1989-53-3

Basic information

• Product Name: 2,6-Dimethoxybenzoyl chloride
• Synonyms: 2,6-DIMETHOXYBENZOYL CHLORIDE;AKOS BBS-00003917;2,6-dimethoxy-benzoylchlorid;2,6-DIMETHOXYBENZOYL CHLORIDE, TECH., 80%;2,6-Dimethoxybenzoyl chloride, 98+%;Benzoyl chloride, 2,6-dimethoxy-;2,6-Dimethoxybenzoic acid chloride;2,6-Dimethoxybenzoyl chloride,95%
• CAS NO: 1989-53-3
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• EINECS: 217-868-3
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 1989-53-3.mol
• Article Data: 36

Chemical Properties

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 306.7 °C at 760 mmHg
• Flash Point: 134.1 °C
• Appearance: /
• Density: 1.224 g/cm³
• Vapor Pressure: 0.000757mmHg at 25°C
• Refractive Index: 1.52
• Sensitive: Moisture Sensitive
• BRN: 881245
• CAS DataBase Reference: 2,6-Dimethoxybenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethoxybenzoyl chloride(1989-53-3)
• EPA Substance Registry System: 2,6-Dimethoxybenzoyl chloride(1989-53-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1989-53-3(Hazardous Substances Data)

Usage

Chemical Properties

white to beige crystalline powder or chunks

Uses

2,6-Dimethoxybenzoyl chloride has been used in the preparation of:2,6-dimethoxyphenylpenicillindidechloro-OO-dimethylpyoluteorin

InChI:InChI=1/C9H9ClO3/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5H,1-2H3

Upstream product

• 707-74-4 (trichloromethyl)mesitylene 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 7719-09-7 thionyl chloride 

Downstream Products

• 82935-41-9 A 31125 
• 79205-16-6 ethyl 5-(2',6'-dimethoxybenzoyl)-4-methylpyrrole-3-carboxylate 
• 95729-18-3 2-(2,6-Dimethoxybenzoylamino)-3,5-dichloropyridine 
• 95729-20-7 N-(2,4-Dichloro-phenyl)-2,6-dimethoxy-benzamide 
• 79205-17-7 methyl 5-(2',6'-dimethoxybenzoyl)-4-phenylpyrrole-3-carboxylate 
• 177027-11-1 2,6-Dimethoxy-N-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-benzamide 
• 96189-21-8 N-(2,6-dimethoxybenzoyl)imidazole 
• 956317-37-6 tert-butyl 4-(2,6-dimethoxybenzoyl)-1,4-diazepane-1-carboxylate 
• 956317-41-2 tert-butyl 4-(2,6-dimethoxybenzoyl)-6-hydroxy-1,4-diazepane-1-carboxylate 
• 139632-27-2 1-(1-Aza-bicyclo[2.2.2]oct-3-yl)-3-(2,6-dimethoxy-benzoyl)-urea 

Relevant articles and documents

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Two xanthones from roots of Cratoxylum formosanum

From the roots of Cratoxylum formosanum, two new xanthones, 2,7- dihydroxy-1,8-dimethoxyxanthone and 1,4,7-trihydroxy-8-methoxyxanthone, were isolated, in addition to seven known xanthones and two flavonoids. Among the xanthones, 1,4,7-trihydroxyxanthone was the first isolation from the natural sources. Structures were determined by spectral analyses.

Computational discovery, structural optimization and biological evaluation of novel inhibitors targeting transient receptor potential vanilloid type 3 (TRPV3)

Transient receptor potential vanilloid type 3 (TRPV3) is a Ca2+ permeable nonselective cation channel and expressed abundantly in skin keratinocytes. TRPV3 emerges as an attractive target for treatment of pruritic, inflammatory, pain and skin-related diseases. However, only a few reports of TRPV3 inhibitors exist at present besides some patents. Therefore, TRPV3 research has always been fraught with challenges. Through a combination of virtual screening and biological evaluation, compound P1 (10 μM) was identified as a top hit with 34.5% inhibitory effect on 2-APB (1 mM)-evoked currents of mTRPV3-WT. Further structural optimization provided the inhibitor PC5 with the best activity (IC50 = 2.63 ± 0.28 μM), and point mutation assays indicated that amino acids V629 and F633 are crucial for the binding of PC5 and TRPV3. In summary, these newly discovered inhibitors could serve as promising lead compounds for the development of TRPV3 inhibitors in the future.

Late-Stage β-C(sp3)-H Deuteration of Carboxylic Acids

Carboxylic acids are highly abundant in bioactive molecules. In this study, we describe the late-stage β-C(sp3)-H deuteration of free carboxylic acids. On the basis of the finding that C-H activation with our catalysts is reversible, the de-deuteration process was first optimized. The resulting method uses ethylenediamine-based ligands and can be used to achieve the desired deuteration when using a deuterated solvent. The reported method allows for the functionalization of a wide range of free carboxylic acids with diverse substitution patterns, as well as the late-stage deuteration of bioactive molecules and related frameworks and enables the functionalization of nonactivated methylene β-C(sp3)-H bonds for the first time.