140401-79-2

Basic information

• Product Name: 2,7-BIS[(4-CHLOROPHENYL)METHYLENE]CYCLOHEPTANONE
• Synonyms: 2,7-BIS[(4-CHLOROPHENYL)METHYLENE]CYCLOHEPTANONE;(2E,7E)-2,7-bis[(4-chlorophenyl)methylidene]cycloheptan-1-one
• CAS NO: 140401-79-2
• Molecular Formula: C₂₁H₁₈Cl₂O
• Molecular Weight: 357.27
• Mol File: 140401-79-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,7-BIS[(4-CHLOROPHENYL)METHYLENE]CYCLOHEPTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-BIS[(4-CHLOROPHENYL)METHYLENE]CYCLOHEPTANONE(140401-79-2)
• EPA Substance Registry System: 2,7-BIS[(4-CHLOROPHENYL)METHYLENE]CYCLOHEPTANONE(140401-79-2)

Safety Data

• Hazardous Substances Data: 140401-79-2(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 502-42-1 cycloheptanone 
• 18989-82-7 (2E,6E)-2,6-bis(4-chlorobenzylidene)cyclohexanone 

Downstream Products

• 888724-10-5 2,7-bis-(4-chloro-phenyl)-1,6-dioxa-dispiro[2.1.2.4]undecan-4-one 
• 1442980-35-9 (E)-ethyl 10-(4-chlorobenzylidene)-5-(4-chlorophenyl)-5,6,7,8,9,10-hexahydrocyclohepta[d]thiazolo[3,2-a]pyrimidine-3-carboxylate 
• 1442980-61-1 (E)-10-(4-chlorobenzylidene)-5-(4-chlorophenyl)-2-methyl-5,6,7,8,9,10-hexahydrocyclohepta[d]thiazolo[3,2-a]pyrimidine 
• 1442980-78-0 (E)-ethyl 10-(4-chlorobenzylidene)-5-(4-chlorophenyl)-3-methyl-5,6,7,8,9,10-hexahydrocyclohepta[d]thiazolo[3,2-a]pyrimidine-2-carboxylate 
• 888724-22-9 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-4,4a,5,6,7,8-hexahydro-1-thia-3a,10-diaza-cyclohepta[f]inden-3-one 
• 888724-16-1 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione 

Relevant articles and documents

Synthesis and antitumor activity of certain new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine analogs

A novel series of thiazolo[2,3-b]quinazoline (16-19, 25-28, and 34-37) and cyclohepta[d]thiazolo[3,2-a]pyrimidine (20-23, 29-32, and 38-41) analogs was designed and synthesized. Structure elucidation of the synthesized compounds was attained by the use of H1 NMR, C13 NMR, and mass spectrometry. The obtained compounds were evaluated for their in vitro antitumor activity using the National Cancer Institute's 60 cell lines' panel assay that included nine tumor subpanels, namely, leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast cancer cells. Most of the investigated compounds showed a remarkable broad-spectrum antitumor activity. Compounds 19, 28, 32, and 34 proved to be 10-, 15-, 2-, and 7-fold more active than 5-FU, with GI50 MG-MID values of 2.4, 1.5, 11.2, and 3.1 μM, respectively.

Study of in situ generation of carbocationic system from trityl chloride (Ph3CCl) which efficiently catalyzed cross-aldol condensation reaction

Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently promotes the cross-aldol condensation reaction between cycloalkanones and arylaldehydes in solvent-free and homogeneous media to afford α,α′- bis(arylidene)cycloalkanones in high yields. Moreover, an attractive and plausible mechanism based on observations and the literature is proposed for the reaction.

Solvent-free, cross-aldol condensation reaction using silica-supported, phosphorus-containing reagents leading to α,α′-Bis(arylidene) cycloalkanones

This article describes an efficient, simple, and clean method for the synthesis of α,α′-bis(arylidene, furylidene and cinnamylidene)cycloalkanones under solvent-free conditions. The cross-aldol condensation of cycloalkanones with aldehydes in the presence of silica-supported phosphorus pentoxide (P2O5/SiO 2) or silicaphosphinoxide (silphox, [POCl3-n(SiO 2)n]) as heterogeneous reagents produces the title compounds in good to excellent yields. Copyright Taylor & Francis Group, LLC.

A facile synthesis of α,α′-(EE)-bis(benzylidene)-cycloalkanones and their antitubercular evaluations

An economical and facile synthesis of α,α′-(EE)-bis(benzylidene)-cycloalkanones was achieved by the reaction of cycloalkanones with different aromatic aldehydes using ethanolic KOH in good yields. Few of the selected compounds were reduced with NaBH4 to the respective α,α′-(EE)-bis(benzylidene)-cycloalkanols. All these compounds and our earlier synthesized cyclohexyl phenyl methanols were evaluated for their antitubercular, antifungal and antibacterial activities. Several compounds displayed moderate antitubercular activity with MIC = 12.5-1.56 μg/mL. However, none of the compounds displayed any significant antifungal activity.