741606-45-1

Basic information

• Product Name: 1-oxiranylmethylindole-5-carbonitrile
• Synonyms: 1-oxiranylmethylindole-5-carbonitrile
• CAS NO: 741606-45-1
• Molecular Formula: C₁₂H₁₀N₂O
• Molecular Weight: 198
• Mol File: 741606-45-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-oxiranylmethylindole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-oxiranylmethylindole-5-carbonitrile(741606-45-1)
• EPA Substance Registry System: 1-oxiranylmethylindole-5-carbonitrile(741606-45-1)

Safety Data

• Hazardous Substances Data: 741606-45-1(Hazardous Substances Data)

Usage

General Description

1-oxiranylmethylindole-5-carbonitrile is a chemical compound with the molecular formula C12H8N2O. It is a derivative of indole and contains a carbonitrile functional group. The presence of an oxirane ring in its structure indicates potential reactivity and use in organic synthesis. 1-oxiranylmethylindole-5-carbonitrile may have applications in the pharmaceutical industry as a precursor for the synthesis of biologically active molecules or as a building block for the development of new drugs. Its specific properties and potential uses would depend on further research and testing.

Upstream product

• 15861-24-2 1H-indole-5-carbonitrile 
• 106-89-8 epichlorohydrin 

Downstream Products

• 741606-46-2 1-[3-(4-heptyloxyphenoxy)-2-hydroxypropyl]indole-5-carbonitrile 
• 741606-48-4 1-[3-(biphenyl-4-yloxy)-2-hydroxypropyl]indole-5-carbonitrile 
• 741606-52-0 1-[3-(biphenyl-2-yloxy)-2-hydroxypropyl]indole-5-carbonitrile 
• 741606-50-8 1-[3-(biphenyl-3-yloxy)-2-hydroxypropyl]indole-5-carbonitrile 
• 935764-10-6 3-{1-[2-hydroxy-3-(4-octylphenoxy)propyl]indol-5-yl}-4,5-dihydro-1,2,4-oxadiazol-5-one 
• 935764-14-0 1-(4-octylphenoxy)-3-[5-(1H-tetrazol-5-yl)indol-1-yl]propan-2-ol 
• 741606-27-9 1-[2-hydroxy-3-(4-octylphenoxy)propyl]indole-5-carbonitrile 

Relevant articles and documents

1-(5-carboxyindol-1-yl)propan-2-one inhibitors of human cytosolic phospholipase A2α with reduced lipophilicity: Synthesis, biological activity, metabolic stability, solubility, bioavailability, and topical in vivo activity

Indole-5-carboxylic acids with 3-aryloxy-2-oxopropyl residues in position 1 were previously reported to be potent inhibitors of human cytosolic phospholipase A2α (cPLA2α). In continuation of our attempts to develop clinical active cPLA2α inhibitors, a series of structurally related indole-5-carboxylic acids with reduced lipophilicity was synthesized and tested for cPLA2α-inhibitory potency. Furthermore, the thermodynamic solubility of these compounds and their metabolic stability in rat liver microsomes were evaluated. With an IC 50 of 0.012 μM against the isolated enzyme, compound 36 was one of the most potent cPLA2α inhibitors that emerged during the structure-activity relationship study. Concomitantly, 36 possessed the highest water solubility (212 μg/mL at pH 7.4) of all new target compounds. Despite these favorable properties, peroral application of 36 (100 mg/kg) in mice only led to low concentrations of the substance in blood plasma. A very high plasma clearance was observed after intravenous administration of 36 (10 mg/kg). However, in a topical murine model of contact dermatitis, 36 showed a pronounced anti-inflammatory in vivo activity.

NOVEL HETEROARYL-SUBSTITUTED ACETONE DERIVATIVES AS INHIBITORS OF PHOSPHOLIPASE A2

The invention relates to novel heteroaryl-substituted acetone derivatives, which inhibit the enzyme phospholipase A2, to pharmaceutical agents that contain said compounds and to a method for producing said compounds.