2894-45-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Amino-2'-chlorobenzophenone is used as a key intermediate in the synthesis of various pharmaceuticals and organic chemicals. Its unique structure allows for the development of new drug molecules with potential therapeutic applications.
Used in Dye and Pigment Production:
In the dye and pigment industry, 2-amino-2'-chlorobenzophenone is utilized as a valuable intermediate for the production of dyes and pigments. Its chemical properties contribute to the color and stability of these products.
Used in Photoinitiators for UV-Curable Coatings and Inks:
Leveraging its photophysical properties, 2-amino-2'-chlorobenzophenone is employed in the development of photoinitiators for UV-curable coatings and inks. These photoinitiators enable rapid curing under UV light, improving the efficiency and performance of the coatings and inks in various applications.
Safety Precautions:
It is important to handle 2-amino-2'-chlorobenzophenone with care due to its potential to cause skin and eye irritation. Proper personal protective equipment should be worn, and the chemical should be used in a well-ventilated area to minimize exposure risks.

Upstream product

• 2894-44-2 2-Chlor-2'-nitro-benzophenon 
• 609-65-4 o-chlorobenzoyl chloride 
• 62-53-3 aniline 
• 1444-72-0 2-amino-2'-nitro-benzophenone 
• 1239986-54-9 N-(2-(2-chlorobenzoyl)phenyl)acetamide 
• 103-84-4 Acetanilid 
• 3422-01-3 tert-butyl phenylcarbamate 
• 89-98-5 2-chloro-benzaldehyde 
• 622372-88-7 1,1-dimethylethyl {2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}carbamate 
• 118-92-3 anthranilic acid 
• 622372-96-7 1,1-dimethylethyl [2-(2-chlorobenzoyl)phenyl]carbamate 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 1198210-52-4 7-chloro-9-(2'-chlorophenyl)-3,3-dimethyl-3,4-dihydroacridin-1(2H)-one 

Relevant academic research and scientific papers

10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and related compounds: Synthesis, antiproliferative activity and inhibition of tubulin polymerization

As part of our continuing search for potent inhibitors of tubulin polymerization, two novel series of 42 10-(4-phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and N-benzoylated acridones were synthesized on the basis of a retrosynthetic approach. All newly synthesized compounds were tested for antiproliferative activity and interaction with tubulin. Several analogs potently inhibited tumor cell growth. Among the compounds tested, 10-(4-(3-methoxyphenyl)piperazine-1-carbonyl)acridin-9(10H)-one (17c) exhibited excellent growth inhibitory effects on 93 tumor cell lines, with an average GI50 value of 5.4 nM. We were able to show that the strong cytotoxic effects are caused by disruption of tubulin polymerization, as supported by the EBI (N,N'-Ethylenebis(iodoacetamide)) assay and the fact that the most potent inhibitors of cancer cell growth turned out to be the most efficacious tubulin polymerization inhibitors. Potencies were nearly comparable or superior to those of the antimitotic reference compounds. Closely related to this, the most active analogs inhibited cell cycling at the G2/M phase at concentrations down to 30 nM and induced apoptosis in K562 leukemia cells. We believe that our work not only proves the excellent suitability of the acridone scaffold for the design of potent tubulin polymerization inhibitors but also enables synthetic access to further potentially interesting N-acylated acridones.

Deoxygenative Arylation of Carboxylic Acids by Aryl Migration

An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.

Synthesis of 3-Sulfonylamino Quinolines from 1-(2-Aminophenyl) Propargyl Alcohols through a Ag(I)-Catalyzed Hydroamination, (2 + 3) Cycloaddition, and an Unusual Strain-Driven Ring Expansion

We describe herein a silver-catalyzed conversion of 1-(2-aminophenyl)-propargyl alcohols to 4-substituted 3-tosylaminoquinolines using TsN3 as an amino surrogate. Controlled reactions reveal the pathway consisting of Ag(I)-catalyzed 5-exo-dig cyclization, catalyst-free (2 + 3) cycloaddition, and ring-expansive rearrangement via nitrogen expulsion. As a support study, we show that the cyclic enamines in similar conditions produce amidines via a C - C bond migration. (Chemical Equation Presented).

A one-pot process for palladium catalyzed direct C-H acylation of anilines in water using a removable ortho directing group

A new mild, practical method for the synthesis of aminobenzophenone derivatives through a three step one-pot reaction sequence involving acylation of anilines, palladium catalyzed cross-dehydrogenative coupling of the formed anilides and the hydrolytic cleavage is reported. The full reaction sequence was performed under aqueous conditions.

Synthesis of N,N-dialkyl-9-oxoacridine-10(9H)-carbothioamides via the reaction of (2-halophenyl)(2-isothiocyanatophenyl)methanones with secondary amines, followed by cyclization with NaH

The first preparation of acridin-9(10H)-ones carrying a tertiary thiocarbamoyl group at C(10), i.e., N,N-dialkyl-9-oxoacridine-10(9H)- carbothioamides 9, is described. The method is based on the reaction of (2-halophenyl)(2-isothiocyanatophenyl)methanones 7, prepared from (2-aminophenyl)(2-halophenyl)methanones 5 by a convenient three-step sequence, with secondary amines in DMF at room temperature to generate the corresponding thiourea derivatives 8 in situ, which are treated with NaH at 100-120° to provide the desired products in one-pot reactions in generally good yields.

5-Aryl-imidazo[2,1-c][1,4]benzodiazepine derivatives as tricyclic constrained analogues of diazepam and Ro5-4864. Synthesis and binding properties at peripheral and central benzodiazepine receptors

Four series of 5-aryl-imidazo[2,1-c][1,4]benzodiazepine derivatives 1a-f, 2a-f, 3a-f, and 4a-f were synthesized and tested for their affinity at both the peripheral and central benzodiazepine receptors. Among the four series, only N-10 and C-11 sites were changed, mainly [N(CH3)-CO], [N-CH], [NH-CO], [NH-CH2], and in each series the halogen site was varied at the positions C-7, C-2′, and C-4′. In particular, 10-methyl-benzodiazepinones 1a and 1b were designed as tricyclic constrained analogues of diazepam and Ro5-4864. All the tested compounds did not show significant binding activity at central benzodiazepine receptors, but relatively good PBzR binding affinities were found for 10-methyl-benzodiazepinone 1c and benzodiazepines 2b, c. Benzodiazepinones 3a-f were prepared by cyclization with 1,1′-carbonyldiimidazole of the corresponding 2-(aryl-imidazol-1-yl- methyl)-arylamines, obtained from the suitable (2-amino-aryl)-aryl-methanols with 1,1′-carbonyldiimidazole in different conditions. N-Alkylation of 3a-f to 1a-f was achieved using dimethylformamide-dimethylacetal. Reduction of 3a-f to 4a-f was accomplished with lithium aluminum hydride or borane and oxidation of 4a-f to 2a-f was performed with manganese (IV) oxide.

TRIAZOLE DERIVATIVES AS TACHYKININ RECEPTOR ANTAGONISTS

This application relates to a compound of Formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and its use as an inhibitor of the NK-1 subtype of tachykinin receptors, as well as a process for its preparation and intermediates therefor. (I) wherein: D is a C1-C3 alkane-diyl; R1 is phenyl, which is optionally substituted with one to three substitutents indpendently selected from the group consisting of halo, C1-C4 alkyl, C1-C4 alkoxy, cyano, difluoromethyl, trifluoromethyl, and trifluoromethoxy; R4 is a radical selected from the group consisting of: (IA), (IB), (IC), (ID), (IE), (IF), (IG), (IH)