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Chemical Structure| 90-98-2 Chemical Structure| 90-98-2
Chemical Structure| 90-98-2

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4,4'-Dichlorobenzophenone is an aromatic ketone compound primarily used in organic synthesis, liquid crystal materials, and polymer synthesis. Its unique chemical structure has led to its investigation as a potential protein kinase inhibitor or other enzyme-targeted inhibitors in drug development.

Synonyms: Bis(4-chlorophenyl) ketone

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Product Citations

Christian N. Lotz ; Alina Krollenbrock ; Lea Imhof ; Michael Riscoe ; Jennifer Keiser ;

Abstract: Schistosomiasis caused by Schistosoma spp. is a disease that causes a considerable health burden to millions of people worldwide. The limited availability of effective drugs on the market and the increased risk of resistance development due to extensive usage, highlight the urgent need for new antischistosomal drugs. Recent studies have shown that robenidine derivatives, containing an aminoguanidine core, exhibit promising activities against Plasmodium falciparum, motivating further investigation into their efficacy against Schistosoma mansoni, due to their similar habitat and the resulting related cellular mechanisms like the heme detoxification pathway. The conducted phenotypic screening of robenidine and 80 derivatives against newly transformed schistosomula and adult Schistosoma mansoni yielded 11 candidates with low EC50 values for newly transformed schistosomula (1.12–4.63 μM) and adults (2.78–9.47 μM). The structure-activity relationship revealed that electron-withdrawing groups at the phenyl moiety, as well as the presence of methyl groups adjacent to the guanidine moiety, enhanced the activity of derivatives against both stages of Schistosoma mansoni. The two compounds 2,2′-Bis[(3-cyano-4-fluorophenyl)methylene] carbonimidic Dihydrazide Hydrochloride (1) and 2,2′-Bis[(4-difluoromethoxyphenyl) ethylidene] carbonimidic Dihydrazide Hydrochloride (19), were selected for an in vivo study in Schistosoma mansoni-infected mice based on their potency, cytotoxicity, pharmacokinetic-, and physicochemical properties, but failed to reduce the worm burden significantly (worm burden reduction <20%). Thus, robenidine derivatives require further refinements to obtain higher antischistosomal specificity and in vivo activity.

Keywords: Robenidine derivative ; Aminoguanidine ; Schistosoma mansoni ; Drug discovery ; Structure-activity relationship

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Product Details of 4,4'-Dichlorobenzophenone

CAS No. :90-98-2
Formula : C13H8Cl2O
M.W : 251.11
SMILES Code : O=C(C1=CC=C(Cl)C=C1)C2=CC=C(Cl)C=C2
Synonyms :
Bis(4-chlorophenyl) ketone
MDL No. :MFCD00000623
InChI Key :OKISUZLXOYGIFP-UHFFFAOYSA-N
Pubchem ID :7034

Safety of 4,4'-Dichlorobenzophenone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Application In Synthesis of 4,4'-Dichlorobenzophenone

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 90-98-2 ]

[ 90-98-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 288-16-4 ]
  • [ 90-98-2 ]
  • [ 101988-12-9 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; ammonium chloride; In tetrahydrofuran; hexane; cyclohexane; EXAMPLE 1 alpha,alpha-Bis(4-chlorophenyl)-5-<strong>[288-16-4]isothiazol</strong>emethanol To a solution of 1.0 g of <strong>[288-16-4]isothiazol</strong>e in 20 ml of tetrahydrofuran were added 8.1 ml of a 1.52M solution of n-butyllithium in hexane at -78 C. The mixture was allowed to stir for 15 minutes at which time 3.2 g of 4,4'-dichlorobenzophenone were added as a solution in 25 ml of tetrahydrofuran. The reaction was allowed to warm to room temperature and was stirred for 2 hours. Twenty-five milliliters of a saturated ammonium chloride solution were added and the tetrahydrofuran was removed by evaporation. The resulting mixture was extracted three times with ethyl acetate. The combined organic extracts were washed with a saturated ammonium chloride solution, water, and a saturated sodium chloride solution, dried over magnesium sulfate and evaporated. The resulting oil was chromatographed over silica gel. The appropriate fractions were combined and evaporated resulting in an oil. Cyclohexane was added and 1.21 g of the desired title product were recovered by filtration as white crystals, m.p. 118-119.5 C. Analysis for C16 H11 Cl2 NOS: Calc.: C, 57.15; H, 3.30; N, 4.17; Found: C, 57.17; H, 3.07; N, 4.17.
  • 2
  • [ 4401-71-2 ]
  • [ 90-98-2 ]
  • (Z)-8,8-bis(4-chlorophenyl)-2,4,6-trimethyl-7-oxa-2,4-diazabicyclo[4.2.0]octane-3,5-dione [ No CAS ]
  • 3
  • [ 4265-25-2 ]
  • [ 90-98-2 ]
  • 2-(2,2-bis(4-chlorophenyl)vinyl)benzofuran [ No CAS ]
 

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