76132-43-9

Basic information

• Product Name: (Z)-3-phenyl-3-(pyridin-2-yl)acrylonitrile
• Synonyms: (Z)-3-phenyl-3-(pyridin-2-yl)acrylonitrile
• CAS NO: 76132-43-9
• Molecular Weight: 206.247
• Mol File: 76132-43-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (Z)-3-phenyl-3-(pyridin-2-yl)acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-phenyl-3-(pyridin-2-yl)acrylonitrile(76132-43-9)
• EPA Substance Registry System: (Z)-3-phenyl-3-(pyridin-2-yl)acrylonitrile(76132-43-9)

Safety Data

• Hazardous Substances Data: 76132-43-9(Hazardous Substances Data)

Upstream product

• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 19490-92-7 1-phenyl-1-(pyridin-2-yl)ethanol 
• 76132-49-5 (Z)-3-Phenyl-3-(2-pyridyl)acrylamide 

Relevant articles and documents

Selective α-Deuteration of Cinnamonitriles using D2O as Deuterium Source

The selective α-deuteration of α,β-unsaturated nitriles using the strong base tBuOK or a metal-ligand cooperative Ru pincer catalyst is described. With D2O as deuterium source and glyme as solvent at 70 °C, tBuOK is an efficient catalyst for deuteration at the α-C(sp2) position of cinnamonitriles, providing access to a broad range of deuterated derivatives in good to excellent yields and with very high levels of deuterium incorporation. While the tBuOK-catalysed protocol does not tolerate base-sensitive functional groups, cinnamonitrile derivatives containing a benzylic bromide or ester moiety were deuterated in excellent yields using Milstein's ruthenium PNN pincer catalyst. Moreover, the activity for H/D exchange of the metal-ligand cooperative Ru catalyst is found to be significantly higher than that of tBuOK, allowing reactions to proceed well even at room temperature. A mechanistic proposal is put forward that involves deprotonation of the cinnamonitrile α-CH position when using tBuOK as catalyst, whereas H/D exchange catalysis with the Ru PNN pincer likely proceeds via (reversible) oxa-Michael addition of D2O. (Figure presented.).

Chlorpheniramine Analogues Reverse Chloroquine Resistance in Plasmodium falciparum by Inhibiting PfCRT

The emergence and spread of malaria parasites that are resistant to chloroquine (CQ) has been a disaster for world health. The antihistamine chlorpheniramine (CP) partially resensitizes CQ-resistant (CQR) parasites to CQ but possesses little intrinsic antiplasmodial activity. Mutations in the parasite's CQ resistance transporter (PfCRT) confer resistance to CQ by enabling the protein to transport the drug away from its site of action, and it is thought that resistance-reversers such as CP exert their effect by blocking this CQ transport activity. Here, a series of new structural analogues and homologues of CP have been synthesized. We show that these compounds (along with other in vitro CQ resistance-reversers) inhibit the transport of CQ via a resistance-conferring form of PfCRT expressed in Xenopus laevis oocytes. Furthermore, the level of PfCRT-inhibition was found to correlate well with both the restoration of CQ accumulation and the level of CQ resensitization in CQR parasites.

Cyclic guanidines. X. Synthesis of 2-(2,2-disubstituted ethenyl- and ethyl)-2-imidazolines as potent hypoglycemics.

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