17380-19-7

Basic information

• Product Name: 3-acetyl-indole-5-carbonitrile
• Synonyms: 3-acetyl-indole-5-carbonitrile
• CAS NO: 17380-19-7
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184
• Mol File: 17380-19-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 318.14°C (rough estimate)
• Flash Point: 206.6°C
• Appearance: /
• Density: 1.1820 (rough estimate)
• Vapor Pressure: 3.38E-07mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• CAS DataBase Reference: 3-acetyl-indole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-acetyl-indole-5-carbonitrile(17380-19-7)
• EPA Substance Registry System: 3-acetyl-indole-5-carbonitrile(17380-19-7)

Safety Data

• Hazardous Substances Data: 17380-19-7(Hazardous Substances Data)

Usage

Safety Profile

A poison by intravenous route. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx.

InChI:InChI=1/C11H8N2O/c1-7(14)10-6-13-11-3-2-8(5-12)4-9(10)11/h2-4,6,13H,1H3

Upstream product

• 16066-91-4 5-iodo-1H-indole 
• 32685-23-7 5-Cyano-1-(p-toluenesulfonyl)indole 
• 1235976-72-3 N-(p-toluenesulfonyl)-3-acetyl-5-cyanoindole 
• 15861-24-2 1H-indole-5-carbonitrile 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Expanding the SAR of Nontoxic Antiplasmodial Indolyl-3-ethanone Ethers and Thioethers

Despite major strides in reducing Plasmodium falciparum infections, this parasite still accounts for roughly half a million annual deaths. This problem is compounded by the decreased efficacy of artemisinin combination therapies. Therefore, the development and optimisation of novel antimalarial chemotypes is critical. In this study, we describe our strategic approach to optimise a class of previously reported antimalarials, resulting in the discovery of 1-(5-chloro-1H-indol-3-yl)-2-[(4-cyanophenyl)thio]ethanone (13) and 1-(5-chloro-1H-indol-3-yl)-2-[(4-nitrophenyl)thio]ethanone (14), whose activity was equipotent to that of chloroquine against the P. falciparum 3D7 strain. Furthermore, these compounds were found to be nontoxic to HeLa cells as well as being non-haemolytic to uninfected red blood cells. Intriguingly, several of our most promising compounds were found to be less active against the isogenic NF54 strain, highlighting possible issues with long-term dependability of malarial strains. Finally compound 14 displayed similar activity against both the NF54 and K1 strains, suggesting that it inhibits a pathway that is uncompromised by K1 resistance.

Antifungal agents. Part 3: Synthesis and antifungal activities of 3-acylindole analogs against phytopathogenic fungi in vitro

To find more potent antifungal compounds, twenty 3-acylindole analogs were synthesized and bio-evaluated for their antifungal activities against seven phytopathogenic fungi. Structure-activity relationships investigations revealed that 4- or 6-methyl and 3-acetyl or propionyl groups were the important structural properties of 3-acylindoles for the activities. Especially 4-methyl-3-propionylindole, 12, displayed the more potent activities than hymexazol, a commercially available agricultural fungicide, and might be considered as a new promising lead candidate for further design and synthesis of agricultural fungicides.