267875-62-7

Basic information

• Product Name: Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)
• CAS NO: 267875-62-7
• Molecular Formula: C14H18N2O2
• Mol File: 267875-62-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)(267875-62-7)
• EPA Substance Registry System: Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)(267875-62-7)

Safety Data

• Hazardous Substances Data: 267875-62-7(Hazardous Substances Data)

Usage

General Description

Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI) is a chemical compound with the molecular formula C13H18N2O2. It is commonly known as 1-tert-butoxycarbonyl-1H-indole-5-methanol. Carbamic acid, (1H-indol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI) is used in pharmaceutical research and development as a potential intermediate or starting material for the synthesis of various biologically active compounds. It is also used in the synthesis of organic compounds for chemical and medicinal purposes. The compound is a colorless to pale yellow oily liquid that is stable under normal conditions. It should be handled and stored according to standard laboratory safety practices.

Upstream product

• 15861-24-2 1H-indole-5-carbonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 81881-74-5 5-aminomethylindole 
• 1314538-55-0 potassium tert-butyl N-[(trifluorolambda-4-boranyl)methyl]carbamate 
• 1432739-35-9 1H-indol-5-yl N,N-dimethylsulfamate 
• 1953-54-4 indol-5-ol 
• 128810-31-1 1H-indol-5-yl methanesulfonate 
• 17422-32-1 5-chloro-1H-indole 

Relevant articles and documents

PLASMA KALLIKREIN INHIBITORS AND USES THEREOF

The present invention provides compounds and compositions thereof which are useful as inhibitors of plasma kallikrein and which exhibit desirable characteristics for the same.

Synthesis and biological evaluation of indolyl-pyridinyl-propenones having either methuosis or microtubule disruption activity

Methuosis is a form of nonapoptotic cell death characterized by an accumulation of macropinosome-derived vacuoles with eventual loss of membrane integrity. Small molecules inducing methuosis could offer significant advantages compared to more traditional anticancer drug therapies that typically rely on apoptosis. Herein we further define the effects of chemical substitutions at the 2-and 5-indolyl positions on our lead compound 3-(5-methoxy-2-methyl-1H-indol-3-yl)-1-(4-pyridinyl)-2-propene-1-one (MOMIPP). We have identified a number of compounds that induce methuosis at similar potencies, including an interesting analogue having a hydroxypropyl substituent at the 2-position. In addition, we have discovered that certain substitutions on the 2-indolyl position redirect the mode of cytotoxicity from methuosis to microtubule disruption. This switch in activity is associated with an increase in potency as large as 2 orders of magnitude. These compounds appear to represent a new class of potent microtubule-active anticancer agents.

Suzuki-Miyaura cross-coupling reactions of potassium boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions were studied with potassium Boc-protected aminomethyltrifluoroborate through C-O activation of various mesylate derivatives to afford the corresponding products in moderate to good yields.