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
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)
| 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
| Title | Date | PubMed |
|---|---|---|
| Carcinogenicity in mice of mutagenic compounds from a tryptophan pyrolyzate. | 1981 Jul 17 |
|
| Induction of bladder cancer in mice by implanting pellets containing tryptophan pyrolysis products. | 1982 Oct |
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| Carcinogenicity in mice and rats of heterocyclic amines in cooked foods. | 1986 Aug |
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| 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 |
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| Reduction of enzyme activity of tyrosine hydroxylase and aromatic L-aminoacid decarboxylase in clonal pheochromocytoma PC12h cells by carcinogenic heterocyclic amines. | 1988 Dec 15 |
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| Carcinogenic tryptophan pyrolysis products potent inhibitors of type A monoamine oxidase and the platelet response to 5-hydroxytryptamine. | 1988 May |
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| 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 |
|
| Elevation of levels of carcinogenic tryptophan pyrolysis products in plasma and red blood cells of patients with uremia. | 1992 Jan |
|
| 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 |
|
| Effects of beta- and gamma-carboline derivatives of DNA topoisomerase activities. | 1996 Feb 1 |
|
| Suppression of chemical mutagen-induced SOS response by alkylphenols from clove (Syzygium aromaticum) in the Salmonella typhimurium TA1535/pSK1002 umu test. | 2001 Aug |
|
| Structural analysis of a novel antimutagenic compound, 4-Hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult.) against mutagenic heterocyclic amines. | 2001 Jun |
|
| DNA-damaging carcinogen 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) induces apoptosis via caspase-9 in primary cultured rat hepatocytes. | 2001 May |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) induces caspase-dependent apoptosis in mononuclear cells. | 2001 May 28 |
|
| 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 |
|
| Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods. | 2002 Jul |
|
| 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 |
|
| Antimutagenic activity of flavonoids from Chrysanthemum morifolium. | 2003 Oct |
|
| Antimutagenic activity of phenylpropanoids from clove (Syzygium aromaticum). | 2003 Oct 22 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole induces apoptosis and necrosis with activation of different caspases in rat splenocytes. | 2004 Apr |
|
| 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 |
|
| Uptake of heterocyclic aromatic amine by insoluble dietary fiber in artificial gastric and intestinal juice. | 2004 Mar |
|
| DNA adduct formation of 14 heterocyclic aromatic amines in mouse tissue after oral administration and characterization of the DNA adduct formed by 2-amino-9H-pyrido[2,3-b]indole (AalphaC), analysed by 32P_HPLC. | 2004 May-Jun |
|
| Use of four new human-derived liver-cell lines for the detection of genotoxic compounds in the single-cell gel electrophoresis (SCGE) assay. | 2008 Dec 8 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) attenuates LPS-induced IL-8 expression by decreasing mRNA stability in THP-1 cells. | 2008 Mar 15 |
|
| Simultaneous determination of six non-polar heterocyclic amines in meat samples by supercritical fluid extraction-capillary electrophoresis under fluorimetric detection. | 2010 Jul |
|
| The effect of rosemary on the mutagenic activity of heterocyclic amines extracted from common food consumed in Saudi Arabia. | 2010 Mar |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:44:08 GMT 2023
by
admin
on
Fri Dec 15 17:44:08 GMT 2023
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| Record UNII |
LAH2R5Z22D
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| Record Status |
Validated (UNII)
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| Record Version |
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62450-06-0
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 216?26 pg/g sample.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Semi-Dried(Aji-Hiraki) JAPANESE HORSE MACKEREL SKIN, COOKED
Heterocyclic amine skin content in cooked food sample. 278?37 pg/g sample.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine in cooked meat sample. 527?96 pg/g sample.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 289?38 pg/g sample.
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