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Merck
CN

M14935

Sigma-Aldrich

5-甲氧基-3-吲哚乙酸

98%

别名:

2-(5-Methoxy-3-indolyl)acetic acid

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关于此项目

经验公式(希尔记法):
C11H11NO3
化学文摘社编号:
分子量:
205.21
Beilstein:
187161
EC 号:
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

98%

mp

145-148 °C (dec.) (lit.)

SMILES字符串

COc1ccc2[nH]cc(CC(O)=O)c2c1

InChI

1S/C11H11NO3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12H,4H2,1H3,(H,13,14)

InChI key

COCNDHOPIHDTHK-UHFFFAOYSA-N

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应用

  • Reactant for preparation of aryloxybenzothiazoles as inhibitors of NO production
  • Reactant for preparation of transcription inhibitors of novel Gli1 as antitumor agents
  • Reactant for preparation of indole derivatives as NR2B/NMDA receptor antagonists
  • Reactant for preparation of indolyl esters and amides related to indomethacin as selective COX-2 inhibitors
  • Reactant for preparation of quinoline salicylic acid series of P-selectin antagonists
  • Reactant for preparation of prostaglandin D2 receptor antagonists

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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E S Rom-Bugoslavskaja et al.
Acta physiologica Hungarica, 70(4), 397-401 (1987-01-01)
In intact Wistar pubertal male rats held on LD 8:16 (winter) and 16:8 (summer) pineal melatonin (M) production and other pineal indoles content serotonin (S), 5-methoxytriptamine (5-MT), N-acetylserotonin (N-aS), 5-hydroxyindoleacetic acid (5-HIAA) and 5-methoxyindoleacetic acid (5-MIAA) were investigated in basic
H Meissl et al.
Journal of pineal research, 17(2), 69-78 (1994-09-01)
The effect of benzodiazepines (BZP) on melatonin release was investigated in the pineal gland of the rainbow trout, Oncorhynchus mykiss, maintained under in vitro perifusion culture conditions. Melatonin and the methoxyindoles 5-methoxytryptophol (5-MTOL), 5-methoxyindoleacetic acid (5-MIAA), and 5-methoxytryptamine (5-MT) were
M S Grace et al.
Neuroscience, 62(2), 615-623 (1994-09-01)
Melatonin modulates a variety of rhythmic processes in vertebrates, and is synthesized in both the retina and pineal gland. We have shown previously that retinal melatonin is deacetylated generating 5-methoxytryptamine, which is then deaminated by monoamine oxidase, producing 5-methoxyindoleacetic acid
V E Ooi et al.
Journal of pineal research, 7(4), 315-324 (1989-01-01)
The effects of late-afternoon injections of melatonin (MEL), 5-methoxytryptamine (MTN), 5-methoxytryptophol (MTOL), and 5-methoxyindole-3-acetic acid (MIAA) on testicular and seminal vesicular histology in the golden hamster were examined. MEL, MTN, and MTOL injections caused a reduction in the diameters of
A A Levchuk et al.
Biulleten' eksperimental'noi biologii i meditsiny, 104(7), 77-79 (1987-07-01)
A comparative study of the effect produced by endogenous carcinogens (p-hydroxyphenyllactic and 5-methoxyindole-3-acetic acids) and their non-cancerogenic analogues on lipid peroxidation in vitro and in vivo was performed. It has been found that cancerogenic tyrosine and serotonin metabolites, unlike their

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