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Merck
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Documentos

H0500

Sigma-Aldrich

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C13H14N2O2
Número de CAS:
5470-37-1
Peso molecular:
230.26
MDL number:
MFCD00022199
UNSPSC Code:
12352100
PubChem Substance ID:
24895402
NACRES:
NA.22

storage temp.

−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)

InChI key

ZUPHXNBLQCSEIA-UHFFFAOYSA-N

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Categorías relacionadas

Application

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 Actions

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Agua HPLC Plus

Sigma-Aldrich

34877

Agua

Ácido clorhídrico 36.5-38.0%, BioReagent, for molecular biology

Sigma-Aldrich

H1758

Ácido clorhídrico

Ácido sulfúrico 99.999%

Sigma-Aldrich

339741

Ácido sulfúrico

Analysis of L-tryptophan for the etiology of eosinophilia-myalgia syndrome.
MMWR. Morbidity and mortality weekly report, 39(34), 589-591 (1990-08-31)
A comparative study of tissue distribution and excretion among three substances implicated in eosinophilia-myalgia syndrome.
J Adachi et al.
Advances in experimental medicine and biology, 398, 365-370 (1996-01-01)
S Fukushima et al.
Alcohol (Fayetteville, N.Y.), 9(1), 31-35 (1992-01-01)
We conducted analyses of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (1Me3C-THBC) by gas chromatography-mass spectrometry (negative chemical ionization mode) to investigate its presence and the in vivo condensation between tryptophan and AcH. 1Me3C-THBC was found in the cerebellum and the cerebrum of normal rat
J Adachi et al.
Archives of toxicology, 67(4), 284-289 (1993-01-01)
Peak E substance, 1,1'-ethylidenebis[tryptophan], a contaminant found in L-tryptophan tablets, has been suggested as a causative agent for eosinophilia-myalgia syndrome (EMS). Peak E substance (50 mg/kg) was administered perorally to Wistar rats to determine its metabolism and distribution. A purification
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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