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Assay
99%
form
solid
mp
60-62 °C (lit.)
SMILES string
Cc1ccc2[nH]ccc2c1
InChI
1S/C9H9N/c1-7-2-3-9-8(6-7)4-5-10-9/h2-6,10H,1H3
InChI key
YPKBCLZFIYBSHK-UHFFFAOYSA-N
General description
The binding of 5-methylindole (inducer) to the Escherichia coli trp repressor has been studied. The mass analyzed threshold ionization spectra of jetcooled 5-methylindole (5MI) has also been studied.
Application
Reactant for preparation of:
- Pharmaceutically active 2-oxo-1-pyrrolidine analogues
- Potential anticancer immunomodulators
- Preparation of antifungal agents
- Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes
- IL2-inducible T-cell kinase (ITK) inhibitors
- Checkpoint 1 kinase inhibitors
- CRTh2 antagonists
- Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment
- Agonists of the histamine H4 receptor
- Monoamine reuptake inhibitors
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The Journal of chemical physics, 120(11), 5057-5063 (2004-07-23)
The vibrationally resolved mass analyzed threshold ionization spectra of jetcooled 5-methylindole (5MI) and 3-methylindole (3MI) have been recorded by ionizing via various vibronic levels of each species. The adiabatic ionization energies (IEs) of 5MI and 3MI are determined to be
The Journal of biological chemistry, 270(21), 12452-12456 (1995-05-26)
A filter binding assay was used to determine the structural features of L-tryptophan required for activation of TRAP, the trp RNA-binding attenuation protein of Bacillus subtilis. We examined the ability of L-tryptophan and 26 of its analogs to activate TRAP.
Science (New York, N.Y.), 309(5744), 2216-2219 (2005-10-01)
Chlorinated natural products include vancomycin and cryptophycin A. Their biosynthesis involves regioselective chlorination by flavin-dependent halogenases. We report the structural characterization of tryptophan 7-halogenase (PrnA), which regioselectively chlorinates tryptophan. Tryptophan and flavin adenine dinucleotide (FAD) are separated by a 10
Bioorganic & medicinal chemistry, 26(9), 2551-2560 (2018-04-17)
Following the premises of the multitarget-directed ligands approach for the drug R&D against neurodegenerative diseases, where Alzheimer's disease (AD) outstands, we have synthesized and evaluated analogues of the gramine derivative ITH12657 (1-benzyl-5-methyl-3-(piperidin-1-ylmethyl-1H-indole, 2), which had shown important neuroprotective properties, such
Biosensors & bioelectronics, 150, 111837-111837 (2019-11-19)
This is the first report on the fabrication, characterisation and application of an electrochemical (bio)sensor system for the simultaneous measurement of skatole and androstenone. A biosensor for androstenone was fabricated using a Meldola's Blue modified SPCE (MB-SPCE) by depositing NADH
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