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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N4
Molecular Weight 212.2505
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-AMINO-3,4-DIMETHYLIMIDAZO(4,5-F)QUINOLINE

SMILES

CN1C(N)=NC2=C1C(C)=CC3=C2C=CC=N3

InChI

InChIKey=GMGWMIJIGUYNAY-UHFFFAOYSA-N
InChI=1S/C12H12N4/c1-7-6-9-8(4-3-5-14-9)10-11(7)16(2)12(13)15-10/h3-6H,1-2H3,(H2,13,15)

HIDE SMILES / InChI

Molecular Formula C12H12N4
Molecular Weight 212.2505
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Induction of tumors in the Zymbal gland, oral cavity, colon, skin and mammary gland of F344 rats by a mutagenic compound, 2-amino-3,4-dimethylimidazo[4,5-f]quinoline.
1989 Mar
Detection of a Ha-ras point mutation by polymerase chain reaction-single strand conformation polymorphism analysis in 2-amino-3,4-dimethylimidazo[4,5-f]quinoline-induced mouse forestomach tumors.
1992 Feb 29
Uroporphyrinogen oxidation catalyzed by reconstituted cytochrome P450IA2.
1992 May 1
Dietary carcinogens and mammary carcinogenesis. Induction of rat mammary carcinomas by administration of heterocyclic amines in cooked foods.
1994 Aug 1
Mutation, loss of heterozygosity, and recombination of the p53 gene in mouse forestomach tumors induced by 2-amino-3,4-dimethylimidazo[4,5-f]quinoline.
1995 Jan
Chromosome aberrations induced in mice by chronic feeding of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ).
1998 Jun
No direct correlation between mutant frequencies and cancer incidence induced by MeIQ in various organs of Big Blue mice.
1998 May 25
Establishment of a Salmonella tester strain highly sensitive to mutagenic heterocylic amines.
1999 Sep 1
Flavonoids inhibit genetic toxicity produced by carcinogens in cells expressing CYP1A2 and CYP1A1.
2002 Jan
Human prostate epithelial cells metabolize chemicals of dietary origin to mutagens.
2002 Jan 25
Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods.
2002 Jul
Effects of dairy products on heterocyclic aromatic amine-induced rat colon carcinogenesis.
2002 Mar
Genetic polymorphisms in heterocyclic amine metabolism and risk of colorectal adenomas.
2002 Mar
Antimutagenic activities of various lactic acid bacteria against food mutagens: heterocyclic amines.
2002 May
Mammary gland carcinogenesis by food-derived heterocyclic amines and studies on the mechanisms of carcinogenesis of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP).
2002 Sep 30
Induction of colon tumors in C57BL/6J mice fed MeIQx, IQ, or PhIP followed by dextran sulfate sodium treatment.
2005 Apr
Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test.
2005 Jan
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 Oct 25
Suppression of MeIQ-induced SOS response by allylbenzenes from Asiasarum heterotropoides in the Salmonella typhimurium OY1001/1A2 umu test.
2006 Jun
Biochemical basis of genotoxicity of heterocyclic arylamine food mutagens: Human DNA polymerase eta selectively produces a two-base deletion in copying the N2-guanyl adduct of 2-amino-3-methylimidazo[4,5-f]quinoline but not the C8 adduct at the NarI G3 site.
2006 Sep 1
Validation of an in vitro screening test for predicting the tumor promoting potential of chemicals based on gene expression.
2010 Apr
Determination of heterocyclic amines in urine samples by capillary liquid chromatography with evaporated light-scattering detection.
2010 May
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:25:46 GMT 2023
Edited
by admin
on Fri Dec 15 18:25:46 GMT 2023
Record UNII
G2Q7M1P33X
Record Status Validated (UNII)
Record Version
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Name Type Language
2-AMINO-3,4-DIMETHYLIMIDAZO(4,5-F)QUINOLINE
HSDB  
Systematic Name English
METHYL-IQ
Common Name English
2-AMINO-3,4-DIMETHYLIMIDAZO(4,5-F)QUINOLINE [HSDB]
Common Name English
3H-IMIDAZO(4,5-F)QUINOLIN-2-AMINE, 3,4-DIMETHYL-
Systematic Name English
MEIQ [IARC]
Common Name English
MEIQ
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID6020800
Created by admin on Fri Dec 15 18:25:46 GMT 2023 , Edited by admin on Fri Dec 15 18:25:46 GMT 2023
PRIMARY
CAS
77094-11-2
Created by admin on Fri Dec 15 18:25:46 GMT 2023 , Edited by admin on Fri Dec 15 18:25:46 GMT 2023
PRIMARY
HSDB
7766
Created by admin on Fri Dec 15 18:25:46 GMT 2023 , Edited by admin on Fri Dec 15 18:25:46 GMT 2023
PRIMARY
PUBCHEM
62274
Created by admin on Fri Dec 15 18:25:46 GMT 2023 , Edited by admin on Fri Dec 15 18:25:46 GMT 2023
PRIMARY
FDA UNII
G2Q7M1P33X
Created by admin on Fri Dec 15 18:25:46 GMT 2023 , Edited by admin on Fri Dec 15 18:25:46 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine skin content in cooked food sample. 375?52 pg/g sample. Heterocyclic amine flesh content in cooked food sample. 67 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine content in cooked food sample. 424?87 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine flesh content in cooked food sample. 180 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine skin content in cooked food sample. 317?14 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine in cooked meat sample. 86?12 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine in cooked meat sample. 142?22 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Semi-Dried(Aji-Hiraki) JAPANESE HORSE MACKEREL SKIN, COOKED Heterocyclic amine skin content in cooked food sample. 262?41 pg/g sample. Heterocyclic amine flesh content in cooked food sample. 70 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine skin content in cooked food sample. 435?57 pg/g sample. Heterocyclic amine flesh content in cooked food sample. 98 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine flesh content in cooked food sample. 319 pg/g sample.
PARENT -> CONSTITUENT ALWAYS PRESENT
Heterocyclic amine in well cooked meat sample. 94?12 pg/g sample. Heterocyclic amine in medium cooked meat sample. 125?31 pg/g sample.