56961-47-8

Usage

Uses

1. Used in Pharmaceutical Synthesis:
1-Chloro-2-(chlorophenylmethyl)benzene is used as a reagent in the synthesis of bifonazole analogs, which possess antibacterial and antifungal activities. These analogs are valuable in the development of new drugs to combat various bacterial and fungal infections.
2. Used in Chemical Synthesis:
In the chemical industry, 1-chloro-2-(chlorophenylmethyl)benzene is utilized in the preparation of diphenylpiperazine N-type calcium channel inhibitors. These inhibitors play a crucial role in the treatment of certain cardiovascular diseases by regulating the flow of calcium ions through cell membranes, thus affecting the contraction of heart muscles and blood vessel dilation.
By understanding the structural features and potential applications of 1-chloro-2-(chlorophenylmethyl)benzene, researchers and chemists can explore its use in various fields, leading to the development of novel compounds and therapies.

InChI:InChI=1/C13H10Cl2/c14-12-9-5-4-8-11(12)13(15)10-6-2-1-3-7-10/h1-9,13H

Upstream product

• 5162-03-8 (2-chlorophenyl)(phenyl)methanone 
• 7647-01-0 hydrogenchloride 
• 6954-45-6 (2-chlorophenyl)(phenyl)methanol 
• 71-43-2 benzene 

Downstream Products

• 52999-73-2 2-(2-chlorophenyl)-2-phenylacetaldehyde 
• 51535-52-5 2-Phenyl-2-<2-chlor-phenyl>-essigsaeure 
• 92165-54-3 Methoxy-phenyl-(2-chlor-phenyl)-methan 
• 110331-31-2 (+/-)-3endo-(2-chloro-benzhydryloxy)-tropane 
• 286947-86-2 3-(2-chlorophenyl)-3-phenylpropanoic acid 
• 22360-35-6 2-[(2-chloro-phenyl)-phenyl-methyl]-malonic acid 
• 1026470-21-2 2-(2-{2-[3-(2-chloro-phenyl)-3-phenyl-propyl]-1H-imidazol-4-yl}-ethyl)-isoindole-1,3-dione 
• 109036-15-9 1-((2-chlorophenyl)(phenyl)methyl)piperazine 
• 46953-14-4 2-chlorobenzhydryl-1H-imidazole 
• 1313616-29-3 2-chlorobenzhydryl-1H-1,2,4-triazole 
• 109808-63-1 2-[4-(2-chloro-benzhydryl)-piperazin-1-yl]-ethanol 
• 92290-58-9 2-Phenyl-2-<2-chlor-phenyl>-acetamid 
• 62917-40-2 N-(2-chloro-benzhydryl)-S-methyl-isothiourea; hydriodide 
• 107776-63-6 (2-chloro-benzhydryl)-thiourea 

Relevant academic research and scientific papers

Synthesis, antibacterial and antifungal activities of bifonazole derivatives

Two series of chlorinated benzhydryl imidazole and triazole derivatives were synthesized and tested in vitro against representative strains of potent pathogenic bacteria (Staphylococcus aureus CIP 4.83, Escherichia hirae CIP 5855, Pseudomonas aeruginosa CIP 82118, Escherichia coli CIP 53126) and fungi (Aspergillus niger IP 1431.83, Candida albicans IP 48.72, Candida krusei IP 208.52, Trichophython rubrum IP 1657.86). Most of these compounds were devoid of any antimicrobial activity, but several of them inhibited T. rubrum with MIC values in the range of 0.125 to 32 μg/mL, similar or superior to those of bifonazole and clotrimazole, used as standard controls. The replacement of the imidazole ring with a triazole moiety in these compounds led to derivatives with less antifungal activity. A preliminary SAR was undertaken on the effect of the number and the position of chlorine atoms on the distribution of negative charge on the surface of some compounds on antifungal activity. Copyright

Structure-activity relationships of diphenylpiperazine N-type calcium channel inhibitors

A novel series of compounds derived from the previously reported N-type calcium channel blocker NP118809 (1-(4-benzhydrylpiperazin-1-yl)-3,3-diphenylpropan-1-one) is described. Extensive SAR studies resulted in compounds with IC50 values in the range of 10-150 nM and selectivity over the L-type channels up to nearly 1200-fold. Orally administered compounds 5 and 21 exhibited both anti-allodynic and anti-hyperalgesic activity in the spinal nerve ligation model of neuropathic pain.

3'-Chloro-3α-(diphenylmethoxy)tropane but not 4'-chloro-3α- (diphenylmethoxy)tropane produces a cocaine-like behavioral profile

A series of 2'- and 3'-substituted and 3',3''-disubstituted 3α- (diphenylmethoxy)tropane analogs were designed and synthesized as novel probes for the dopamine transporter. All the analogs were evaluated for displacement of [3H]WIN 35,428 binding at the dopamine transporter and for inhibition of [3H]dopamine uptake in rat caudate putamen. Compounds were observed to monophasically displace [3H]WIN 35,428 binding to the dopamine transporter with affinities of 21.6-1836 nM (K(i)). Generally, meta- substituted compounds were more potent than benztropine and equipotent to or slightly less potent than their previously reported parasubstituted homologs in inhibiting [3H]WIN 35,428 binding. However, these same metasubstituted analogs were typically less potent than the 4'-substituted analogs in inhibiting [3H]dopamine uptake. Ortho-substituted analogs were generally less potent in both binding and inhibition of uptake at the dopamine transporter than either benztropine or other aryl-substituted homologs. The analogs were also tested for binding at norepinephrine and serotonin transporters as well as muscarinic m1 receptors. None of the compounds in the present study bound with high affinity to either the norepinephrine or serotonin transporters, but all bound to muscarinic m1 receptors with high affinity (K(i) = 0.41-2.52 nM). Interestingly, 3'-chloro-3α- (diphenylmethoxy)tropane (5c) produced effects like cocaine in animals trained to discriminate 10 mg/kg cocaine from saline, unlike its 4'-Cl homolog and all of the previously evaluated benztropine analogs. Further evaluation of compound 5c and the other benztropine analogs will undoubtedly prove useful in the elucidation of the role of the dopamine transporter in the reinforcing effects of cocaine and the ultimate identification of a cocaine-abuse treatment.