140401-72-5

Basic information

• Product Name: Cycloheptanone, 2,7-bis[(4-methoxyphenyl)methylene]-, (E,E)-
• CAS NO: 140401-72-5
• Molecular Formula: C23H24O3
• Molecular Weight: 348.442
• Mol File: 140401-72-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cycloheptanone, 2,7-bis[(4-methoxyphenyl)methylene]-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cycloheptanone, 2,7-bis[(4-methoxyphenyl)methylene]-, (E,E)-(140401-72-5)
• EPA Substance Registry System: Cycloheptanone, 2,7-bis[(4-methoxyphenyl)methylene]-, (E,E)-(140401-72-5)

Safety Data

• Hazardous Substances Data: 140401-72-5(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 502-42-1 cycloheptanone 
• 6275-32-7 (2E,6E)-2,6-bis(4-methoxybenzylidene)cyclohexanone 

Downstream Products

• 102560-25-8 2,7-bis-(4-methoxy-benzyl)-cycloheptatrienone 
• 103381-48-2 2,7-Dibromo-2,7-bis-[bromo-(4-methoxy-phenyl)-methyl]-cycloheptanone 
• 888724-09-2 2,7-bis-(4-methoxy-phenyl)-1,6-dioxa-dispiro[2.1.2.4]undecan-4-one 
• 888724-15-0 4a-hydroxy-9-[hydroxy-(4-methoxy-phenyl)-methyl]-4-(4-methoxy-phenyl)-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione 
• 888724-21-8 4a-hydroxy-9-[hydroxy-(4-methoxyphenyl)methyl]-5-(4-methoxyphenyl)-4,4a,5,6,7,8-hexahydro-1-thia-3a,10-diaza-cyclohepta[f]inden-3-one 
• 1442980-38-2 C₂₉H₃₀N₂O₄S 
• 1442980-64-4 C₂₇H₂₈N₂O₂S 
• 1442980-80-4 C₃₀H₃₂N₂O₄S 

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.

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.

The synthesis and chlorosulfonation of some diarylidene and heteroarylidene ketones with varying alicyclic ring size

A series of diarylidene and heteroarylidene ketones (1-20) was prepared using alicyclic ketones ((CH2)nC=O where n=3 to 7).An improved synthesis of 2,4-dibenzylidenecyclobutanone (1) is described and the ease of preparation of the arylidene derivatives is considered in terms of the size of the alicyclic ring.Treatment of 2,5-dibenzylidenecyclopentanone (2) with chlorosulfonic acid (10 mole equivalents) afforded the 4,4'-bis-sulfonyl chloride (23), reducing the amount of chlorosulfonis acid (6 mole equivalents) produced the corresponding mono-sulfonyl chloride (24).Only the respective 4,4'-bis-sulfonyl chlorides (39, 45, 51) could be isolated from the diarylidene ketones derived from larger alicyclic rings.Attempted chlorosulfonation of 2,4-dibenzylidene cyclobutanone (1) gave a mixture of products which could not be clearly characterised.The sulfonyl chlorides were converted into stable sulfonamides (25-29, 35, 36, 38, 40-44, 46-48, 52, 54) by condensation with amines, and selected samples were screened for biological activity as potential insecticides, herbicides, and fungicides.The orientation of sulfonation is discussed in relation to stereoelectronic factors and the relevant spectral data.Key words: Arylidene and heteroarylidene ketones, chlorosulfonation, sulfonamides