105171
5-Methoxy-2-methyl-3-indoleacetic acid
98%
Synonym(s):
N-Des(4-chlorobenzoyl)indomethacin, NSC 97026, 2-(5-Methoxy-2-methyl-1H-indol-3-yl)acetic acid
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C12H13NO3
CAS Number:
Molecular Weight:
219.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
161-163 °C (lit.)
solubility
methanol: soluble
functional group
carboxylic acid
SMILES string
COc1ccc2[nH]c(C)c(CC(O)=O)c2c1
InChI
1S/C12H13NO3/c1-7-9(6-12(14)15)10-5-8(16-2)3-4-11(10)13-7/h3-5,13H,6H2,1-2H3,(H,14,15)
InChI key
TXWGINUZLBAKDF-UHFFFAOYSA-N
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General description
5-Methoxy-2-methyl-3-indoleacetic acid is hydrolysis product of indomethacin.
Application
5-Methoxy-2-methyl-3-indoleacetic acid was used for quantitative determination of indomethacin and its major impurities in suppository and capsule formulations by HPLC. 5-Methoxy-2-methyl-3-indoleacetic acid was used in a study to develop fast, sensitive and simultaneous determination of metabolites of serotonin using liquid chromatography with mass spectrometric detection.
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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R D Johnson et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 805(2), 223-234 (2004-05-12)
Toxicological examination of fatal aviation accident victims routinely includes analysis of ethanol levels. However, distinguishing between antemortem ingestion and postmortem microbial formation complicates all positive ethanol results. Development of a single analytical approach to determine concentrations of 5-hydroxytryptophol (5-HTOL) and
P C Smith et al.
Journal of chromatography, 306, 315-321 (1984-03-09)
Quantitation of total amounts (i.e., free compound plus glucuronide conjugate) of indomethacin (INDO) and its deschlorobenzoyl (DBI) and desmethyl (DMI) metabolites in human urine is described. An aliquot (0.4 ml) of urine is incubated with glucuronidase (1000 U, 2 h
J Krzek et al.
Journal of AOAC International, 84(6), 1703-1707 (2002-01-05)
A densitometric method was developed for the identification and determination of indomethacin and its degradation products, 4-chlorobenzoic acid and 5-methoxy-2-methyl-3-indoleacetic acid, in pharmaceuticals. To separate these compounds, silica gel-coated thin-layer chromatography plates and the following mobile phase were used: 2-propanol-25%
Cytostatic activity of pharmacological concentrations of indomethacin in cell cultures and inactivity of closely related compounds.
B M Bayer et al.
Biochemical pharmacology, 30(7), 807-809 (1981-04-01)
Ina Petry et al.
International journal of pharmaceutics, 544(1), 172-180 (2018-04-19)
The use of co-amorphous systems for solubility enhancement of poorly water-soluble drugs has recently gained interest in the field of pharmaceutical technology. However, undesired co-amorphisation of a drug may lead to an alteration of the performance of the drug product
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