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Merck

H0500

Sigma-Aldrich

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

Synonym(e):

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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About This Item

Empirische Formel (Hill-System):
C13H14N2O2
CAS-Nummer:
Molekulargewicht:
230.26
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Lagertemp.

−20°C

SMILES String

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)

InChIKey

ZUPHXNBLQCSEIA-UHFFFAOYSA-N

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Verwandte Kategorien

Anwendung

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

Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Formation and determination of aldehyde-addition products of tryptophan.
K Meyer et al.
Advances in experimental medicine and biology, 398, 711-717 (1996-01-01)
J G Zangrilli et al.
Biochemistry and molecular biology international, 37(5), 925-933 (1995-11-01)
Eosinophilia-myalgia syndrome (EMS), a recently described inflammatory disorder characterized by myalgia, peripheral eosinophilia, and multisystem inflammation is associated with L-tryptophan consumption. Fibrosis of various tissues due to excessive accumulation of type I collagen is a prominent late manifestation of the
From the Centers for Disease Control. Analysis of L-tryptophan for the etiology of eosinophilia-myalgia syndrome.
JAMA, 264(13), 1656-1656 (1990-10-03)
D E Brenneman et al.
The Journal of pharmacology and experimental therapeutics, 266(2), 1029-1035 (1993-08-01)
The L-tryptophan eosinophilia myalgia syndrome (L-TRP-EMS), an inflammatory syndrome characterized by eosinophilia, myalgias, perimyositis, fasciitis and neuropathies, occurred in epidemic proportions in the United States in the summer and fall of 1989. The neuropathic clinical features in L-TRP EMS are
Y Ogawa et al.
Archives of toxicology, 67(4), 290-293 (1993-01-01)
1-Methyl-tetrahydro-beta-carboline-3-carboxylic acid (MTCA) may cause eosinophilia-myalgia syndrome (EMS) associated with ingestion of L-tryptophan. The distribution and excretion of MTCA were studied in rats which had received perorally a single 1.6 mg/kg dose of MTCA. MTCA concentrations in blood, kidney, liver

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