SML0287
680C91
≥98% (HPLC), Tryptophan 2,3-dioxygenase inhibitor, powder
别名:
6-氟-3-[(1E)-2-(3-吡啶基)乙烯基]-1H-吲哚
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关于此项目
经验公式（希尔记法）:
C15H11FN2
化学文摘社编号:
分子量:
238.26
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
680C91, ≥98% (HPLC)
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
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: ≥10 mg/mL
storage temp.
2-8°C
Quality Level
Application
680C91可用于：
- 作为色氨酸 2,3 双加氧酶（TDO）抑制剂，研究其对长鳍近海鱿鱼胚胎色素沉积的影响
- 作为 TDO 抑制剂，研究其在异种移植瘤实验中对食管鳞状细胞癌的影响
- 作为色氨酸 2,3 双加氧酶 2 （TDO2）抑制剂，研究其对人胚胎肾细胞毒性片段形成的影响
Biochem/physiol Actions
680C91 对单胺氧化酶 A 和 B、吲哚胺 2,3-双加氧酶和 5-羟色胺（5-HT）摄取以及 5-HT1A、1D、2A 和 2C 受体无抑制作用。
680C91 是色氨酸 2,3-双加氧酶（TDO）的有效抑制剂。
680C91 是色氨酸 2,3-双加氧酶（TDO）的有效抑制剂，该酶可指导色氨酸转化为犬尿氨酸。最近，犬尿氨酸被鉴定为芳烃受体（AHR）的内源性配体。TDO 在神经胶质瘤细胞中高表达，并有助于 AHR 介导的神经胶质瘤细胞存活并抑制抗肿瘤免疫反应。
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
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)
M Salter et al.
Biochemical pharmacology, 49(10), 1435-1442 (1995-05-17)
The effects of a novel inhibitor 680C91 ((E)-6-fluoro-3-[2-(3- pyridyl)vinyl]-1H-indole) of the key enzyme of tryptophan catabolism tryptophan 2,3-dioxygenase (TDO) (EC 1.13.11.11), were examined on tryptophan catabolism in vitro and in vivo and on brain levels of tryptophan, serotonin (5-HT) and
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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