![2-Amino-1-methyl-6-phenylimidazo[4,5-B]pyridine structure, CAS 105650-23-5](/structures/100000/83115_1_105650_23_5.png)
CAS Number105650-23-5
Synonyms4,5-b> 1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine; 2-amino-1-methyl-6-phenylimidazo<4,5-f>pyridine; PIQ; MFCD00210745
Molecular FormulaC13H12N4
Molecular Weight224.26
Purity≥95 (HPLC)%
Density1.3 g/cm3
Boiling Point468.9ºC at 760 mmHg
Melting Point300ºC
Appearancesolid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 105650-23-5 |
| Catalog No. | 2A-9083115 |
| Chinese Name | 2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶 |
| 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 |
| Molecular Formula | C13H12N4 |
| Molecular Weight | 224.26 |
| Purity | ≥95 (HPLC) |
| Density | 1.3 g/cm3 |
| Boiling Point | 468.9ºC at 760 mmHg |
| Melting Point | 300ºC |
| Appearance | solid |
| Storage Condition | Warehouse ventilation and low temperature drying |
| Application | PhIP is a heterocyclic aromatic amine (HAA) formed in cooked meat and is a possible carcinogen. DNA destructive and mutagenic. PhIP also has estrogenic activity, which may contribute to its tissue-spe |
| HTC | 2933990090 |
| MDL Number | MFCD00210745 |
| SMILES | NC1=NC2=NC=C(C3=CC=CC=C3)C=C2N1C |
| 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) |
| InChI Key | UQVKZNNCIHJZLS-UHFFFAOYSA-N |
| NACRES Code | NA.28 |
| UNSPSC | 12352100 |
| MSDS | msds/83115_1_105650_23_5.pdf |
| Use of | 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]. Properties 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 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. Chemical & Physical Properties Molecular Formula C13H12N4 Exact Mass 224.10600 PSA 56.73000 LogP 2.79870 Index of Refraction 1.699 InChIKey UQVKZNNCIHJZLS-UHFFFAOYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : Imidazo(4,5-b)pyridine, 2-amino-1-methyl-6-phenyl- CAS REGISTRY NUMBER : 105650-23-5 LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C13-H12-N4 MOLECULAR WEIGHT : WISWESSER LINE NOTATION : HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 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 : 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 1-methyl-6-phen... 125572-33-0 105650-23-5 Literature: Choshi, Tominari; Tonari, Akiko; Yoshioka, Haruyuki; Harada, Kenichi; Sugino, Eiichi; Hibino, Satoshi Journal of Organic Chemistry, 1993 , vol. 58, # 27 p. 7952 - 7954 2-amino-1-methy... 878996-00-0 105650-23-5 Literature: Bjoerk, Malin; Grivas, Spiros Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 1 p. 101 - 109 39827-52-6 105650-23-5 Literature: Journal of Heterocyclic Chemistry, , vol. 43, # 1 p. 101 - 109 Precursor & DownStream Precursor 9 CAS#:125572-33-0 1-methyl-6-phen... CAS#:878996-00-0 2-amino-1-methy... CAS#:39827-54-8 2-azidobenzo[b]... CAS#:39856-98-9 2-Bromobenzo[b]... DownStream 2 CAS#:129018-59-3 1-Methyl-2-nitr... CAS#:124489-20-9 N2-OH-PhIP |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: 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% |
| Related Products in Heterocyclic Building Blocks | ||
|---|---|---|
| 1-Benzyl-2-(methylsulfanyl)-1H-imidazole-5-carboxylicacid | 403479-30-1 | 2A-9083102 |
| 4-Bromo-1-Methyl-1H-imidazole-5-carboxaldehyde | 141524-74-5 | 2A-9083103 |
| N,N-Dimethyl-4-iodo-1H-imidazole-1-sulfonamide | 135773-25-0 | 2A-9083106 |
| 1-Trityl-1H-imidazole-4-methanol | 33769-07-2 | 2A-9083107 |
| 2-Methyl-1-(4-nitrobenzyl)-1H-imidazole | 56643-86-8 | 2A-9083109 |
| 5-(Trifluoromethyl)-1H-benzo[D]imidazole-2-thiol | 86604-73-1 | 2A-9083116 |
| 5-Chloro-2-(trifluoromethyl)benzimidazole | 656-49-5 | 2A-9083118 |
| 1-furan-2-yl-2-[2-(2-hydroxy-ethylamino)-benzoimidazol-1-yl]-ethanone | 435345-13-4 | 2A-9083119 |
| 1-furan-2-yl-2-[2-(3-hydroxy-propylamino)-benzoimidazol-1-yl]-ethanone | 435341-14-5 | 2A-9083120 |
| 5-Chloro-2-(piperidin-4-yloxy)pyridinedihydrochloride | 944390-66-3 | 2A-9083122 |
| Browse all Heterocyclic Building Blocks products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS