21900-23-2

Basic information

• Product Name: 3,4-DIMETHYLBENZENE-1-CARBONYL CHLORIDE
• Synonyms: 3,4-DIMETHYL-BENZOYL CHLORIDE;3,4-DIMETHYLBENZENE-1-CARBONYL CHLORIDE;Benzoyl chloride, 3,4-dimethyl- (6CI,7CI,8CI,9CI);3,4-Dimethylbenzoyl chloride 95%;4-(Chlorocarbonyl)-o-xylene, 4-(Chloroformyl)-o-xylene
• CAS NO: 21900-23-2
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Product Categories: ACIDHALIDE
• Mol File: 21900-23-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 126 °C
• Flash Point: 112.4 °C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0.0145mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Store under Nitrogen
• CAS DataBase Reference: 3,4-DIMETHYLBENZENE-1-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHYLBENZENE-1-CARBONYL CHLORIDE(21900-23-2)
• EPA Substance Registry System: 3,4-DIMETHYLBENZENE-1-CARBONYL CHLORIDE(21900-23-2)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• Hazardous Substances Data: 21900-23-2(Hazardous Substances Data)

Usage

Uses

3,4-dimethylbenzoyl chloride is a useful reactant for the synthesis of various vinblastine 20'' amides that were studied fr=or its activity against Pgp overexpressing resistant cancer cell line.

InChI:InChI=1/C9H9ClO/c1-6-3-4-8(9(10)11)5-7(6)2/h3-5H,1-2H3

Upstream product

• 95-47-6 o-xylene 
• 583-71-1 4-bromo-o-xylene 
• 141-75-3 butyryl chloride 
• 255837-23-1 3,4-dimethylphenyl trifluoromethanesulfonate 
• 95-65-8 3,4-Dimethylphenol 
• 79-37-8 oxalyl dichloride 
• 619-04-5 3,4-dimethylbenzoic acid 
• 95-64-7 4-amino-o-xylene 

Downstream Products

• 17283-16-8 3,4-dimethylphenylacetic acid 
• 164290-86-2 N-phenyl-3,4-dimethylbenzamide 
• 860564-67-6 2,4,5,3',4'-pentamethyl-benzophenone 
• 120-34-3 N-(4-aminophenylsulfonyl)-3,4-dimethylbenzamide 
• 3637-01-2 3,4-dimethylacetophenone 
• 5973-71-7 3,4-dimethylbenzaldehyde 
• 34824-37-8 9-(3,4-Dimethyl-benzoyl)-1,2,3,4,5,6,7,8-octahydro-phenanthren 
• 47777-03-7 C₃₀H₃₃NO₅ 
• 68429-41-4 3,4-Dimethyl-benzoic acid 2-(2,4-dimethyl-phenyl)-5,5-dimethyl-3-oxo-cyclohex-1-enyl ester 
• 127722-70-7 N-(4,6-Dimethyl-pyridin-2-yl)-3,4-dimethyl-benzamide 
• 289903-16-8 3-azido-2-(3,4-dimethylbenzyl)propyl 3,4-dimethylbenzoate 
• 343798-57-2 1,3-bis(3,4-dimethylphenyl)prop-2-yn-1-one 
• 349139-60-2 N-[2-(4-methoxy-phenyl)-ethyl]-3,4-dimethyl-benzamide 
• 3400-36-0 N,3,4-trimethylbenzamide 

Relevant articles and documents

ESTER COMPOUND

This ester compound is represented by formula (1) [wherein R1 to R24 are each independently a hydrogen atom, a halogen atom, a hydrocarbon group, or a heteroatom-containing hydrocarbon group; R1 to R10, R23, and R24 may be bonded to each other to form a ring, and adjacent substituents may be directly bonded to form a multiple bond; R11 to R24 may be bonded to each other to form a ring, and adjacent substituents may be bonded to each other to form a multiple bond; at least two, as a pair, of R1 to R24 are bonded to each other to form a ring structure; n2 to n5 each independently indicate an integer of 0-2; n1 and n6 each independently indicate 0 or 1; and L1 and L2 are each independently a hydrocarbon group or a heteroatom-containing hydrocarbon group].

Optimization of a 1,3,4-oxadiazole series for inhibition of Ca2+/calmodulin-stimulated activity of adenylyl cyclases 1 and 8 for the treatment of chronic pain

Adenylyl cyclases type 1 (AC1) and 8 (AC8) are group 1 transmembrane adenylyl cyclases (AC) that are stimulated by Ca2+/calmodulin. Studies have shown that mice depleted of AC1 have attenuated inflammatory pain response, while AC1/AC8 double-knockout mice display both attenuated pain response and opioid dependence. Thus, AC1 has emerged as a promising new target for treating chronic pain and opioid abuse. We discovered that the 1,3,4-oxadiazole scaffold inhibits Ca2+/calmodulin-stimulated cyclic adenosine 3‘,5‘-monophosphate (cAMP) production in cells stably expressing either AC1 or AC8. We then carried out structure-activity relationship studies, in which we designed and synthesized 65 analogs, to modulate potency and selectivity versus each AC isoform in cells. Furthermore, molecular docking of the analogs into an AC1 homology model suggests the molecules may bind at the ATP binding site. Finally, a prioritized analog was tested in a mouse model of inflammatory pain and exhibited modest analgesic properties. In summary, our data indicate the 1,3,4-oxadiazoles represent a novel scaffold for the cellular inhibition of Ca2+/calmodulin-stimulated AC1- and AC8 cAMP and warrant further exploration as potential lead compounds for the treatment of chronic inflammatory pain.