.9ºC at 760 mmHg |
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| Melting Point | 300ºC |
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| Molecular Formula | C13H12N4 |
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| Molecular Weight | 224.26100 |
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| Flash Point | 237.4ºC |
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| Exact Mass | 224.10600 |
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| PSA | 56.73000 |
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| LogP | 2.79870 |
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| Vapour Pressure | 5.74E-09mmHg at 25°C |
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| Index of Refraction | 1.699 |
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| InChIKey | UQVKZNNCIHJZLS-UHFFFAOYSA-N |
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| SMILES | Cn1c(N)nc2ncc(-c3ccccc3)cc21 |
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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 DATAACUTE 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
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Safety Information
| Hazard Codes | T: Toxic; |
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| HS Code | 2933990090 |
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Customs
| HS Code | 2933990090 |
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| 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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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 |
