60035-71-4

Basic information

• Product Name: EINECS 205-158-6
• Synonyms: EINECS 205-158-6;Methane, chloro(p-chlorophenyl)phenyl- (8ci);Nsc 49126
• CAS NO: 60035-71-4
• Molecular Formula: C13H10Cl2
• Molecular Weight: 237.1245
• Mol File: 60035-71-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: EINECS 205-158-6(CAS DataBase Reference)
• NIST Chemistry Reference: EINECS 205-158-6(60035-71-4)
• EPA Substance Registry System: EINECS 205-158-6(60035-71-4)

Safety Data

• Hazardous Substances Data: 60035-71-4(Hazardous Substances Data)

Upstream product

• 119-56-2 (4-chlorophenyl)phenylmethanol 
• 7647-01-0 hydrogenchloride 
• 71-43-2 benzene 
• 134-85-0 4-chlorobenzophenone 
• 104-88-1 4-chlorobenzaldehyde 
• 831-81-2 4-chlorophenyl(phenyl)methane 
• 123535-85-3 (R)-(4-chlorophenyl)phenylmethanol 

Downstream Products

• 101573-69-7 4-((4-chlorophenyl)(phenyl)methyl)morpholine 
• 346451-15-8 1,4-bis-(4-chloro-benzhydryl)-piperazine 
• 110145-65-8 4-(4-chloro-benzhydryloxy)-1-methyl-piperidine 
• 95698-58-1 2-{4-[2-(4-chloro-benzhydryloxy)-ethyl]-piperazin-1-yl}-ethanol 
• 97572-82-2 1,4-bis-[2-(4-chloro-benzhydryloxy)-ethyl]-piperazine 
• 54784-27-9 (4-chloro-benzhydryl)-(2-hydroxy-ethyl)-dimethyl-ammonium; chloride 
• 102475-88-7 4-[2-(4-chloro-benzhydryloxy)-ethyl]-piperazine-1-carboxylic acid ethyl ester 
• 30909-42-3 (4-chloro-benzhydryl)-bis-(2-hydroxy-ethyl)-amine 
• 60035-82-7 (4-chlorophenyl)(phenyl)methanethiol 
• 103645-43-8 4-(4-chloro-benzhydryloxy)-1,2,2,6-tetramethyl-piperidine 
• 28760-95-4 p-Chlorophenylphenylmethyl radical 
• 57298-79-0 4-chlorobenzhydrylium ion 
• 7364-23-0 1-chloro-4-(methoxy(phenyl)methyl)benzene 

Relevant articles and documents

Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide

By combining "N-chlorosuccinimide (NCS)"as the safe chlorine source with "Acr+-Mes"as the photocatalyst, we successfully achieved benzylic C-H bond chlorination under visible light irradiation. Furthermore, benzylic chlorides could be converted to benzylic ethers smoothly in a one-pot manner by adding sodium methoxide. This mild and scalable chlorination method worked effectively for diverse toluene derivatives, especially for electron-deficient substrates. Careful mechanistic studies supported that NCS provided a hydrogen abstractor "N-centered succinimidyl radical,"which was responsible for the cleavage of the benzylic C-H bond, relying on the reducing ability of Acr?-Mes.

Synthesis and Anticancer Activity of 1-(1H -Indol-3-yl)-2-(4-diarylmethylpiperazine-1-yl)ethane-1,2-dione Derivatives

Several new 1-(4-diarylmethylpiperazine-1-yl)-2-(1H-indol-3-yl)ethane-1,2-dione derivatives were synthesized by acylation of 1-diarylmethylpiperazine with 2-(1H-indol-3-yl)-2-oxoacetyl chloride. Their structures were confirmed by 1H NMR, IR, mass spectra, and elemental analysis. These compounds were further evaluated for their anticancer activity, and most of them were found to have moderate-to-potent antiproliferative activities against Hela, A-549, and ECA-109 cancer cell lines in vitro.

Synthesis and cytotoxicity studies of novel benzhydrylpiperazine carboxamide and thioamide derivatives

Synthesis and cytotoxic activities of 32 benzhydrylpiperazine derivatives with carboxamide and thioamide moieties were reported. In vitro cytotoxic activities of compounds were screened against hepatocellular (HUH-7), breast (MCF-7) and colorectal (HCT-116) cancer cell lines by sulphorhodamine B assay. In general, 4-chlorobenzhydrylpiperazine derivatives were more cytotoxic than other compounds. In addition, thioamide derivatives (6a-g) have higher growth inhibition than their carboxamide analogs.

Stereoselective synthesis of (z)-1-benzhydryl-4-cinnamylpiperazines via the wittig reaction

A synthetic method of producing (E)- and (Z)-isomers of 1-benzhydryl-4-cinnamylpiperazines in a specific ratio from corresponding benzhydrylpiperazine is described. Of the three compounds synthesized (5a-c), the ratio of E/Z-isomers remained around 15:85. The key intermediates, 1-benzhydryl-4-(2,2-dimethoxyethyl)piperazine derivatives (3a-c), were prepared by nucleophilic substitution reaction of benzhydrylpiperazines (2a-c) with chloroacetaldehyde dimethylacetal in good yield (up to 88%). Hydrolysis of 3a-c gave the corresponding aldehydes 4a-c, which when subjected to the Wittig reaction followed by column purification to afford 1a-c (E-isomers) and 6a-c (Z-isomers) in pure form. The isolated compounds were characterized by NMR and mass spectral analysis. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.] Copyright

Development of small-molecule probes that selectively kill cells induced to express mutant RAS

Synthetic lethal screening is a chemical biology approach to identify small molecules that selectively kill oncogene-expressing cell lines with the goal of identifying pathways that provide specific targets against cancer cells. We performed a high-throughput screen of 303,282 compounds from the National Institutes of Health-Molecular Libraries Small Molecule Repository (NIH-MLSMR) against immortalized BJ fibroblasts expressing HRASG12V followed by a counterscreen of lethal compounds in a series of isogenic cells lacking the HRASG12V oncogene. This effort led to the identification of two novel molecular probes (PubChem CID 3689413, ML162 and CID 49766530, ML210) with nanomolar potencies and 4-23-fold selectivities, which can potentially be used for identifying oncogene-specific pathways and targets in cancer cells.

New manufacturing procedure of cetirizine

A new procedure for the manufacture of cetirizine dihydrochloride via the new intermediate 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)- N,N-dimethylacetamide dihydrochloride, synthesized by O-alkylation of 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethanol with 2-chloro-N,N-dimethylacetamide, is elaborated. Hydrolysis of the resulting amide and subsequent salification provided cetirizine dihydrochloride.

Efficient synthesis of antihistamines clocinizine and chlorcyclizine

A simple and efficient route has been developed for the synthesis of anti-histamine drugs clocinizine and chlorcyclizine. The common intermediate 1-[(4-chloro phenyl) (phenyl)-methyl]-piperazine (8), is prepared from (4-chlorophenyl) (phenyl)-methanone (5), in three steps with excellent yields. All the reactions proceeded smoothly and the products were also isolated easily. Springer Science+Business Media, LLC 2011.

Enantioselective catalytic α-alkylation of aldehydes via an S N1 pathway

Primary aminothiourea derivatives are shown to catalyze enantioselective alkylation of α-arylpriopionaldehdyes with diarylbromomethane. Evidence for a stepwise, S N1 mechanism in the substitution reaction induced by anion binding to the catalyst is provided by catalyst structure-activity studies, kinetic isotope effects, linear free-energy relationship studies, and competition experiments.

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.

Synthesis and biological activity of allosteric modulators of GABA B receptors, Part 1. N-(Phenylpropyl)-1-arylethylamines

A series of 15 analogues of fendiline, and 34 derivatives of N-(3-phenylpropyl)-1-arylethylamine have been prepared for evaluation as positive allosteric modulators of GABAB receptors. The most active (EC50, 10 nM) was N-(3,3-diphenylpropyl)-1-(3-chloro-4-methoxyphenyl) ethylamine 6g. CSIRO 2006.