400-97-5

Basic information

• Product Name: 4-IODO-3-NITROBENZOTRIFLUORIDE
• Synonyms: 4-iodo-2-nitro-1-(trifluoromethyl)benzene
• CAS NO: 400-97-5
• Molecular Formula: C₇H₃F₃INO₂
• Molecular Weight: 317.01
• Mol File: 400-97-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 261℃
• Flash Point: 112℃
• Appearance: /
• Density: 2.02
• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-IODO-3-NITROBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-3-NITROBENZOTRIFLUORIDE(400-97-5)
• EPA Substance Registry System: 4-IODO-3-NITROBENZOTRIFLUORIDE(400-97-5)

Safety Data

• Hazardous Substances Data: 400-97-5(Hazardous Substances Data)

Usage

General Description

4-IODO-3-NITROBENZOTRIFLUORIDE is a chemical compound with the molecular formula C7H3F3INO2. It is a derivative of benzotrifluoride and contains both an iodine and nitro group in its structure. 4-IODO-3-NITROBENZOTRIFLUORIDE is commonly used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various organic compounds. It is also used as a reagent in organic synthesis and as an intermediate for the production of dyes and other fine chemicals. 4-IODO-3-NITROBENZOTRIFLUORIDE is known for its strong odor and is classified as a hazardous substance, requiring careful handling and storage.

InChI:InChI=1/C7H3F3INO2/c8-7(9,10)4-1-2-5(11)6(3-4)12(13)14/h1-3H

Upstream product

• 320-94-5 2-nitro-4-trifluoromethylbenzoic acid 
• 400-98-6 4-trifluoromethyl-2-nitroaniline 
• 455-13-0 4-Iodobenzotrifluoride 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 

Downstream Products

• 1187028-29-0 C₁₁H₁₀F₃NO₂ 
• 106851-20-1 trimethyl((2-nitro-4-(trifluoromethyl)phenyl)ethynyl)silane 
• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 
• 1333392-04-3 2-azido-1-(hept-1-yn-1-yl)-4-(trifluoromethyl)benzene 
• 1333392-13-4 2-(hept-1-yn-1-yl)-5-(trifluoromethyl)aniline 
• 1219744-25-8 C₁₀H₈F₃NO₂ 
• 105202-02-6 2-iodo-4-(trifluoromethyl)benzenamine 

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.

Palladium-Catalyzed Incorporation of Two C1 Building Blocks: The Reaction of Atmospheric CO2 and Isocyanides with 2-Iodoanilines Leading to the Synthesis of Quinazoline-2,4(1H,3H)-diones

A Pd-catalyzed insertion and cycloaddition of CO2 and isocyanide into 2-iodoanilines under atmospheric pressure has been developed and affords quinazoline-2,4(1H,3H)-diones through the formation of new C-C, C-O, and C-N bonds under mild conditions. This reaction provides a new and practical method not only for the construction of quinazoline-2,4(1H,3H)-diones but also for the efficient utilization of carbon dioxide.

CANNABINOID TYPE 1 RECEPTOR MODULATORS

The present disclosure relates to indole derivatives of the formula (I) which are cannabinoid type 1 receptor modulators and which are useful in the treatment of diseases in which modulation of the receptor is beneficial; to processes for their preparatio