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H0500

Sigma-Aldrich

1,2,3,4-Tetrahydroharmane-3-carboxylic acid

Sinonimo/i:

1-Methyl-1,2,3,4-Tetrahydropyrido[3,4-b]indole-3-carboxylic acid, 1-Methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid, NSC 26225

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CHF 74.50

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100 MG
CHF 74.50

About This Item

Formula empirica (notazione di Hill):
C13H14N2O2
Numero CAS:
5470-37-1
Peso molecolare:
230.26
Numero MDL:
MFCD00022199
Codice UNSPSC:
12352100
ID PubChem:
24895402
NACRES:
NA.22

CHF 74.50

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Temperatura di conservazione

−20°C

Stringa SMILE

CC1NC(Cc2c1[nH]c3ccccc23)C(O)=O

InChI

1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17)
ZUPHXNBLQCSEIA-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

Reactant involved in synthesis of molecules for biological studies including:
  • Cytotoxicity and insecticidal activities of harmine derivatives
  • Isoquinolines, β-carbolines, and 3-deazapurines via oxidative decarboxylation
  • Cytotoxic evaluation of 1,3-di- and 1,3,9-trisubstituted β-carbolines

Azioni biochim/fisiol

Implicated in eosinophilia-myalgia syndrome associated with L-tryptophan ingestion.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKBR6684V
080K1731
102H0626
026H0642

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Acqua HPLC Plus

Sigma-Aldrich

34877

Acqua

Acido cloridrico 36.5-38.0%, BioReagent, for molecular biology

Sigma-Aldrich

H1758

Acido cloridrico

Acido solforico 99.999%

Sigma-Aldrich

339741

Acido solforico

J Adachi et al.
Biochemical pharmacology, 45(4), 935-941 (1993-02-24)
1-Methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (MTCA) is one of the metabolites of peak E substance, which, based on epidemiological studies, has been thought to be a possible causative agent of the tryptophan-induced eosinophilia-myalgia syndrome. Acute ethanol and L-tryptophan administration in rats pretreated with
K Fujie et al.
Mutation research, 240(4), 281-288 (1990-04-01)
The acute cytogenetic effects of tyramine and MTCAs, precursors of the mutagen present in soy sauce, were studied with the in vivo chromosome aberration test in rat bone marrow cells. The chemicals were administered intraperitoneally. Statistically significant positive results were
J Adachi et al.
Archives of toxicology, 65(6), 505-509 (1991-01-01)
1-Methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (MTCA) is now thought to be a possible causative substance of eosinophilia-myalgia syndrome associated with ingestion of L-tryptophan. In the present study a factor affecting endogenous formation of MTCA in 32 healthy men is studied. Urinary excretions of
S Manabe et al.
Experimental eye research, 63(2), 179-186 (1996-08-01)
A fluorescent beta-carboline, 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3- carboxylic acid (MTCA) was identified in human normal lenses and cataractous lenses. The mean total amounts of MTCA in normal lenses (n = 7), diabetic cataractous lenses (n = 15), and senile cataractous lenses (n =
H Tsuchiya et al.
Journal of pharmaceutical sciences, 83(3), 415-418 (1994-03-01)
A high-performance liquid chromatographic method was developed to quantify 1,2,3,4-tetrahydro-beta-carboline (TBC) and 1-methyl-1,2,3,4-tetrahydro-beta-carboline (MTBC) in human urine. Urine samples with added internal standard were subjected to a reaction with fluorescamine and solvent extractions to remove the precursor tryptamine, which readily
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