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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
Carcinogenicities in mice and rats of IQ, MeIQ, and MeIQx.
1985
Carcinogenicity in mice and rats of heterocyclic amines in cooked foods.
1986 Aug
Human liver microsomal cytochrome P-450 enzymes involved in the bioactivation of procarcinogens detected by umu gene response in Salmonella typhimurium TA 1535/pSK1002.
1989 Jun 15
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
Recombinant human P450 forms 1A1, 1A2, and 1B1 catalyze the bioactivation of heterocyclic amine mutagens in Escherichia coli lacZ strains.
2001
Inhibitory effects of bitter melon (Momordica charantia Linn.) on bacterial mutagenesis and aberrant crypt focus formation in the rat colon.
2001 Feb
LacI transgenic animal study: relationships among DNA-adduct levels, mutant frequencies and cancer incidences.
2001 Jun 2
Mutagenicity of food-derived carcinogens and the effect of antioxidant vitamins.
2002
Studies on mammary carcinogenesis induced by a heterocyclic amine, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, in mice and rats.
2002
Inhibitory effect of curcumin and its natural analogues on genotoxicity of heterocyclic amines from cooked food.
2002 Dec
Antimutagenicity of Murdannia loriformis in the Salmonella mutation assay and its inhibitory effects on azoxymethane-induced DNA methylation and aberrant crypt focus formation in male F344 rats.
2002 Feb
Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods.
2002 Jul
Antimutagenic activities of various lactic acid bacteria against food mutagens: heterocyclic amines.
2002 May
Inhibitory effect of dibenzoylmethane on mutagenicity of food-derived heterocyclic amine mutagens.
2003
Regional mutagenicity of heterocyclic amines in the intestine: mutation analysis of the cII gene in lambda/lacZ transgenic mice.
2003 Aug 5
Beta-catenin mutations in liver tumors induced by 2-amino-3,4-dimethylimidazo[4,5-f]quinoline in CDF1 mice.
2003 Jul 30
Uptake of heterocyclic aromatic amine by insoluble dietary fiber in artificial gastric and intestinal juice.
2004 Mar
Determination of heterocyclic aromatic amines (HAs) content in samples of household-prepared meat dishes.
2004 Mar 25
Lack of formation of heterocyclic amines in fumes from frying French fries.
2006 Sep
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
Implication of replicative stress-related stem cell ageing in radiation-induced murine leukaemia.
2009 Jul 21
Naturally occurring food toxins.
2010 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:25:46 UTC 2023
Edited
by admin
on Fri Dec 15 18:25:46 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 18:25:46 UTC 2023
PRIMARY
CAS
77094-11-2
Created by admin on Fri Dec 15 18:25:46 UTC 2023 , Edited by admin on Fri Dec 15 18:25:46 UTC 2023
PRIMARY
HSDB
7766
Created by admin on Fri Dec 15 18:25:46 UTC 2023 , Edited by admin on Fri Dec 15 18:25:46 UTC 2023
PRIMARY
PUBCHEM
62274
Created by admin on Fri Dec 15 18:25:46 UTC 2023 , Edited by admin on Fri Dec 15 18:25:46 UTC 2023
PRIMARY
FDA UNII
G2Q7M1P33X
Created by admin on Fri Dec 15 18:25:46 UTC 2023 , Edited by admin on Fri Dec 15 18:25:46 UTC 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.