Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C11H10N4 |
| Molecular Weight | 198.2239 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C(N)=NC2=C1C=CC3=C2C=CC=N3
InChI
InChIKey=ARZWATDYIYAUTA-UHFFFAOYSA-N
InChI=1S/C11H10N4/c1-15-9-5-4-8-7(3-2-6-13-8)10(9)14-11(15)12/h2-6H,1H3,(H2,12,14)
| Molecular Formula | C11H10N4 |
| Molecular Weight | 198.2239 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Investigation of the separation of heterocyclic aromatic amines by reversed phase ion-pair liquid chromatography coupled with tandem mass spectrometry: the role of ion pair reagents on LC-MS/MS sensitivity. | 2005-10-25 |
|
| Quantitation of carcinogenic heterocyclic aromatic amines and detection of novel heterocyclic aromatic amines in cooked meats and grill scrapings by HPLC/ESI-MS. | 2005-04-20 |
|
| Characterization of antimutagenic mechanism of 3-allyl-5-substituted 2-thiohydantoins against 2-amino-3-methylimidazo[4,5-f]quinoline. | 2005-04 |
|
| Induction of colon tumors in C57BL/6J mice fed MeIQx, IQ, or PhIP followed by dextran sulfate sodium treatment. | 2005-04 |
|
| The effects of thyme volatiles on the induction of DNA damage by the heterocyclic amine IQ and mitomycin C. | 2005-03-07 |
|
| Formation of a mutagenic heterocyclic aromatic amine from creatinine in urine of meat eaters and vegetarians. | 2005-03 |
|
| Hemin potentiates nitric oxide-mediated nitrosation of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) to 2-nitrosoamino-3-methylimidazo[4,5-f]quinoline. | 2005-03 |
|
| The stimulatory role of human cytochrome b5 in the bioactivation activities of human CYP1A2, 2A6 and 2E1: a new cell expression system to study cytochrome P450 mediated biotransformation. | 2005-03 |
|
| A comparison of genotoxicity between three common heterocyclic amines and acrylamide. | 2005-02-07 |
|
| Myeloperoxidase potentiates nitric oxide-mediated nitrosation. | 2005-01-21 |
|
| In vivo mutational analysis of liver DNA in gpt delta transgenic rats treated with the hepatocarcinogens N-nitrosopyrrolidine, 2-amino-3-methylimidazo[4,5-f]quinoline, and di(2-ethylhexyl)phthalate. | 2005-01 |
|
| Genotoxicity of environmental agents assessed by the alkaline comet assay. | 2005 |
|
| Synthesis of the N2-deoxyguanosine adduct of the potent dietary mutagen IQ. | 2004-12-23 |
|
| Lactoperoxidase-catalyzed activation of carcinogenic aromatic and heterocyclic amines. | 2004-12 |
|
| Sucrose and IQ induced mutations in rat colon by independent mechanism. | 2004-10-04 |
|
| Site-specific synthesis and properties of oligonucleotides containing C8-deoxyguanosine adducts of the dietary mutagen IQ. | 2004-09-15 |
|
| Heterocyclic amines in some Swedish cooked foods industrially prepared or from fast food outlets and restaurants. | 2004-09 |
|
| Characterization of a peptide adduct formed by N-acetoxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), a reactive intermediate of the food carcinogen PhIP. | 2004-08 |
|
| Short-term black tea intake modulates the excretion of urinary mutagens in rats treated with 2-amino-3-methylimidazo-[4,5-f]quinoline (IQ): role of CYP1A2 upregulation. | 2004-08 |
|
| Effects of sucrose and cornstarch on 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-induced colon and liver carcinogenesis in F344 rats. | 2004-06-08 |
|
| 2-Nitrosoamino-3-methylimidazo[4,5-f]quinoline stability and reactivity. | 2004-05 |
|
| Inhibitory effects of beer on heterocyclic amine-induced mutagenesis and PhIP-induced aberrant crypt foci in rat colon. | 2004-04-11 |
|
| An improved method for the extraction of mutagens from human urine and cooked meat using blue rayon. | 2004-04-11 |
|
| Formation and reduction of aryl and heterocyclic nitroso compounds and significance in the flux of hydroxylamines. | 2004-04 |
|
| Protective effects of Brussels sprouts, oligosaccharides and fermented milk towards 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-induced genotoxicity in the human flora associated F344 rat: role of xenobiotic metabolising enzymes and intestinal microflora. | 2004-03-25 |
|
| Effect of common Brassica vegetables (Brussels sprouts and red cabbage) on the development of preneoplastic lesions induced by 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in liver and colon of Fischer 344 rats. | 2004-03-25 |
|
| Effect of intestinal microfloras from vegetarians and meat eaters on the genotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline, a carcinogenic heterocyclic amine. | 2004-03-25 |
|
| Mechanisms by which resistant starches and non-starch polysaccharide sources affect the metabolism and disposition of the food carcinogen, 2-amino-3-methylimidazo[4,5-f]quinoline. | 2004-03-25 |
|
| Determination of heterocyclic aromatic amines (HAs) content in samples of household-prepared meat dishes. | 2004-03-25 |
|
| Anti-genotoxic activity of the mushroom Lactarius vellereus extract in bacteria and in mammalian cells in vitro. | 2004-03 |
|
| Functional characterization of four allelic variants of human cytochrome P450 1A2. | 2004-02-01 |
|
| Antimutagenic activity of spearmint. | 2004 |
|
| Cigarette smoking, cytochrome P4501A1 polymorphisms, and breast cancer among African-American and white women. | 2004 |
|
| Bacterial antimutagenesis by hydroxycinnamic acids from plant cell walls. | 2003-12-09 |
|
| Prevention of heterocyclic amine-induced DNA damage in colon and liver of rats by different lactobacillus strains. | 2003-12 |
|
| Effects of dietary antioxidants and 2-amino-3-methylimidazo[4,5-f]- quinoline (IQ) on preneoplastic lesions and on oxidative damage, hormonal status, and detoxification capacity in the rat. | 2003-10 |
|
| Regional mutagenicity of heterocyclic amines in the intestine: mutation analysis of the cII gene in lambda/lacZ transgenic mice. | 2003-08-05 |
|
| The disposition and metabolism of 2-amino-3-methylimidazo-[4,5-f]quinoline in the F344 rat at high versus low doses of indole-3-carbinol. | 2003-08 |
|
| Dietary low-dose sucrose modulation of IQ-induced genotoxicity in the colon and liver of Big Blue rats. | 2003-06-19 |
|
| Contrasting effects of non-starch polysaccharide and resistant starch-based diets on the disposition and excretion of the food carcinogen, 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), in a rat model. | 2003-06 |
|
| Modulation of the mutagenicity of heterocyclic amines by organophosphate insecticides and their metabolites. | 2003-04-20 |
|
| Effect of high sucrose diet on cytochrome P450 1A and heterocyclic amine mutagenesis. | 2003-04-12 |
|
| Mutational analysis of Ctnnb1 and Apc in tumors from rats given 1,2-dimethylhydrazine or 2-amino-3-methylimidazo[4,5-f]quinoline: mutational 'hotspots' and the relative expression of beta-catenin and c-jun. | 2003-04 |
|
| Inhibition of mutagenicity of food-derived heterocyclic amines by sulforaphane--a constituent of broccoli. | 2003-03 |
|
| Use of human liver S9 in the Ames test: assay of three procarcinogens using human S9 derived from multiple donors. | 2003-02 |
|
| Modulation by flavonoids of the effects of a food mutagen in different thalassaemia genotypes in the Comet assay. | 2003 |
|
| Effect of dietary constituents with chemopreventive potential on adduct formation of a low dose of the heterocyclic amines PhIP and IQ and phase II hepatic enzymes. | 2003 |
|
| Inhibitory effect of dibenzoylmethane on mutagenicity of food-derived heterocyclic amine mutagens. | 2003 |
|
| Inhibitory effect of curcumin and its natural analogues on genotoxicity of heterocyclic amines from cooked food. | 2002-12 |
|
| 2-Amino-3-methylimidazo[4,5-f]quinolone (IQ). | 2002 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:46:27 GMT 2025
by
admin
on
Mon Mar 31 18:46:27 GMT 2025
|
| Record UNII |
30GL3D3T0G
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
53462
Created by
admin on Mon Mar 31 18:46:27 GMT 2025 , Edited by admin on Mon Mar 31 18:46:27 GMT 2025
|
PRIMARY | |||
|
76180-96-6
Created by
admin on Mon Mar 31 18:46:27 GMT 2025 , Edited by admin on Mon Mar 31 18:46:27 GMT 2025
|
PRIMARY | |||
|
7085
Created by
admin on Mon Mar 31 18:46:27 GMT 2025 , Edited by admin on Mon Mar 31 18:46:27 GMT 2025
|
PRIMARY | |||
|
DTXSID4020745
Created by
admin on Mon Mar 31 18:46:27 GMT 2025 , Edited by admin on Mon Mar 31 18:46:27 GMT 2025
|
PRIMARY | |||
|
30GL3D3T0G
Created by
admin on Mon Mar 31 18:46:27 GMT 2025 , Edited by admin on Mon Mar 31 18:46:27 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine content in cooked food sample. 194?37 pg/g sample.
|
||
|
PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 140?58 pg/g sample.
|
