20149-84-2

Basic information

• Product Name: N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE
• Synonyms: Acetanilide,2,3’,4’-trichloro-;ART-CHEM-BB B015626;2-CHLORO-N-(3,4-DICHLOROPHENYL)ACETAMIDE;AKOS B015626;AKOS BBS-00004057;N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE;N-(CHLOROACETYL)-3,4-DICHLOROANILINE;2-chloro-N-(3,4-dichlorophenyl)ethanamide
• CAS NO: 20149-84-2
• Molecular Formula: C₈H₆Cl₃NO
• Molecular Weight: 238.5
• Mol File: 20149-84-2.mol

Chemical Properties

• Melting Point: 104.5-106 °C
• Boiling Point: 393.3°Cat760mmHg
• Flash Point: 191.7°C
• Appearance: /
• Density: 1.511g/cm³
• Vapor Pressure: 2.15E-06mmHg at 25°C
• Refractive Index: 1.616
• PKA: 11.35±0.70(Predicted)
• CAS DataBase Reference: N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE(20149-84-2)
• EPA Substance Registry System: N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE(20149-84-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 20149-84-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE is used as an active pharmaceutical ingredient for the development of new drugs to combat microbial infections. Its antibacterial and antifungal properties make it a promising candidate for creating effective treatments against various diseases caused by harmful microorganisms.
Used in Agrochemical Industry:
N1-(3,4-DICHLOROPHENYL)-2-CHLOROACETAMIDE is used as a key intermediate in the synthesis of agrochemicals, specifically herbicides. Its potential to control the growth of unwanted vegetation makes it a valuable component in the development of effective and environmentally friendly weed control solutions.

InChI:InChI=1/C8H6Cl3NO/c9-4-8(13)12-5-1-2-6(10)7(11)3-5/h1-3H,4H2,(H,12,13)

Upstream product

• 95-76-1 m,p-dichloroaniline 
• 541-88-8 Chloroacetic anhydride 

Downstream Products

• 22010-25-9 piperidino-acetic acid-(3,4-dichloro-anilide) 
• 111977-85-6 1-[(3,4-dichloro-phenylcarbamoyl)-methyl]-pyridinium; chloride 
• 1220043-54-8 C₃₀H₁₈BrCl₄N₅OS 
• 1228237-34-0 C₁₈H₁₉Cl₂NO₂ 
• 1325210-50-1 2-[2-(2,6-dichlorophenyl)amino]phenylmethyl-3(-4[(3,4-dichlorophenyl)amino]-1,3-oxazol-2-yl)-7-chloroquinazolin-4(3H)-one 
• 33240-95-8 3,4-dichloroaniline hydrochloride 
• 1192367-01-3 N-(3,4-dichlorophenyl)-2-(2-(4-(methylsulfonamido)-phenoxy)ethylamino) acetamide 
• 1253933-70-8 2-{2-[(2,6-dichlorophenyl)amino]phenylmethyl}-3-{4-[(3,4-dichlorophenyl)amino]oxazol-2-yl}-6-bromoquinazolin-4(3H)-on 
• 81112-61-0 N-(3,4-Dichloro-phenyl)-2-piperidin-1-yl-acetamide; compound with oxalic acid 
• 769911-41-3 3,4-dichloro-N-{2-[4-(4-fluorobenzyl)piperidin-1-yl]ethyl}aniline 
• 333986-46-2 N-(3,4-dichlorophenyl)-2-[4-(4-fluorophenyl)piperidin-1-yl]acetamide 

Relevant articles and documents

COMBINATION THERAPY FOR TREATING MPS1

The application is directed to compounds of formula (I) and their salts and solvates, wherein B, R1, R2, R3, R3', R4, R4', and R5 are as set forth in the specification, as well as to methods for their preparation, pharmaceutical compositions comprising the same, and use thereof for the treatment and/or prevention of, e.g., MPS1, optionally in combination with α-L-iduronidase or an analog or variant thereof, e.g., laronidase.

1,3-dimethyl-7-substituted-quinazolinyl-2,4-diones, and synthesis method and application thereof

The invention discloses 1,3-dimethyl-7-substituted-quinazolinyl-2,4-diones. The structural general formula of the compounds is disclosed in the specification, wherein R1 is hydrogen or ethyl; and R2 is a benzene ring, benzene ring derivative, heterocyclic ring or aliphatic hydrocarbon. Part of compounds have favorable inhibiting activities for Candida albicans, Aspergillus flavus, Torula histolytica and Aspergillus fumigatus. The compounds have obvious inhibiting activities for chitin synthetase, have favorable antibacterial effects, and can be used for preparing drugs for anti-pathogenic microorganisms.

CCR5 antagonists as anti-HIV-1 agents. Part 3: Synthesis and biological evaluation of piperidine-4-carboxamide derivatives

Replacement of the 5-oxopyrrolidin-3-yl fragment in the previously reported lead structure with a 1-acetylpiperidin-4-yl group led to the discovery of a novel series of potent CCR5 antagonists. Introduction of small hydrophobic substituents on the central phenyl ring increased the binding affinity, providing low to sub-nanomolar CCR5 antagonists. The selected compound 11f showed excellent antiviral activity against CCR5-using HIV-1 replication in human peripheral blood mononuclear cells (EC50 = 0.59 nM) and an acceptable pharmacokinetic profile in dogs.

Cyclic amine compounds as CCR5 antagonists

A compound of formula (I) (wherein R1is a hydrogen atom, a hydrocarbon group which may be substituted, a non-aromatic heterocyclic group which may be substituted, R2is a hydrocarbon group which may be substituted, a non-aromatic heterocyclic group which may be substituted, or R1and R2may combine to each other together with A to form a heterocyclic group which may be substituted; A is N or N+—R5.Y?(R5is a hydrocarbon group; Y?is a counter anion); R3is a cyclic hydrocarbon group which may be substituted or a heterocyclic group which may be substituted; n is 0 or 1; R4is a hydrogen atom, a hydrocarbon group which may be substituted, a heterocyclic group which may be substituted, an alkoxy group which may be substituted, an aryloxy group which may be substituted, or an amino group which may be substituted, E is a divalent aliphatic hydrocarbon group which may be substituted by group(s) other than oxo; G1is a bond, CO or SO2; G2is CO, SO2, NHCO, CONH or OCO; J is methine or a nitrogen atom; and each of Q and R is a bond or a divalent C1-3aliphatic hydrocarbon which may be substituted; provided that J is methine when G2is OCO, that one of Q and R is not a bond when the other is a bond and that each of Q and R is not substituted by oxo group(s) when G1is a bond) or a salt thereof has a potent CCR5 antagonistic activity and can be advantageously used for the treatment or prevention of infectious disease of various HIV in human (e.g. AIDS).