SML0287

680C91

≥98% (HPLC)

• Synonym(s): 6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl)-1H-indole
• Empirical Formula (Hill Notation): C₁₅H₁₁FN₂
• CAS Number: 163239-22-3
• Molecular Weight: 238.26
• MDL number: MFCD20926361
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825295
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: ≥10 mg/mL
• storage temp.: 2-8°C
• SMILES string: 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+
• InChI key: YBSDQTBCNYWBMX-ONEGZZNKSA-N

Description

Application

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

Biochem/physiol Actions

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 is a potent inhibitor of the enzyme tryptophan 2,3-dioxygenase (TDO).

680C91 shows no inhibitory effects against monoamine oxidase A and B, indoleamine 2,3-dioxygenase and serotonin (5-HT) uptake, and 5-HT_1A,_1D,_2A, and _2C receptors.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable