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
Beilstein:
187161
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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.
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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