Skip to Content
MilliporeSigma
All Photos(1)

Documents

M14935

Sigma-Aldrich

5-Methoxy-3-indoleacetic acid

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Indole ≥99%

Sigma-Aldrich

I3408

Indole

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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service