29334-23-4

Usage

Physical Appearance

white to off-white crystalline solid

Common uses

intermediate in pharmaceutical, agrochemical, and dye synthesis

Additional uses

antimicrobial, antiseptic agent; manufacturing of disinfectants, antiseptics, and preservatives

Health risks

should be handled and stored with care to avoid potential health hazards

Upstream product

• 874-42-0 2,4-dichlorobenzaldeyhde 
• 98-80-6 phenylboronic acid 
• 19811-05-3 2,4-dichlorobenzophenone 
• 100-58-3 phenylmagnesium bromide 
• 108-86-1 bromobenzene 

Downstream Products

• 1042414-05-0 1-benzhydryl-3-[(2,4-dichlorophenyl)-phenyl-methoxy]-azetidine 
• 139029-71-3 2,4-dichloro-benzhydryl chloride 
• 75198-33-3 1-benzyl-2,4-dichlorobenzene 
• 1608462-19-6 2,4-dichloro-1-(1-phenylbut-3-enyl)benzene 
• 1426578-32-6 C₁₄H₁₂Cl₂O 
• 1313616-31-7 2,4-dichlorobenzhydryl-1H-1,2,4-triazole 
• 1313616-26-0 2,4-dichlorobenzhydryl-1H-imidazole 

Relevant academic research and scientific papers

Diaryl hydroxylamines as pan or dual inhibitors of indoleamine 2,3-dioxygenase-1, indoleamine 2,3-dioxygenase-2 and tryptophan dioxygenase

Tryptophan (Trp) catabolizing enzymes play an important and complex role in the development of cancer. Significant evidence implicates them in a range of inflammatory and immunosuppressive activities. Whereas inhibitors of indoleamine 2,3-dioxygenase-1 (IDO1) have been reported and analyzed in the clinic, fewer inhibitors have been described for tryptophan dioxygenase (TDO) and indoleamine 2,3-dioxygenase-2 (IDO2) which also have been implicated more recently in cancer, inflammation and immune control. Consequently the development of dual or pan inhibitors of these Trp catabolizing enzymes may represent a therapeutically important area of research. This is the first report to describe the development of dual and pan inhibitors of IDO1, TDO and IDO2.

Boron Trifluoride?Diethyl Ether-Catalyzed Etherification of Alcohols: A Metal-Free Pathway to Diphenylmethyl Ethers

A novel boron trifluoride?diethyl ether (BF3?OEt2)-catalyzed etherification procedure has been developed in which primary and secondary alcohols are easily converted into diphenylmethyl ethers with yields of up to 99%.

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

Discovery of benzhydrylpiperazine derivatives as CB1 receptor inverse agonists via privileged structure-based approach

The present study describes the identification via privileged structure-based approach of the benzhydrylpiperazine moiety as a potential scaffold to develop novel CB1 receptor modulators. Efficient structural optimization of the initial four hit compounds led to a high quality lead series, represented by compound 6c. Compound 6c is a highly potent and selective CB1 receptor inverse agonist that is able to reduce body weight in diet-induced obese Sprague-Dawley rats. The preparation of privileged structure-based library, the progression from hit to lead, the structure-activity relationships in the lead series and in vitro and in vivo activity of compound 6c are discussed.

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.

Palladium-imidazolinium carbene-catalyzed arylation of aldehydes with arylboronic acids in water

The catalytic arylation of aldehydes with arylboronic acids in only water was found to be achieved using the palladium/thioether-imidazolinium chloride system in good to excellent yields. This catalytic process showed high tolerance for a broad range of substrates, giving a variety of carbinol derivatives with 2.0-3.0 mol % of the catalyst.

Convenient synthesis of structurally novel 1,3-disubstituted azetidine derivatives

A convenient synthesis of structurally novel 1,3-disubstituted azetidine derivatives is described. The approach involves condensation of an azetidine building block with sulfonylated carbamic acid methyl ester, subsequently followed by quenching the imidoyl chloride with amines. Different derivatives were prepared by substituting benzhydrol as well as benzenesulfonamide as part of the core structure. Copyright Taylor & Francis Group, LLC.

Cyclopalladated complexes catalyzed addition of arylboronic acids to aldehydes in neat water

Cyclopalladated ferrocenylimine complexes gave high yields for the addition of arylboronic acids with aldehydes in neat water using a weak acid as additive.

Cationic Pd(II)/bipyridine-catalyzed addition of arylboronic acids to arylaldehydes. One-pot synthesis of unsymmetrical triarylmethanes

(Chemical Equation Presented) Cationic Pd(II) complex-catalyzed addition of arylboronic acids to aldehydes with low catalyst loading was developed with high yields. One-pot synthesis of unsymmetrical triarylmethanes from arylboronic acids, aryl aldehydes, and electron-rich arenes was achieved in high yields.

BENZENE DERIVATIVES,PROCESS FOR PREPARING THE SAME AND USE THEREOF

Novel benzene derivatives represented by the formula (I) : wherein R1, R4 and R6 each independently represents a hydrogen atom, a halogen atom or a hydrocarbon group, R2 represents a hydrocarbon group or a heterocyclic group, R3 represents a hydrocarbon group, NR7'R7 or OR8 (wherein R7' represents a hydrogen atom or a hydrocarbon group, R7 represents a non-aromatic group, or R7' and R7 may form a ring with the adjacent nitrogen atom, and R8 represents a hydrocarbon group or a heterocyclic group), R5 represents a hydrocarbon group or a heterocyclic group (except for a quinolyl group), R5' represents a hydrogen atom, or a hydrocarbon group, or R5 and R5' may form a ring with the adjacent nitrogen atom, and R5" represents a hydrogen atom or a hydrocarbon group, which have vanilloid receptor agonist activity and are useful as a drug such as an analgesic and an agent for preventing and/or treating urinary frequency and/or urinary incontinence.