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Merck
CN

493937

Sigma-Aldrich

3-甲基羟基吲哚

96%

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别名:
3-甲基羟吲哚
经验公式(希尔记法):
C9H9NO
CAS号:
分子量:
147.17
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

96%

形式

solid

mp

117-121 °C (lit.)

SMILES字符串

CC1C(=O)Nc2ccccc12

InChI

1S/C9H9NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-6H,1H3,(H,10,11)

InChI key

BBZCPUCZKLTAJQ-UHFFFAOYSA-N

一般描述

3-甲基-2-羟吲哚(MOI)是一种3-取代的2-羟吲哚。据报道,它是在有氧条件下在FeII存在下吲哚-3-乙酸的氧化过程中形成的。MOI在生物碱金鸡纳衍生物存在下与N-甲苯磺酰基芳基醛缩酯进行不对称的Mannich型反应,形成抗3,3-二取代的2-羟吲哚衍生物。它还与亚硝基芳烃进行不对称羟胺化反应,形成N-亚硝基羟醛产物。

应用

3-甲基-2-羟吲哚可用于3-羟基-3-甲基-2-羟吲哚的制备。
  • 用于对映选择性α-胺化反应的反应物
  • 用于与乙二醛衍生物进行羟醛反应的反应物
  • 胺硫脲催化共轭物加成至α,β-不饱和醛的反应物
  • 用于O-乙酰化反应的反应物
  • 使用铑催化的环丙烷/开环反应制备双取代氧吲哚的反应物

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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Ying Jin et al.
Chirality, 26(12), 801-805 (2014-07-22)
A series of cinchona alkaloid derivatives were used to catalyze the asymmetric anti-Mannich-type reaction of 3-methyl-2-oxindole with N-tosyl aryl aldimines. The resulting anti-3,3-disubstituted 2-oxindole products were obtained in good yields (up to 92%) with high diastereo- and enantioselectivities (anti/syn up
Metabolism and pneumotoxicity of 3-methyloxindole, indole-3-carbinol, and 3-methylindole in goats.
M J Potchoiba et al.
American journal of veterinary research, 43(8), 1418-1423 (1982-08-01)
Facile and Efficient Enantioselective Hydroxyamination Reaction: Synthesis of 3-Hydroxyamino-2-Oxindoles Using Nitrosoarenes.
Shen K, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 123(20), 4780-4784 (2011)
Takuma Sakurai et al.
Microorganisms, 7(9) (2019-09-14)
Recent studies have shown that metabolites produced by microbes can be considered as mediators of host-microbial interactions. In this study, we examined the production of tryptophan metabolites by Bifidobacterium strains found in the gastrointestinal tracts of humans and other animals.
Zhengyin Yan et al.
Analytical chemistry, 80(16), 6410-6422 (2008-07-23)
Constant neutral loss (CNL) and precursor ion (PI) scan have been widely used for the in vitro screening of glutathione conjugates derived from reactive metabolites, but these two methods are only applicable to triple quadrupole or hybrid triple quadrupole mass

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