54263-82-0

Basic information

• Product Name: 3-DIMETHYLAMINOBENZOYL CHLORIDE, 95
• Synonyms: 3-DIMETHYLAMINOBENZOYL CHLORIDE, 95;Benzoyl chloride, 3-(dimethylamino)- (9CI)
• CAS NO: 54263-82-0
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.6348
• Product Categories: ACIDHALIDE
• Mol File: 54263-82-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 275.9 °C at 760 mmHg
• Flash Point: 120.7 °C
• Appearance: /
• Density: 1.193 g/cm³
• Vapor Pressure: 0.00495mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 3-DIMETHYLAMINOBENZOYL CHLORIDE, 95(CAS DataBase Reference)
• NIST Chemistry Reference: 3-DIMETHYLAMINOBENZOYL CHLORIDE, 95(54263-82-0)
• EPA Substance Registry System: 3-DIMETHYLAMINOBENZOYL CHLORIDE, 95(54263-82-0)

Safety Data

• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 54263-82-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10ClNO/c1-11(2)8-5-3-4-7(6-8)9(10)12/h3-6H,1-2H3

Upstream product

• 99-07-0 3-Dimethylaminophenol 
• 141-75-3 butyryl chloride 
• 365427-36-7 3-(dimethylamino)phenyl trifluoromethanesulfonate 
• 99-64-9 3-(dimethylamino)benzoic acid 

Downstream Products

• 933959-84-3 N-(4-chloro-3-nitro-phenyl)-3-dimethylamino-benzamide 
• 250683-80-8 N-(4-fluoro-3-nitrophenyl)-3-dimethylaminobenzamide 
• 925431-61-4 C₂₁H₁₈N₄O₂ 
• 925432-08-2 C₂₁H₁₈N₄O₂ 
• 1213706-67-2 N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)-3-dimethylamino-benzamide 
• 16518-65-3 m-dimethylaminobenzoic acid ethyl ester 
• 205927-64-6 3-dimethylaminobenzoylhydrazide 
• 619-22-7 3-(dimethylamino)benzaldehyde 
• 143024-52-6 3-Dimethylamino-N,N-diethyl-benzamide 
• 16518-64-2 3-(dimethylamino)benzoic acid methyl ester 
• 7165-39-1 3-dimethylamino-benzoic acid 2-(2-trifluoromethyl-phenothiazin-10-yl)-ethyl ester 
• 1650-43-7 10-(3-dimethylamino-benzoyl)-2-trifluoromethyl-10H-phenothiazine 
• 7046-92-6 10-<2-(3-Dimethylamino-benzoyloxy)-aethyl>-phenthiazin 
• 1187837-05-3 2-(6-{[({[3-(dimethylamino)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)-1H-isoindole-1,3(2H)-dione 

Relevant articles and documents

Design, synthesis, biological evaluation and pharmacophore model analysis of novel tetrahydropyrrolo[3,4-c]pyrazol derivatives as potential TRKs inhibitors

The tropomyosin receptor kinases TRKs are responsible for different tumor types which caused by NTRK gene fusion, and have been identified as a successful target for anticancer therapeutics. Herein, we report a potent and selectivity TRKs inhibitor 19m through rational drug design strategy from a micromolar potency hit 17a. Compound 19m significantly inhibits the proliferation of TRK-dependent cell lines (Km-12), while it has no inhibitory effect on TRK-independent cell lines (A549 and THLE-2). Furthermore, kinases selectivity profiling showed that in addition to TRKs, compound 19m only displayed relatively strong inhibitory activity on ALK. These data may indicate that compound 19m has a good drug safety. Partial ADME properties were evaluated in vitro and in vivo. Compound 19m exhibited a good AUC values and volume of distribution and low clearance in the pharmacokinetics experiment of rats. Finally, a pharmacophore model guided by experimental results is proposed. We hope this theoretical model can help researchers find type I TRK inhibitors more efficiently.

Ligand-Promoted RhIII-Catalyzed Thiolation of Benzamides with a Broad Disulfide Scope

A ligand-promoted RhIII-catalyzed C(sp2)?H activation/thiolation of benzamides has been developed. Using bidentate mono-N-protected amino acid ligands led to the first example of RhIII-catalyzed aryl thiolation reactions directed by weakly coordinating directing amide groups. The reaction tolerates a broad range of amides and disulfide reagents.

Acetic Acid Accelerated Visible-Light Photoredox Catalyzed N-Demethylation of N,N-Dimethylaminophenyl Derivatives

N,N-Dimethylaminophenyl moiety is a common fragment in medicinal chemistry as several pharmaceuticals bearing this privileged motif are on the market and under clinical evaluation. Oxidative N-demethylation is generally regarded as the major metabolic pathway. However, pharmacokinetics, metabolites studies as well as the further structural modification are precluded by the impracticality of chemical synthesis. Here we report that acetic acid can significantly accelerate visible-light photoredox catalyzed N-demethylation of N,N-dimethylaminophenyl derivatives. This approach is easy for large scale reaction and even for potential industrial manufacture. (Figure presented.).