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Merck
CN

SML0287

Sigma-Aldrich

680C91

≥98% (HPLC)

别名:

6-氟-3-[(1E)-2-(3-吡啶基)乙烯基]-1H-吲哚

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About This Item

经验公式(希尔记法):
C15H11FN2
分子量:
238.26
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98% (HPLC)

形式

powder

颜色

white to beige

溶解性

DMSO: ≥10 mg/mL

储存温度

2-8°C

SMILES字符串

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

相关类别

应用

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

生化/生理作用

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-HT1A1D2A2C 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,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。

象形图

Corrosion

警示用语:

Danger

危险声明

预防措施声明

危险分类

Eye Dam. 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Carlo Breda et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(19), 5435-5440 (2016-04-27)
Metabolites of the kynurenine pathway (KP) of tryptophan (TRP) degradation have been closely linked to the pathogenesis of several neurodegenerative disorders. Recent work has highlighted the therapeutic potential of inhibiting two critical regulatory enzymes in this pathway-kynurenine-3-monooxygenase (KMO) and tryptophan-2,3-dioxygenase
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)
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
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
Lisa I Greene et al.
Molecular cancer research : MCR, 17(1), 131-139 (2018-08-26)
Tryptophan catabolism is an attractive target for reducing tumor progression and improving antitumor immunity in multiple cancers. Tumor infiltration by CD8 T cells correlates with improved prognosis in triple-negative breast cancer (TNBC) and a significant effort is underway to improve

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