784-45-2

Basic information

• Product Name: 3-nitroso-2-phenyl-1H-indole
• Synonyms: 1H-indole, 3-nitroso-2-phenyl-
• CAS NO: 784-45-2
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.242
• Mol File: 784-45-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 467.4°C at 760 mmHg
• Flash Point: 236.5°C
• Density: 1.24g/cm³
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 3-nitroso-2-phenyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitroso-2-phenyl-1H-indole(784-45-2)
• EPA Substance Registry System: 3-nitroso-2-phenyl-1H-indole(784-45-2)

Safety Data

• Hazardous Substances Data: 784-45-2(Hazardous Substances Data)

Usage

General Description

3-Nitroso-2-phenyl-1H-indole is a chemical compound with the molecular formula C14H9N3O2. It is a nitroso compound and an indole derivative, which is commonly used as a precursor in organic synthesis. 3-Nitroso-2-phenyl-1H-indole has been studied for its potential pharmacological and biological activities, including its potential as an anticancer agent. Additionally, it has been investigated for its role in the formation of mutagenic and carcinogenic nitrosamines in the human body. The compound has also been utilized in research for the development of new drugs and therapeutic agents. Overall, 3-Nitroso-2-phenyl-1H-indole is a versatile chemical with potential applications in various fields, including medicine and pharmacology.

Upstream product

• 948-65-2 2-phenyl-indole 

Downstream Products

• 519166-83-7 N-(2-phenyl-1H-indol-3-yl)benzamide 
• 6339-33-9 3-imino-2-phenyl-3H-indole 
• 2989-63-1 2-phenyl-3H-indol-3-one 
• 83506-45-0 ethyl 2-phenylindole-3-carbamate 
• 83506-47-2 2-phenylindole-3-semicarbazide 
• 23041-45-4 3-amino-2-phenylindole 
• 4771-06-6 2-phenyl-3-nitro-1H-indole 
• 40288-69-5 N-(2-cyanophenyl)benzamide 

Relevant articles and documents

The Trifluoromethyl Group as a Bioisosteric Replacement of the Aliphatic Nitro Group in CB1 Receptor Positive Allosteric Modulators

The first generation of CB1 positive allosteric modulators (e.g., ZCZ011) featured a 3-nitroalkyl-2-phenyl-indole structure. Although a small number of drugs include the nitro group, it is generally not regarded as being "drug-like", and this is particularly true for aliphatic nitro groups. There are very few case studies where an appropriate bioisostere replaced a nitro group that had a direct role in binding. This may be indicative of the difficulty of replicating its binding interactions. Herein, we report the design and synthesis of ligands targeting the allosteric binding site on the CB1 cannabinoid receptor, in which a CF3 group successfully replaced the aliphatic NO2. In general, the CF3-bearing compounds were more potent than their NO2 equivalents and also showed improved in vitro metabolic stability. The CF3 analogue (1) with the best balance of properties was selected for further pharmacological evaluation. Pilot in vivo studies showed that (±)-1 has similar activity to (±)-ZCZ011, with both showing promising efficacy in a mouse model of neuropathic pain.

Methods for treating or preventing erectile dysfunction or urinary incontinence

The present invention relates to methods for treating or preventing erectile dysfunction or urinary incontinence, comprising administering to a subject in need thereof an effective amount of a compound of the invention.

Isoquinoline derivatives and methods of use thereof

The invention provides novel classes of Isoquinoline Derivatives. Pharmaceutical compositions and methods of making and using the compounds, are also described.