117086-91-6

Basic information

• Product Name: 1H-Indole-1-carbonyl chloride, 2,3-dihydro- (9CI)
• Synonyms: 1H-Indole-1-carbonyl chloride, 2,3-dihydro- (9CI)
• CAS NO: 117086-91-6
• Molecular Formula: C₉H₈ClNO
• Molecular Weight: 181.61892
• Product Categories: ACIDHALIDE
• Mol File: 117086-91-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 325.246 °C at 760 mmHg
• Flash Point: 150.504 °C
• Appearance: /
• Density: 1.338 g/cm³
• CAS DataBase Reference: 1H-Indole-1-carbonyl chloride, 2,3-dihydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-1-carbonyl chloride, 2,3-dihydro- (9CI)(117086-91-6)
• EPA Substance Registry System: 1H-Indole-1-carbonyl chloride, 2,3-dihydro- (9CI)(117086-91-6)

Safety Data

• Hazardous Substances Data: 117086-91-6(Hazardous Substances Data)

Usage

Appearance

Colorless to pale yellow liquid

Reactivity

Highly reactive due to the presence of the carbonyl chloride functional group

Uses

Commonly used in organic synthesis, particularly in the pharmaceutical industry for the preparation of various drugs and pharmaceutical intermediates

Safety precautions

Potential for causing skin and eye irritation, as well as respiratory problems if inhaled. Should be stored and handled in a well-ventilated area and with appropriate personal protective equipment.

Upstream product

• 75-44-5 phosgene 
• 496-15-1 1-indoline 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 1582793-06-3 1-phenylprop-2-yn-1-yl indoline-1-carboxylate 

Relevant articles and documents

QUATERNARY LACTAM COMPOUND AND PHARMACEUTICAL USE THEREOF

A quaternary lactam compound of formula (I). The compound is used in the manufacture of a medicament for the treatment and/or prevention of thrombotic or thromboembolic disorders.

Semicarbazone-based inhibitors of cathepsin K, are they prodrugs for aldehyde inhibitors?

Starting from potent aldehyde inhibitors with poor drug properties, derivatization to semicarbazones led to the identification of a series of semicarbazone-based cathepsin K inhibitors with greater solubility and better pharmacokinetic profiles than their parent aldehydes. Furthermore, a representative semicarbazone inhibitor attenuated bone resorption in an ex vivo rat calvarial bone resorption model. However, based on enzyme inhibition comparisons at neutral pH, semicarbazone hydrolysis rates, and 13C NMR experiments, these semicarbazones probably function as prodrugs of aldehydes.

Process for the preparation of 1-4-disubstituted-5 (4H)-tetrazolinones

1,4-Disubstituted-5(4H)-tetrazolinones of the formula (I) STR1 wherein R1, R2 and R3 have the meanings given in the specification), which are known to be useful as herbicides, can be obtained in very good yields by reacting the corresponding 1-substituted-5(4H)-tetrazolinones with the corresponding carbamoyl chlorides in the presence of 4-dimethylaminopyridine.