74585-34-5

Basic information

• Product Name: N-(2-CHLOROPHENYL)-N-METHYLACETAMIDE
• Synonyms: N-(2-CHLOROPHENYL)-N-METHYLACETAMIDE
• CAS NO: 74585-34-5
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.6348
• Mol File: 74585-34-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2-CHLOROPHENYL)-N-METHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-CHLOROPHENYL)-N-METHYLACETAMIDE(74585-34-5)
• EPA Substance Registry System: N-(2-CHLOROPHENYL)-N-METHYLACETAMIDE(74585-34-5)

Safety Data

• Hazardous Substances Data: 74585-34-5(Hazardous Substances Data)

Usage

General Description

N-(2-Chlorophenyl)-N-methylacetamide, also known as clonitazene, is a synthetic opioid analgesic drug that is structurally related to codeine. It acts as a μ-opioid receptor agonist and is characterized by its potent analgesic effects. Clonitazene has been used in clinical research for scientific study and is considered a controlled substance in many countries due to its potential for abuse and addiction. It is listed as a Schedule I controlled substance by the United States Drug Enforcement Administration. The chemical structure of clonitazene includes a chlorophenyl group and a methylacetamide group, giving it its unique pharmacological properties. Due to its opioid nature, clonitazene carries a risk of respiratory depression and overdose, and it is important to use it only under the guidance of a medical professional.

Upstream product

• 932-32-1 N-methyl-2-chloroaniline 
• 533-17-5 N-(2-chlorophenyl)acetamide 
• 77-78-1 dimethyl sulfate 
• 95-51-2 o-chloroaniline 

Downstream Products

• 932-32-1 N-methyl-2-chloroaniline 
• 1404509-16-5 N-(2-chlorophenyl)-N-methylethenesulfonamide 
• 61-70-1 N-methyl-2-indolinone 
• 573-27-3 2-(N-acetyl-N-methylamino)phenol 

Relevant articles and documents

Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy

Hormone therapy targeting estrogen receptors is widely used clinically for the treatment of breast cancer, such as tamoxifen, but most of them are partial agonists, which can cause serious side effects after long-term use. The use of selective estrogen receptor down-regulators (SERDs) may be an effective alternative to breast cancer therapy by directly degrading ERα protein to shut down ERα signaling. However, the solely clinically used SERD fulvestrant, is low orally bioavailable and requires intravenous injection, which severely limits its clinical application. On the other hand, double- or multi-target conjugates, which are able to synergize antitumor activity by different pathways, thus may enhance therapeutic effect in comparison with single targeted therapy. In this study, we designed and synthesized a series of novel dual-functional conjugates targeting both ERα degradation and histone deacetylase inhibiton by combining a privileged SERD skeleton 7-oxabicyclo[2.2.1]heptane sulfonamide (OBHSA) with a histone deacetylase inhibitor side chain. We found that substituents on both the sulfonamide nitrogen and phenyl group of OBHSA unit had significant effect on biological activities. Among them, conjugate 16i with N-methyl and naphthyl groups exhibited potent antiproliferative activity against MCF-7 cells, and excellent ERα degradation activity and HDACs inhibitory ability. A further molecular docking study indicated the interaction patterns of these conjugates with ERα, which may provide guidance to design novel SERDs or PROTAC-like SERDs for breast cancer therapy.

Fluorovinloxyacetamides, process for preparing same and herbicidal composition comprising same

Herbicidal fluorovinyloxyacetamide compounds of formula (I) are useful for protecting crops from weeds: wherein: R1is a phenyl group optionally having one or more substituents selected from the group consisting of C1-6alkyl, halogen-

Photoinduced Cyclizations of Mono- and Dianions of N-Acyl-o-chloroanilines and N-Acyl-o-chlorobenzylamines as General Methods for the Synthesis of Oxindoles and 1,4-Dihydro-3(2H)-isoquinolinones

Formation of the monoanions of a series of N-acyl-N-alkyl-o-chloroanilines by means of LDA in THF followed by irradiation with near-UV light affords 1,3-dialkyloxindoles in good yields.Similar photoinduced cyclizations of dianions derived from N-acyl-o-chloroanilines leads to 3-alkyloxindoles.Photocyclizations of mono- and dianion prepared from α,β-unsaturated o-haloanilides proceed to form 3-alkylideneoxindoles.Carbanions derived from N-acyl-o-chlorobenzylamines also undergo photoassisted ring closure to afford 1,4-dihydro-3(2H)-isoquinolinones.The influence of near-UV light and the effect of inhibitors implicate a radical-chain mechanism as the major reaction pathway in this convenient new method for oxindole and isoquinolinone synthesis.