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Merck

SMB01383

PhIP

≥95% (HPLC)

Synonym(s):

2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

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About This Item

Empirical Formula (Hill Notation):
C13H12N4
CAS Number:
105650-23-5
Molecular Weight:
224.26
UNSPSC Code:
12352100
NACRES:
NA.28
MDL number:
MFCD00210745

Key Documents

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Product Name

PhIP, ≥95% (HPLC)

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

SMILES string

NC1=NC2=NC=C(C3=CC=CC=C3)C=C2N1C

biological source

synthetic

assay

≥95% (HPLC)

form

solid

shipped in

2-8°C

storage temp.

2-8°C

Quality Level

200

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Biochem/physiol Actions

Carcinogen developed in grilled meats. Induces breast and colon cancer in rats.

General description

PhIP (2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine) is a dietary genotoxic carcinogen formed in heat processed meat and fish via the Maillard reaction. PhIP is a primary metabolite activated by CYP1A2 and N-acetyltransferase 1 or sulfotransferase to DNA reactive metabolite.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Yueliang Zhao et al.
Journal of agricultural and food chemistry, 69(46), 13933-13941 (2021-11-11)
The effects of the deacetylation degree (DD) of chitosan on heterocyclic aromatic amine formation were investigated in chemical models and beef patties. The results in model systems showed that at lower addition levels (10 mg), chitosan with 85% DD showed

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