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Merck
CN

129453

Sigma-Aldrich

3-吲哚乙腈

98%

别名:

3-(氰甲基)吲哚, IAN, NSC 523272, 吲哚-3-乙腈, 吲哚乙腈

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About This Item

经验公式(希尔记法):
C10H8N2
CAS号:
分子量:
156.18
Beilstein:
125488
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

形式

solid

bp

157-160 °C/0.2 mmHg (lit.)

mp

33-36 °C (lit.)

SMILES字符串

N#CCc1c[nH]c2ccccc12

InChI

1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2

InChI key

DMCPFOBLJMLSNX-UHFFFAOYSA-N

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一般描述

3-吲哚乙腈 (indolylacitrithione) 是一种光诱导的生长素抑制物质,从轻质甘蓝 ( Brassica olearea L.) 枝条中分离得到 。它抑制 大肠杆菌 O157:H7 和 铜绿假单胞菌 的生物膜形成,而不影响其生长

应用

反应物用于制备:
  • 色氨酸双加氧酶抑制剂吡啶基-乙烯基-吲哚作为潜在的抗癌免疫调节剂
  • 组蛋白脱乙酰酶抑制剂
  • 潜在激酶抑制剂
  • Kv7/KCNQ 钾通道激活剂
  • 驱动蛋白特异性 MKLP-2 抑制剂
  • 杀虫剂
  • 潜在 PET 癌症显像剂
  • 作为动脉粥样硬化治疗的法尼酯 X 受体 (FXR) 激动剂
  • 丁酰胆碱酯酶抑制剂
  • 坏死性凋亡抑制剂

WGK

WGK 3

闪点(°F)

233.6 °F

闪点(°C)

112 °C

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Light-induced auxin-inhibiting substance from cabbage (Brassica oleacea L.) shoots.
Kosemura S, et al.
Tetrahedron Letters, 38(48), 8327-8330 (1997)
Jin-Hyung Lee et al.
Environmental microbiology, 13(1), 62-73 (2010-07-24)
Intercellular signal indole and its derivative hydroxyindoles inhibit Escherichia coli biofilm and diminish Pseudomonas aeruginosa virulence. However, indole and bacterial indole derivatives are unstable in the microbial community because they are quickly degraded by diverse bacterial oxygenases. Hence, this work
Tongbing Su et al.
The Plant cell, 23(1), 364-380 (2011-01-18)
Camalexin, a major phytoalexin in Arabidopsis thaliana, consists of an indole ring and a thiazole ring. The indole ring is produced from Trp, which is converted to indole-3-acetonitrile (IAN) by CYP79B2/CYP79B3 and CYP71A13. Conversion of Cys(IAN) to dihydrocamalexic acid and
J Normanly et al.
The Plant cell, 9(10), 1781-1790 (1997-11-22)
Indole-3-acetonitrile (IAN) is a candidate precursor of the plant growth hormone indole-3-acetic acid (IAA). We demonstrated that IAN has auxinlike effects on Arabidopsis seedlings and that exogenous IAN is converted to IAA in vivo. We isolated mutants with reduced sensitivity
Alexandra Kutz et al.
The Plant journal : for cell and molecular biology, 30(1), 95-106 (2002-04-23)
Arabidopsis thaliana expresses four nitrilases, three of which (NIT1, NIT2 and NIT3) are able to convert indole-3-acetonitrile to indole-3-acetic acid (IAA), the plant growth hormone, while the isozyme NIT4 is a beta-cyano-l-alanine hydratase/nitrilase. NIT3 promoter activity is marginal in leaves

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