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:
Molecular Weight:
205.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
222-438-3
Beilstein/REAXYS Number:
187161
MDL number:
Product Name
5-Methoxy-3-indoleacetic acid, 98%
InChI key
COCNDHOPIHDTHK-UHFFFAOYSA-N
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)
SMILES string
COc1ccc2[nH]cc(CC(O)=O)c2c1
assay
98%
mp
145-148 °C (dec.) (lit.)
Quality Level
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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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T I Sergeeva et al.
Voprosy onkologii, 33(10), 20-25 (1987-01-01)
Daily urinary excretion of 5-hydroxy-3-indoleacetic acid (5-HIAA) and 5-methoxyindole-3-acetic acid (5-MIAA) was studied by chromatography-mass-spectrometry in patients with cancer and healthy subjects. A considerable increase in urinary 5-MIAA-excretion was shown in patients with cancer of the stomach, rectum and lung.
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
T Ocal-Irez et al.
Brain research, 493(1), 1-7 (1989-07-24)
It has been suggested that the pineal gland has a specific role in the control of cyclic sexual activity in rats. One or more of the compounds isolated from this gland have been considered to be possible anti-fertility agents. In
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
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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