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SML0287

680C91

Name: 680C91
Brand: SIGMA

≥98% (HPLC), Tryptophan 2,3-dioxygenase inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₁FN₂

CAS Number:

163239-22-3

Molecular Weight:

238.26

UNSPSC Code:

12352200

PubChem Substance ID:

329825295

NACRES:

NA.77

MDL number:

MFCD20926361

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

680C91, ≥98% (HPLC)

Quality Segment

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 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.

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).

Pictograms

GHS05

Signal Word

Danger

Hazard Codes

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)