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Merck

493937

Sigma-Aldrich

3-甲基羟基吲哚

96%

别名:

3-甲基羟吲哚

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About This Item

经验公式(希尔记法):
C9H9NO
CAS号:
分子量:
147.17
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

96%

形狀

solid

mp

117-121 °C (lit.)

SMILES 字串

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 密鑰

BBZCPUCZKLTAJQ-UHFFFAOYSA-N

一般說明

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。

應用

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
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
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.
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
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.

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