M14951
5-Methoxyindole-2-carboxylic acid
97%
Synonym(s):
NSC 30927
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About This Item
Empirical Formula (Hill Notation):
C10H9NO3
CAS Number:
Molecular Weight:
191.18
Beilstein:
157478
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
mp
199-201 °C (lit.)
SMILES string
COc1ccc2[nH]c(cc2c1)C(O)=O
InChI
1S/C10H9NO3/c1-14-7-2-3-8-6(4-7)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13)
InChI key
YEBJVSLNUMZXRJ-UHFFFAOYSA-N
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Application
Reactant for preparation of:
- Anticancer agents
- A fluorescent small molecule probe for in vivo lipid imaging
- Indoleamine 2,3-dioxygenase (IDO) inhibitors
- Selective Dopamine D3 receptor ligands
- 5-HT4 receptor ligands
- Inhibitors of Mycobacterium tuberculosis pantothenate synthetase
- Hypoxia selective cytotoxins
- Potent antitumor bifunctional DNA alkylating agents
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
Certificates of Analysis (COA)
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Jinzi Wu et al.
Biochemical and biophysical research communications, 497(1), 444-450 (2018-02-16)
We previously reported that 5-methoxyindole-2-carboxylic acid (MICA) could induce preconditioning effect in the ischemic brain of rat. In the present study, we addressed the question of whether MICA could also trigger a postconditioning effect in ischemic stroke. To this end
Nathalie Sumien et al.
Behavioural brain research, 378, 112278-112278 (2019-10-21)
Stroke leads to devastating outcomes including impairments of sensorimotor and cognitive function that may be long lasting. New intervention strategies are needed to overcome the long-lasting effects of ischemic injury. Previous studies determined that treatment with 5-methoxyindole-2-carboxylic acid (MICA) conferred
Jinzi Wu et al.
Free radical biology & medicine, 113, 244-254 (2017-10-12)
The objective of this study was to investigate a possible role of mitochondrial dihydrolipoamide dehydrogenase (DLDH) as a chemical preconditioning target for neuroprotection against ischemic injury. We used 5-methoxyindole-2-carboxylic acid (MICA), a reportedly reversible DLDH inhibitor, as the preconditioning agent
Luna Yamamori et al.
Zoological science, 34(3), 173-178 (2017-06-08)
Scyphozoa, Cubozoa and Hydrozoa are classes in the phylum Cnidaria that undergo metagenesis involving a dramatic morphological transition. In Scyphozoa and Cubozoa, when exposed to species- or strain-specific transition-inducing stimuli, asexually reproducing benthic polyps transform into sexually reproducing planktonic medusae.
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