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Details

Stereochemistry ACHIRAL
Molecular Formula C13H13N3
Molecular Weight 211.2624
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-AMINO-1,4-DIMETHYL-5H-PYRIDO(4,3-B)INDOLE

SMILES

CC1=NC(N)=C(C)C2=C1C3=CC=CC=C3N2

InChI

InChIKey=LVTKHGUGBGNBPL-UHFFFAOYSA-N
InChI=1S/C13H13N3/c1-7-12-11(8(2)15-13(7)14)9-5-3-4-6-10(9)16-12/h3-6,16H,1-2H3,(H2,14,15)

HIDE SMILES / InChI

Molecular Formula C13H13N3
Molecular Weight 211.2624
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Carcinogenicity in mice and rats of heterocyclic amines in cooked foods.
1986 Aug
Tumor induction in mice administered neonatally with 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole or 3-amino-1-methyl-5H-pyrido[4,3-b]indole.
1987 Nov
Initiating activity in a two-stage mouse skin model of nine mutagenic pyrolysates of amino acids, soybean globulin and proteinaceous food.
1987 Sep
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 Aug 24
Antagonism of gamma-aminobutyric acidA receptor-mediated responses by amino-gamma-carbolines.
1990 Mar
Inhibition of tryptophan hydroxylase by food-derived carcinogenic heterocyclic amines, 3-amino-1-methyl-5H-pyrido[4,3-b]indole and 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole.
1991 Jan 15
Enhancement of GST-P positive liver cell foci development by combined treatment of rats with five heterocyclic amines at low doses.
1991 May
The effect of a heterocyclic amine, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), on tyrosine hydroxylase mRNA in PC12h cells.
1993 May 14
Food-derived heterocyclic amines, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole and related amines, as inhibitors of monoamine metabolism.
1994
Suppression of chemical mutagen-induced SOS response by alkylphenols from clove (Syzygium aromaticum) in the Salmonella typhimurium TA1535/pSK1002 umu test.
2001 Aug
Induction of cytochrome P450 1B1 in lung, liver and kidney of rats exposed to diesel exhaust.
2001 Dec
Metabolic activation of heterocyclic amines and other procarcinogens in Salmonella typhimurium umu tester strains expressing human cytochrome P4501A1, 1A2, 1B1, 2C9, 2D6, 2E1, and 3A4 and human NADPH-P450 reductase and bacterial O-acetyltransferase.
2001 May 31
The heterocyclic amine, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole induces apoptosis in cocultures of rat parenchymal and nonparenchymal liver cells.
2001 Nov 15
Inhibitory effect of curcumin and its natural analogues on genotoxicity of heterocyclic amines from cooked food.
2002 Dec
3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (trp-P-1) is incorporated into rat splenocytes, thymocytes, and hepatocytes through monoamine transporters and induces apoptosis.
2002 Jun
Inhibitory effect of dibenzoylmethane on mutagenicity of food-derived heterocyclic amine mutagens.
2003
3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) triggers apoptosis by DNA double-strand breaks caused by inhibition of topoisomerase I.
2004 Jul
Modulation of cytochrome P450 1A1 by food-derived heterocyclic aromatic amines.
2004 Jul 1
Antigenotoxic properties of Cassia tea (Cassia tora L.): mechanism of action and the influence of roasting process.
2004 Nov 19
Chemical synthesis of 2'-deoxyguanosine-C8 adducts with heterocyclic amines: an application to synthesis of oligonucleotides site-specifically adducted with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine.
2006 Jun
Differential effects of heterocyclic amines on poly(ADP-ribose) polymerase-1 and mono-ADP-ribosyltransferase A.
2006 Sep
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 17:44:08 UTC 2023
Edited
by admin
on Fri Dec 15 17:44:08 UTC 2023
Record UNII
LAH2R5Z22D
Record Status Validated (UNII)
Record Version
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Name Type Language
3-AMINO-1,4-DIMETHYL-5H-PYRIDO(4,3-B)INDOLE
Systematic Name English
TRP-P-1
Common Name English
3-AMINO-1,4-DIMETHYL-.GAMMA.-CARBOLINE
Common Name English
TRYPTOPHAN P 1
Common Name English
5H-PYRIDO(4,3-B)INDOL-3-AMINE, 1,4-DIMETHYL-
Systematic Name English
1,4-DIMETHYL-5H-PYRIDO(4,3-B)INDOL-3-AMINE
Systematic Name English
TRYPTOPHAN-P-1
Common Name English
TRP-P 1
Common Name English
TRP-P-1 [IARC]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID0043767
Created by admin on Fri Dec 15 17:44:08 UTC 2023 , Edited by admin on Fri Dec 15 17:44:08 UTC 2023
PRIMARY
PUBCHEM
5284474
Created by admin on Fri Dec 15 17:44:08 UTC 2023 , Edited by admin on Fri Dec 15 17:44:08 UTC 2023
PRIMARY
CAS
62450-06-0
Created by admin on Fri Dec 15 17:44:08 UTC 2023 , Edited by admin on Fri Dec 15 17:44:08 UTC 2023
PRIMARY
FDA UNII
LAH2R5Z22D
Created by admin on Fri Dec 15 17:44:08 UTC 2023 , Edited by admin on Fri Dec 15 17:44:08 UTC 2023
PRIMARY
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