680C91
- Product Name
- 680C91
- CAS No.
- 163239-22-3
- Chemical Name
- 680C91
- Synonyms
- 680C91;680C91 >=98% (HPLC);680C91, 10 mM in DMSO;680C91, tryptophan 2,3-dioxygenase inhibitor;6-Fluoro-3-[(E)-2-(3-pyridinyl)vinyl]-1H-indole;(E)-6-fluoro-3-(2-(pyridin-3-yl)vinyl)-1H-indole;6-fluoro-3-[(E)-2-(pyridin-3-yl)ethenyl]-1H-indole;6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl)-1H-indole;1H-Indole, 6-fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl]-;inhibit,Inhibitor,680C91,tryptophan 2,3-dioxygenasetryptophan catabolismAlzheimer’s Disease,680C-91
- CBNumber
- CB41395451
- Molecular Formula
- C15H11FN2
- Formula Weight
- 238.26
- MOL File
- 163239-22-3.mol
680C91 Property
- Boiling point:
- 431.2±35.0 °C(Predicted)
- Density
- 1.305±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: ≥10mg/mL
- form
- powder
- pka
- 15.92±0.30(Predicted)
- color
- white to beige
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H318Causes serious eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML0287
- Product name
- 680C91
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $107.35
- Updated
- 2025/07/31
- Product number
- SML0287
- Product name
- 680C91
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $407.7
- Updated
- 2025/07/31
- Product number
- F632063
- Product name
- 6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl]-1H-indole
- Packaging
- 2.5mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- 254445
- Product name
- 680C91
- Packaging
- 5mg
- Price
- $389
- Updated
- 2021/12/16
- Product number
- B5573
- Product name
- 680C91
- Packaging
- 10mg
- Price
- $308
- Updated
- 2021/12/16
680C91 Chemical Properties,Usage,Production
Description
680C91 (163239-22-3) is a potent and selective inhibitor of tryptophan 2,3-dioxygenase (TDO) Ki=42 nM).1,2?Displays no activity against indoleamine 2,3-dioxygenase, MAO-A and B and does not effect serotonin uptake. Elevates CSF tryptophan by up to 260% and CSF serotonin by 170% of basal.2?TDO inhibition by 680C91 in glioma cells blocked the release of kynurenine (Cat.# 10-2666), an endogenous tumor promoting AHR ligand.4
Uses
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
Definition
ChEBI: A fluoroindole that is 6-fluoroindole in which the hydrogen at position 3 has been replaced by a 2-(pyridin-3-yl)vinyl group (trans configuration). It is a selective inhibitor of tryptophan 2,3-dioxygenase (TDO), which directs the conversi n of trypophan to kynurenin.
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.
storage
Store at +4°C
References
[1] ROBERT SCHWARCZ R P. Manipulation of brain kynurenines: glial targets, neuronal effects, and clinical opportunities.[J]. Journal of Pharmacology and Experimental Therapeutics, 2002, 303 1: 1-10. DOI:10.1124/jpet.102.034439
[2] MARK SALTER. The effects of a novel and selective inhibitor of tryptophan 2,3-dioxygenase on tryptophan and serotonin metabolism in the rat[J]. Biochemical pharmacology, 1995, 49 10: Pages 1435-1442. DOI:10.1016/0006-2952(95)00006-l
[3] M. SALTER . The Effects of an inhibitor of tryptophan 2,3-dioxygenase and a combined inhibitor of tryptophan 2,3-dioxygenase and 5-HT reuptake in the rat[J]. Neuropharmacology, 1995, 34 2: Pages 217-227. DOI:10.1016/0028-3908(94)00147-k
[4] CHRISTIANE A. OPITZ. An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptor[J]. Nature, 2011, 478 7368: 197-203. DOI:10.1038/nature10491
680C91 Preparation Products And Raw materials
Raw materials
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