Merck
CN

M14935

Sigma-Aldrich

5-甲氧基-3-吲哚乙酸

98%

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别名:
2-(5-Methoxy-3-indolyl)acetic acid
经验公式(希尔记法):
C11H11NO3
CAS号:
分子量:
205.21
Beilstein:
187161
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

mp

145-148 °C (dec.) (lit.)

SMILES string

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)


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P Li et al.
Journal of mass spectrometry : JMS, 31(11), 1228-1236 (1996-11-01)
A series of N-trifluoroacetyl/pentafluoropropionyl-O-trifluoroethyl/ pentafluoropropyl/heptafluorobutyl ester derivatives of 5-methoxyindole-3-acetic acid (5MIAA) were synthesized. Under electron-capture negative ionization conditions, the N-trifluoroacetyl derivatives were found to yield relatively abundant, analyte-specific M-. molecular ions and [M-HF]-., [M-HF-CF2CO]-. and [M-CF3CO]- fragment ions, while the
C W Tsang et al.
Biochemical and biophysical research communications, 209(3), 1132-1139 (1995-04-26)
The endogenous levels of 5-methoxyindole-3-acetic acid (5-MIAA) in quail pineal gland, retina and serum were determined by capillary column gas chromatography/mass spectrometry/selected ion monitoring using a deuterated internal standard and the N-pentafluoropropionyl-O-pentafluorobenzyl ester derivative. Diurnal rhythms of pineal and serum
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
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
L A Bondarenko et al.
Biulleten' eksperimental'noi biologii i meditsiny, 110(8), 150-151 (1990-08-01)
5-day morning injections to pubertal male rats of polypeptide epithalamin preparation obtained from cattle epiphysis, in dose of 0.25 mg/100 g body mass induced the increase of serotonin epiphyseal concentration night peak, N-acetylserotonin and melatonin and didn't produce any essential

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