所有图片(1)
About This Item
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
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质量水平
方案
96%
表单
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抗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
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
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)
Jaroslav Matal et al.
Neuro endocrinology letters, 30 Suppl 1, 36-40 (2009-12-23)
To study the contribution of individual purified porcine CYP1A2, 2E1 and 2A19 enzymes to the biotransformation of skatole. Individual porcine and human enzymes (CYP1A2, 2E1 or 2A6/19) were used to study their potential involvement in skatole metabolism. Furthermore, the inhibition
J Thornton-Manning et al.
The Journal of pharmacology and experimental therapeutics, 276(1), 21-29 (1996-01-01)
The toxicity of 3-methylindole (3 MI), a selective pneumotoxin, is dependent upon cytochrome P450-mediated bioactivation 3. Using vaccinia-expressed P450 enzymes, the metabolites of radiolabeled 3 MI produced by 14 individual P450s were identified and quantified by high performance liquid chromatography.
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