N2-OH-PhIP

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 563231

CAS#: 124489-20-9

Description: N2-OH-PhIP is a PhIP metabolite.


Price and Availability

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N2-OH-PhIP is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 563231
Name: N2-OH-PhIP
CAS#: 124489-20-9
Chemical Formula: C13H12N4O
Exact Mass: 240.1011
Molecular Weight: 240.26
Elemental Analysis: C, 64.99; H, 5.03; N, 23.32; O, 6.66


Synonym: N2-OH-PhIP; N2 OH PhIP; N2OHPhIP; N-Hydroxy PhIP; N-OH PhIP;

IUPAC/Chemical Name: 2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine

InChi Key: DCVWQAGUQFBCTF-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H12N4O/c1-17-11-7-10(9-5-3-2-4-6-9)8-14-12(11)15-13(17)16-18/h2-8,18H,1H3,(H,14,15,16)

SMILES Code: CN1C(NO)=NC2=NC=C(C3=CC=CC=C3)C=C21


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.03.00


References

1: Vlaming ML, Teunissen SF, van de Steeg E, van Esch A, Wagenaar E, Brunsveld L, de Greef TF, Rosing H, Schellens JH, Beijnen JH, Schinkel AH. Bcrp1;Mdr1a/b;Mrp2 combination knockout mice: altered disposition of the dietary carcinogen PhIP (2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine) and its genotoxic metabolites. Mol Pharmacol. 2014 Mar;85(3):520-30. doi: 10.1124/mol.113.088823. Epub 2013 Dec 13. PubMed PMID: 24334255.

2: Chen C, Ma X, Malfatti MA, Krausz KW, Kimura S, Felton JS, Idle JR, Gonzalez FJ. A comprehensive investigation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) metabolism in the mouse using a multivariate data analysis approach. Chem Res Toxicol. 2007 Mar;20(3):531-42. Epub 2007 Feb 6. PubMed PMID: 17279779; PubMed Central PMCID: PMC1850849.

3: Kulp KS, Knize MG, Fowler ND, Salmon CP, Felton JS. PhIP metabolites in human urine after consumption of well-cooked chicken. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Mar 25;802(1):143-53. PubMed PMID: 15036006.

4: Prabhu S, Lee MJ, Hu WY, Winnik B, Yang I, Buckley B, Hong JY. Determination of 2-amino-1-methyl-6-phenylimidazo[4,5- b]pyridine (PhIP) and its metabolite 2-hydroxyamino-PhIP by liquid chromatography/electrospray ionization-ion trap mass spectrometry. Anal Biochem. 2001 Nov 15;298(2):306-13. PubMed PMID: 11700987.

5: Crofts FG, Sutter TR, Strickland PT. Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by human cytochrome P4501A1, P4501A2 and P4501B1. Carcinogenesis. 1998 Nov;19(11):1969-73. PubMed PMID: 9855011.

6: Crofts FG, Strickland PT, Hayes CL, Sutter TR. Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) by human cytochrome P4501B1. Carcinogenesis. 1997 Sep;18(9):1793-8. PubMed PMID: 9328177.

7: Dragsted LO, Alexander J, Wallin H, Frandsen H, Vang O. Bioactivation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]-pyridine by liver microsomes from three different rat strains. Pharmacol Toxicol. 1993 Jun;72(6):388-93. PubMed PMID: 8361949.