61380-87-8

Basic information

• Product Name: 6-(4-Bromophenyl)-4-(methylsulfanyl)-2-oxo-2H-pyran-3-carbonitrile
• Synonyms: 91/146
• CAS NO: 61380-87-8
• Molecular Formula: C₁₃H₈BrNO₂S
• Molecular Weight: 322.18221
• Mol File: 61380-87-8.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: 6-(4-Bromophenyl)-4-(methylsulfanyl)-2-oxo-2H-pyran-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4-Bromophenyl)-4-(methylsulfanyl)-2-oxo-2H-pyran-3-carbonitrile(61380-87-8)
• EPA Substance Registry System: 6-(4-Bromophenyl)-4-(methylsulfanyl)-2-oxo-2H-pyran-3-carbonitrile(61380-87-8)

Safety Data

• Hazardous Substances Data: 61380-87-8(Hazardous Substances Data)

Upstream product

• 99-90-1 para-bromoacetophenone 
• 3490-92-4 methyl 2-cyano-3,3-bis(methylsulfanyl)acrylate 
• 5147-80-8 [Bis(methylthio)methylene]malononitrile 
• 17823-58-4 ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 200815-35-6 [3-(4-bromophenyl)-1-(4-methoxyphenyl)pyrazole-5-yl]acetonitrile 
• 748815-94-3 [5-(4-bromophenyl)-8-(4-chlorobenzoyl)-2,3-dihydro-1H-imidazo[1,2-a]pyridin-7-ylidene]acetonitrile 
• 748815-96-5 [9-(4-bromobenzoyl)-6-(4-bromophenyl)-1,2,3,4-tetrahydro-pyrido[1,2-a]pyrimidin-8-ylidene]acetonitrile 
• 1196475-94-1 C₂₁H₁₆BrNOS 
• 1196475-97-4 C₂₇H₂₀BrNO₂S 
• 1417815-69-0 (2E)-2-(6-(4-bromophenyl)-3-(4-chlorophenyl)-2-(pyridin-2-yl)pyrimidin-4(3H)-ylidene)acetonitrile 
• 1417815-72-5 (2E)-2-(6-(4-bromophenyl)-2-(4-chlorophenyl)-3-(pyridin-2-yl)pyrimidin-4(3H)-ylidene)acetonitrile 
• 1447700-18-6 (2Z,5E)-5-(4-bromophenyl)-5-(1-methyl-2-oxoindolin-3-ylidene)-3-(methylthio)pent-2-enenitrile 
• 1434247-38-7 1-(4-bromophenyl)-3-(piperidin-1-yl)-5H-dibenzo[d,f][1,3]diazepin-6(7H)-one 
• 1434247-21-8 1-(4-bromophenyl)-3-(methylthio)-5H-dibenzo[d,f][1,3]diazepin-6(7H)-one 
• 1434247-33-2 1-(4-bromophenyl)-3-methoxy-5H-dibenzo[d,f][1,3]diazepin-6(7H)-one 
• 1214891-15-2 5-(4-bromophenyl)-2-cyano-5-oxo-3-piperidin-1-yl-pent-2-enoic acid ethyl ester 
• 1469863-89-5 (Z)-2-(5-(4-bromophenyl)-1H-pyrazol-3-yl)-3-(dimethylamino)acrylonitrile 
• 153391-36-7 [3-(4-bromophenyl)-1-phenylpyrazol-5-yl]acetonitrile 

Relevant articles and documents

Design, synthesis, in vitro and in vivo biological evaluation of pyranone-piperazine analogs as potent antileishmanial agents

The current therapeutic regimen for visceral leishmaniasis is inadequate and unsatisfactory due to toxic side effects, high cost and emergence of drug resistance. Alternative, safe and affordable antileishmanials are, therefore, urgently needed and toward these we synthesized a series of arylpiperazine substituted pyranone derivatives and screened them against both in vitro and in vivo model of visceral leishmaniasis. Among 22 synthesized compounds, 5a and 5g showed better activity against intracellular amastigotes with an IC50 of 11.07 μM and 15.3 μM, respectively. In the in vivo, 5a significantly reduced hepatic and splenic amastigotes burden in Balb/c mice model of visceral leishmaniasis. On a mechanistic node, we observed that 5a induced direct Leishmania killing via mitochondrial dysfunction like cytochrome c release and loss of membrane potential. Taken together, our results suggest that 5a is a promising lead for further development of antileishmanial drugs.

Base-mediated alternate route for multi-functionalized allylbenzenes using ring transformation strategy

A simple yet innovative approach for the construction of multi-substituted allylbenzenes 14, 16 and 18 with ‘donor-acceptor’ functionalities has been delineated through base-mediated ring transformation of 6-aryl-2H-pyran-2-ones 13, 15 and 17 respectively

Synthesis of Solution-Processable Donor-Acceptor Pyranone Dyads for White Organic Light-Emitting Devices

A series of donor-acceptor pyranones (3a-m, 4a-h) were synthesized using α-oxo-ketene-S,S-acetal as the synthon for their application as emissive materials for energy-saving organic light-emitting devices (OLEDs). Among them, five pyranones 3f, 3g, 3h, 3m