E31804
Ethyl 5-hydroxy-2-methylindole-3-carboxylate
97%
Synonym(s):
NSC 405600
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About This Item
Empirical Formula (Hill Notation):
C12H13NO3
CAS Number:
Molecular Weight:
219.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
231-507-7
MDL number:
Assay:
97%
InChI key
BSNHKSUAAMJXBB-UHFFFAOYSA-N
InChI
1S/C12H13NO3/c1-3-16-12(15)11-7(2)13-10-5-4-8(14)6-9(10)11/h4-6,13-14H,3H2,1-2H3
SMILES string
CCOC(=O)c1c(C)[nH]c2ccc(O)cc12
assay
97%
mp
205-208 °C (lit.)
Application
Reactant for preparation of:
- Potential anti-inflammatory and analgesic agents
- Histamine-3 receptor inverse agonists for the treatment of obesity
- Tubulin Polymerization Inhibitors
- 4,7-dioxoindole-3-methyl prodrugs
- Antagonists at M4 muscarinic receptors
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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Pascale David Pierson et al.
Journal of medicinal chemistry, 52(13), 3855-3868 (2009-05-22)
Obesity is a major risk factor in the development of conditions such as hypertension, hyperglycemia, dyslipidemia, coronary artery disease, and cancer. Several pieces of evidence across different species, including primates, underscore the implication of the histamine 3 receptor (H(3)R) in
Thomas M Böhme et al.
Journal of medicinal chemistry, 45(14), 3094-3102 (2002-06-28)
Previously, we reported on PD 102807 (41) as being the most selective synthetic M(4) muscarinic antagonist identified to date. Synthesized analogues of 41 showed no improvement in affinity and selectivity at that time. However, several newly synthesized compounds exhibit a
Ferrer, S.; et al.
Tetrahedron, 59, 3445-3445 (2003)
Badiger, J.; et al.
ARKIVOC (Gainesville, FL, United States), 217-217 (2009)
Jing-Ping Liou et al.
Journal of medicinal chemistry, 51(14), 4351-4355 (2008-07-01)
1-Aroylindoline, 1-aroyl-1,2,3,4-tetrahydroquinoline, and 1-aroylindole derivatives were synthesized and evaluated for anticancer activity. The 4-amino and 4-hydroxy-1-aroylindoles 26 and 27 with IC 50 of 0.9 and 0.6 microM, respectively, exhibited antitubulin activity superior or comparable to that of colchicine and combretastatin
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