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Merck
CN

286281

Sigma-Aldrich

吲哚-3-乙酰胺

98%

别名:

3-吲哚乙酰胺, NSC 1969

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About This Item

经验公式(希尔记法):
C10H10N2O
CAS号:
分子量:
174.20
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%

mp

148-150 °C (lit.)

SMILES字符串

NC(=O)Cc1c[nH]c2ccccc12

InChI

1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)

InChI key

ZOAMBXDOGPRZLP-UHFFFAOYSA-N

一般描述

吲哚-3-乙酰胺是一种生长素前体

应用

吲哚-3-乙酰胺用于合成 [5.5.6.6] 二氮杂环乙烷骨架和吲哚-3-乙酸
用于合成以下物质的反应物:
  • 蛋白激酶 C 的 PET 显像剂
  • 抗朊病毒病的潜在药物
  • 蛋白激酶C(PKC)抑制剂双吲哚基马来酰亚胺IV
  • 糖原合成酶激酶-3ß (GSK-3ß) 抑制剂
  • CaMKIId 抑制剂
  • VEGF 抑制剂
  • JAK3 抑制剂
  • NAD + 依赖性组蛋白去乙酰化酶抑制剂
  • 人脂肪细胞脂肪酸结合蛋白抑制剂
  • 细胞周期蛋白依赖性激酶抑制剂

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Rudy Maor et al.
Applied and environmental microbiology, 70(3), 1852-1854 (2004-03-10)
The plant pathogenic fungus Colletotrichum gloeosporioides f. sp. aeschynomene utilizes external tryptophan to produce indole-3-acetic acid (IAA) through the intermediate indole-3-acetamide (IAM). We studied the effects of tryptophan, IAA, and IAM on IAA biosynthesis in fungal axenic cultures and on
S Taliani et al.
Current medicinal chemistry, 16(26), 3359-3380 (2009-06-25)
The Translocator protein (TSPO), formerly known as the peripheral-type benzodiazepine receptor, is an 18 kDa mitochondrial protein primarily involved in steroid biosynthesis in both peripheral and glial cells. It has been extensively reported that TSPO regulates the rate-limiting translocation of
Elena Tsavkelova et al.
Fungal genetics and biology : FG & B, 49(1), 48-57 (2011-11-15)
The plant hormone indole-3-acetic acid (IAA) can be synthesized from tryptophan via the intermediate indole-3-acetamide (IAM). The two genes, IaaM (encoding tryptophan monooxygenase) and IaaH (encoding indole-3-acetamide hydrolase) that constitute the IAM pathway have been described in plant-associated bacteria. We
Christian O Dimkpa et al.
Applied and environmental microbiology, 78(5), 1404-1410 (2012-01-03)
The beneficial bacterium Pseudomonas chlororaphis O6 produces indole-3-acetic acid (IAA), a plant growth regulator. However, the pathway involved in IAA production in this bacterium has not been reported. In this paper we describe the involvement of the indole-3-acetamide (IAM) pathway
Stephan Pollmann et al.
Phytochemistry, 62(3), 293-300 (2003-03-07)
Acylamidohydrolases from higher plants have not been characterized or cloned so far. AtAMI1 is the first member of this enzyme family from a higher plant and was identified in the genome of Arabidopsis thaliana based on sequence homology with the

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