SML0287
680C91
≥98% (HPLC)
Sinónimos:
6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl)-1H-indole
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About This Item
Fórmula empírica (notación de Hill):
C15H11FN2
Número de CAS:
Peso molecular:
238.26
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
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Nivel de calidad
Análisis
≥98% (HPLC)
formulario
powder
color
white to beige
solubilidad
DMSO: ≥10 mg/mL
temp. de almacenamiento
2-8°C
cadena SMILES
Fc1ccc2c(\C=C\c3cccnc3)c[nH]c2c1
InChI
1S/C15H11FN2/c16-13-5-6-14-12(10-18-15(14)8-13)4-3-11-2-1-7-17-9-11/h1-10,18H/b4-3+
Clave InChI
YBSDQTBCNYWBMX-ONEGZZNKSA-N
Aplicación
680C91 has been used:
- as a tryptophan 2,3 dioxygenase (TDO) inhibitor to study its effects on the pigmentation in Doryteuthis pealeii embryos
- as a TDO inhibitor to study its effects on esophageal squamous cell carcinoma in xenograft tumor assay
- as a tryptophan 2,3 dioxygenase 2 (TDO2) inhibitor to study its effects on toxic fragment formation in human embryonic kidney cells
Acciones bioquímicas o fisiológicas
680C91 is a potent inhibitor of the enzyme tryptophan 2,3-dioxygenase (TDO), which directs the conversion of trypophan to kynurenin. Kynurenin has recently been identified as an endogenous lignd of the arylhydrocarbon receptor (AHR). TDO is highly expressed in glioma cells, and contributes to AHR-mediated glioma cell survival and suppression of anti-tumor immune responses.
680C91 shows no inhibitory effects against monoamine oxidase A and B, indoleamine 2,3-dioxygenase and serotonin (5-HT) uptake, and 5-HT1A,1D,2A, and 2C receptors.
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Dam. 1
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
Not applicable
Punto de inflamabilidad (°C)
Not applicable
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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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.
Different effects of tryptophan 2,3-dioxygenase inhibition on SK-Mel-28 and HCT-8 cancer cell lines.
Sara Paccosi et al.
Journal of cancer research and clinical oncology, 146(12), 3155-3163 (2020-08-11)
Indoleamine 2,3-dioxygenase-1 (IDO1) and more recently, tryptophan 2,3-dioxygenase (TDO), are tryptophan-catabolizing enzymes with immunoregulatory properties in cancer. IDO1 is more expressed than TDO in many tumours including melanomas; however, IDO inhibitors did not give expected results in clinical trials, highlighting
Karthyayani Rajamani et al.
Neuropharmacology, 117, 434-446 (2017-02-23)
Spinocerebellar ataxia type 3 or Machado-Joseph disease (SCA3/MJD) is characterized by the repetition of a CAG codon in the ataxin-3 gene (ATXN3), which leads to the formation of an elongated mutant ATXN3 protein that can neither be denatured nor undergo
Carlo Breda et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(19), 5435-5440 (2016-04-27)
Metabolites of the kynurenine pathway (KP) of tryptophan (TRP) degradation have been closely linked to the pathogenesis of several neurodegenerative disorders. Recent work has highlighted the therapeutic potential of inhibiting two critical regulatory enzymes in this pathway-kynurenine-3-monooxygenase (KMO) and tryptophan-2,3-dioxygenase
Tryptophan 2, 3-dioxygenase 2 controls M2 macrophages polarization to promote esophageal squamous cell carcinoma progression via AKT/GSK3 beta IL-8 signaling pathway
Zhao Y, et al.
Acta pharmaceutica Sinica. B (2021)
Tryptophan 2, 3-dioxygenase 2 controls M2 macrophages polarization to promote esophageal squamous cell carcinoma progression via AKT/GSK3 beta IL-8 signaling pathway
Zhao Y, et al.
Acta Pharmaceutica Sinica. B (2021)
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