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:
Assay:
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
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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H Meissl et al.
Journal of pineal research, 17(2), 69-78 (1994-09-01)
The effect of benzodiazepines (BZP) on melatonin release was investigated in the pineal gland of the rainbow trout, Oncorhynchus mykiss, maintained under in vitro perifusion culture conditions. Melatonin and the methoxyindoles 5-methoxytryptophol (5-MTOL), 5-methoxyindoleacetic acid (5-MIAA), and 5-methoxytryptamine (5-MT) were
E S Rom-Bugoslavskaja et al.
Acta physiologica Hungarica, 70(4), 397-401 (1987-01-01)
In intact Wistar pubertal male rats held on LD 8:16 (winter) and 16:8 (summer) pineal melatonin (M) production and other pineal indoles content serotonin (S), 5-methoxytriptamine (5-MT), N-acetylserotonin (N-aS), 5-hydroxyindoleacetic acid (5-HIAA) and 5-methoxyindoleacetic acid (5-MIAA) were investigated in basic
M S Grace et al.
Neuroscience, 62(2), 615-623 (1994-09-01)
Melatonin modulates a variety of rhythmic processes in vertebrates, and is synthesized in both the retina and pineal gland. We have shown previously that retinal melatonin is deacetylated generating 5-methoxytryptamine, which is then deaminated by monoamine oxidase, producing 5-methoxyindoleacetic acid
John M Wilson et al.
Forensic science international, 148(1), 31-36 (2004-12-21)
Foxy is the colloquial name for the hallucinogen 5-ethoxy-diisopropyltryptamine (5-MeO-DIPT). A non-fatality involving a 23-year-old Caucasian man who ingested a capsule containing 5-MeO-DIPT is described. He presented to the Emergency Department, not with visual nor auditory hallucinations but with sensory
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
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