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680C91

SIGMA/SML0287 - ≥98% (HPLC)

Synonym: 6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl)-1H-indole

CAS Number: 163239-22-3
Empirical Formula (Hill Notation): C15H11FN2
Molecular Weight: 238.26
MDL Number: MFCD20926361
Linear Formula: C15H11FN2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML0287-5MG 5 mg
$110.00
1/EA
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45-SML0287-25MG 25 mg
$441.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
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
Quality Level 100 
SMILES string Fc1ccc2c(C=Cc3cccnc3)c[nH]c2c1
solubility DMSO: ≥10 mg/mL
storage temp. 2-8°C
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.
Biochem/physiol Actions: 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.
Packaging: 5, 25 mg in glass bottle
Symbol GHS05  GHS05
Signal word Danger
Hazard statements H318
Precautionary statements P280 - P305 + P351 + P338
Hazard Codes Xi
Risk Statements 41
Safety Statements 26-39
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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