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Details

Stereochemistry ACHIRAL
Molecular Formula C12H11N3
Molecular Weight 197.2358
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-AMINO-3-METHYL-9H-PYRIDO(2,3-B)INDOLE

SMILES

CC1=CC2=C(NC3=C2C=CC=C3)N=C1N

InChI

InChIKey=IVLCGFRPPGNALI-UHFFFAOYSA-N
InChI=1S/C12H11N3/c1-7-6-9-8-4-2-3-5-10(8)14-12(9)15-11(7)13/h2-6H,1H3,(H3,13,14,15)

HIDE SMILES / InChI

Molecular Formula C12H11N3
Molecular Weight 197.2358
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Naturally occurring food toxins.
2010-09
Simultaneous determination of six non-polar heterocyclic amines in meat samples by supercritical fluid extraction-capillary electrophoresis under fluorimetric detection.
2010-07
Suitability of ionic liquids as mobile-phase additives in HPLC with fluorescence and UV detection for the determination of heterocyclic aromatic amines.
2010-02
Interaction of the cytochrome P4501A2, SULT1A1 and NAT gene polymorphisms with smoking and dietary mutagen intake in modification of the risk of pancreatic cancer.
2008-06
Differential effects of heterocyclic amines on poly(ADP-ribose) polymerase-1 and mono-ADP-ribosyltransferase A.
2006-09
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
Two food-borne heterocyclic amines: metabolism and DNA adduct formation of amino-alpha-carbolines.
2005-03
Analysis of alpha- and beta-carbolines in mainstream smoke of reference cigarettes by gas chromatography-mass spectrometry.
2004-08-13
Syntheses of DNA adducts of two heterocyclic amines, 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAalphaC) and 2-amino-9H-pyrido[2,3-b]indole (AalphaC) and identification of DNA adducts in organs from rats dosed with MeAalphaC.
2004-08
Modulation of cytochrome P450 1A1 by food-derived heterocyclic aromatic amines.
2004-07-01
Identification of metabolites in urine and feces from rats dosed with the heterocyclic amine, 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeA alpha C).
2004-06
Bioactivation of the heterocyclic aromatic amine 2-amino-3-methyl-9H-pyrido [2,3-b]indole (MeAalphaC) in recombinant test systems expressing human xenobiotic-metabolizing enzymes.
2004-05
Impact of five cytochrome p450 enzymes on the metabolism of two heterocyclic aromatic amines, 2-amino-9H-pyrido[2,3-b]indole (AalphaC) and 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAalphaC).
2003-05
The food mutagen 2-amino-9H-pyrido[2,3-b]indole (AalphaC) but not its methylated form (MeAalphaC) increases intestinal tumorigenesis in neonatally exposed multiple intestinal neoplasia mice.
2002-08
In vitro metabolism of two heterocyclic amines, 2-amino-9H-pyrido[2,3-b]indole (A(alpha)C) and 2-amino-3-methyl-9H-pyridol2,3-b]indole (MeA(alpha)C) in human and rat hepatic microsomes.
2002-03
Lead nitrate inhibits the induction of CYP1A mRNAs by aromatic amines but not by aryl hydrocarbons in the rat liver.
1996-09
Inhibition of human brain aromatic L-amino acid decarboxylase by cooked food-derived 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and other heterocyclic amines.
1990-08-24
Initiating activity in a two-stage mouse skin model of nine mutagenic pyrolysates of amino acids, soybean globulin and proteinaceous food.
1987-09
Carcinogenicity in mice and rats of heterocyclic amines in cooked foods.
1986-08
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:38:59 GMT 2025
Edited
by admin
on Mon Mar 31 19:38:59 GMT 2025
Record UNII
20AI638WCJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-AMINO-3-METHYL-9H-PYRIDO(2,3-B)INDOLE
Systematic Name English
2-AMINO-3-METHYL-.ALPHA.-CARBOLINE
Preferred Name English
ME-A-.ALPHA.-C
Common Name English
MEAAC
Common Name English
GLOB-P-1
Common Name English
3-METHYL-1H-PYRIDO(2,3-B)INDO-2-AMINE
Common Name English
MEA-ALPHA-C
Common Name English
1H-PYRIDO(2,3-B)INDOL-2-AMINE, 3-METHYL-
Systematic Name English
3-METHYL-9H-1,9-DIAZAFLUOREN-2-AMINE
Systematic Name English
MEA-ALPHA-C [IARC]
Common Name English
9H-PYRIDO(2,3-B)INDOL-2-AMINE, 3-METHYL-
Systematic Name English
ME-AA-C
Common Name English
Code System Code Type Description
FDA UNII
20AI638WCJ
Created by admin on Mon Mar 31 19:38:59 GMT 2025 , Edited by admin on Mon Mar 31 19:38:59 GMT 2025
PRIMARY
CAS
68006-83-7
Created by admin on Mon Mar 31 19:38:59 GMT 2025 , Edited by admin on Mon Mar 31 19:38:59 GMT 2025
PRIMARY
MESH
C017821
Created by admin on Mon Mar 31 19:38:59 GMT 2025 , Edited by admin on Mon Mar 31 19:38:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID5043766
Created by admin on Mon Mar 31 19:38:59 GMT 2025 , Edited by admin on Mon Mar 31 19:38:59 GMT 2025
PRIMARY
PUBCHEM
62244
Created by admin on Mon Mar 31 19:38:59 GMT 2025 , Edited by admin on Mon Mar 31 19:38:59 GMT 2025
PRIMARY