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M14935

5-Methoxy-3-indoleacetic acid

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H11NO3
CAS Number:
3471-31-6
Molecular Weight:
205.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896651
EC Number:
222-438-3
Beilstein/REAXYS Number:
187161
MDL number:
MFCD00005638
Assay:
98%
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Quality Level

100

assay

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

Application

  • 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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV4255
MKCP3589
MKCF7049
MKBK1065V
03902CW

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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
P Li et al.
Biochemical and biophysical research communications, 239(1), 353-356 (1997-11-05)
Endogenous 5-methoxytryptamine (5MT) and its biosynthetic oxidation product, 5-methoxyindole-3-acetic acid (5MIAA), were successfully identified and measured in the retina of the rat and quail by gas chromatography/electron-capture negative ion chemical ionization mass spectrometry (GC/EC-NICI-MS). In the rat retina, diurnal rhythms
Satoshi Furukawa et al.
The Journal of toxicological sciences, 30(3), 165-174 (2005-09-06)
Indole-3-acetic acid (IAA), a natural auxin, induces microencephaly in rats exposed to IAA during gestation days (Days) 12-14, corresponding to the early stage of cerebral cortex development. The purpose of this study was to examine the effects of 5 IAA
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Global Trade Item Number

SKUGTIN
M14935-1G04061834040729