42211-56-3

Basic information

• Product Name: (±)-3-benzyl-3-hydroxybenzo[c]thiophen-1(3H)-one
• Synonyms: (±)-3-benzyl-3-hydroxybenzo[c]thiophen-1(3H)-one
• CAS NO: 42211-56-3
• Molecular Weight: 256.325
• Mol File: 42211-56-3.mol

Chemical Properties

• CAS DataBase Reference: (±)-3-benzyl-3-hydroxybenzo[c]thiophen-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-3-benzyl-3-hydroxybenzo[c]thiophen-1(3H)-one(42211-56-3)
• EPA Substance Registry System: (±)-3-benzyl-3-hydroxybenzo[c]thiophen-1(3H)-one(42211-56-3)

Safety Data

• Hazardous Substances Data: 42211-56-3(Hazardous Substances Data)

Upstream product

• 5698-59-9 benzo[c]thiophene-1,3-dione 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 24666-39-5 benzylidene-2-thiophthalide 
• 575-61-1 Isoaurone 
• 1351938-48-1 C₁₅H₁₂OS 

Relevant articles and documents

Discovery of a potential anti-ischemic stroke agent: 3-pentylbenzo[c] thiophen-1(3H)-one

The development of novel antithrombotic agents with strong free radical scavenging activity is of great significance for the treatment of ischemic stroke. In the present study, 3-alkyl/arylalkyl-substituted benzo[c]thiophen- 1(3H)-ones (5a-h) were designed and synthesized. The most active compound 5d significantly inhibited the adenosine diphos-phate (ADP) induced and arachidonic acid (AA) induced in vitro platelet aggregation, superior to clinically used anti-platelet drug aspirin (ASP) and anti-ischemic stroke drugs 3-n-butylphthalide (NBP) and edaravone (Eda). More importantly, in comparison with both NBP and Eda, 5d exhibited stronger antithrombotic and free radical scavenging activities and better or comparable neuroprotective effects against ischemia/reperfusion (I/R) in rats by ameliorating neurobehavioral function, reducing infarct size and brain-water content, attenuating cerebral damage, and normalizing the levels of oxidative enzymes. Overall, our findings may provide an alternative strategy for the design of novel anti-ischemic stroke agents more potent than drugs like NBP and Eda.

Unexpected rearrangements in the synthesis of arylidene- or alkylidene-2-thiophthalides

Mechanistic studies concerning the reaction by which poly(isothianaphthene) (PITN) is synthesized in one step from commercially available monomers by reacting them with phosphorus pentasulphide (P4S10), have led to the idea of synthesizing a chain-stopper molecule which should give rise to suitable quinoid model compounds for PITN. Within this context benzylidenedithiophthalide and pentylidenedithiophthalide were chosen as target molecules. The unexpected rearrangements and the control of these rearrangements in the synthesis of benzylidenedithiophthalide and pentylidenedithiophthalide are reported.