31076-85-4

Usage

Uses

Used in Pharmaceutical Industry:
Benzoyl chloride, 3-acetyl(9CI) is used as a key intermediate in the synthesis of aminimdes, which are potential central nervous system (CNS) acting agents. These agents have the potential to be developed into medications for treating various neurological and psychiatric disorders.
Additionally, Benzoyl chloride, 3-acetyl(9CI) is used in the synthesis of 3-[(Dimethylamino)carbonyl]phenol (D461635). Benzoyl chloride, 3-acetyl(9CI) serves as a precursor for the development of novel purine and bicyclic pyrimidine molecules. These molecules are known as factor Xa inhibitors, which play a crucial role in the coagulation cascade and have potential applications in the treatment of thrombotic disorders.
Furthermore, these novel purine and bicyclic pyrimidine molecules exhibit high selectivity over thrombin and trypsin, making them valuable in the development of targeted therapeutics with minimal side effects. The use of Benzoyl chloride, 3-acetyl(9CI) in these syntheses highlights its importance in the pharmaceutical industry for creating new and effective treatments for various medical conditions.

Upstream product

• 586-42-5 3-acetylbenzoic acid 

Downstream Products

• 1416002-14-6 3-acetyl-N,N-dimethylbenzamide 
• 1327280-85-2 3-acetyl-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)benzamide 
• 1344686-00-5 5-acetyl-2-fluoro-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)benzamide 
• 1428858-66-5 3-acetyl-N-(quinolin-8-yl)benzamide 
• 1428858-84-7 5-acetyl-2-butyl-N-(quinolin-8-yl)benzamide 
• 155567-96-7 3-acetylbenzenehydroxamic acid 

Relevant academic research and scientific papers

Cobalt(III)-Catalyzed C?H Amidation of Dehydroalanine for the Site-Selective Structural Diversification of Thiostrepton

Thiostrepton is a potent antibiotic against a broad range of Gram-positive bacteria, but its medical applications have been limited by its poor aqueous solubility. In this work, the first C(sp2)?H amidation of dehydroalanine (Dha) residues was applied to the site selective modification of thiostrepton to prepare a variety of derivatives. Unlike all prior methods for the modification of thiostrepton, the alkene framework of the Dha residue is preserved and with complete selectivity for the Z-stereoisomer. Additionally, an aldehyde group was introduced by C?H amidation, enabling oxime ligation for the installation of an even greater range of functionality. The thiostrepton derivatives generally maintain antimicrobial activity, and importantly, eight of the derivatives displayed improved aqueous solubility (up to 28-fold), thereby addressing a key shortcoming of this antibiotic. The exceptional functional group compatibility and site selectivity of CoIII-catalyzed C(sp2)?H Dha amidation suggests that this approach could be generalized to other natural products and biopolymers containing Dha residues.

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.

Chelation-Assisted Nickel-Catalyzed Oxidative Annulation via Double C-H Activation/Alkyne Insertion Reaction

A nickel/NHC system for regioselective oxidative annulation by double C-H bond activation and concomitant alkyne insertion is described. The catalytic reaction requires a bidentate directing group, such as an 8-aminoquinoline, embedded in the substrate. Various 5,6,7,8-tetrasubstituted-N-(quinolin-8-yl)-1-naphthamides can be prepared as well as phenanthrene and benzo[h]quinoline amide derivatives. Diarylalkynes, dialkylalkynes, and arylalkylalkynes can be used in the system. A Ni0/NiII catalytic cycle is proposed as the main catalytic cycle. The alkyne plays a double role as a two-component coupling partner and as a hydrogen acceptor. In two shakes: Oxidative annulation by a double C-H activation/alkyne insertion reaction was achieved by a nickel/NHC system. A Ni0/NiII catalytic cycle is proposed as the main catalytic cycle. The alkyne plays a double role as a two-component coupling partner and as a hydrogen acceptor.

Ni(II)-catalyzed oxidative coupling between C(sp2)-H in benzamides and C(sp3)-H in toluene derivatives

Oxidative coupling between C(sp2)-H bonds and C(sp3)-H bonds is achieved by the Ni(II)-catalyzed reaction of benzamides containing an 8-aminoquinoline moiety as the directing group with toluene derivatives in the presence of heptafluoroisopropyl iodide as the oxidant. The method has a broad scope and shows high functional group compatibility. Toluene derivatives can be used as the coupling partner in an unreactive solvent.

Copper-catalyzed phosphorylation of sp2 C-H bonds

The phosphorylation of the ortho C-H bonds in benzamides containing an 8-aminoquinoline moiety as a bidentate directing group with H-phosphonates using copper as a catalyst under mild temperature conditions is described. This method shows high functional group compatibility and selectively gives mono-substituted products. This journal is

Nickel-catalyzed direct alkylation of C-H bonds in benzamides and acrylamides with functionalized alkyl halides via bidentate-chelation assistance

The alkylation of the ortho C-H bonds in benzamides and acrylamides containing an 8-aminoquinoline moiety as a bidentate directing group with unactivated alkyl halides using nickel complexes as catalysts is described. The reaction shows high functional group compatibility. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bond.

Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: A weak-coordination approach

Finally, a choice! A highly selective palladium(II)-catalyzed ortho-monofluorination reaction has been achieved for the first time through a weak coordination (see scheme; Ar=2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl) . Simple modification of this protocol allows for a choice between mono- and difluorination. The mono- and difluorinated benzoic acid derivatives are valuable in the pharmaceutical and agrochemical industries. Copyright

Therapeutic Compounds

The invention provides a compound of formula I: wherein R1-R6, X, Y, and B have any of the values described herein, as well as salts of such compounds, compositions comprising such compounds, and therapeutic methods that comprise the administration of such compounds. The compounds are inhibitors of MAO-B enzyme function and are useful for improving cognitive function and for treating psychiatric disorders in animals.