Antiallergy agents. 1. 1,6-Dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters

Abstract

The synthesis of some 1,6-dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters with potent oral and intravenous antiallergic activity against passive cutaneous anaphylaxis in the rat is described. Requirements for high activity include a free NH group in the pyrimidinone nucleus and a small to medium size ortho alkoxy or alkenyloxy group on the phenyl ring. It is suggested that in the case of the highly active compounds hydrogen bonding occurs between a nitrogen of the pyrimidine ring and the ethereal oxygen. The nature of this bonding and its possible contribution to an optimum configuration for the molecules is discussed.

Significance and Biological Importance of Pyrimidine in the Microbial World

“…The literature survey indicated that a wide range of pharmacological activities are exhibited by the compounds encompassing pyrimidines nucleus. In addition to this, various analogs of pyrimidines have been found to posses antibacterial [ 33 – 39 ], antifungal [ 40 – 43 ], antileishmanial [ 44 ], anti-inflammatory [ 45 , 46 ], analgesic [ 47 ], antihypertensive [ 48 , 49 ], antipyretic [ 50 ], antiviral [ 51 – 53 ], antidiabetic [ 54 ], antiallerggic [ 55 ], anticonvulsant [ 56 ], antioxidant [ 57 , 58 ], antihistaminic [ 59 ], herbicidal [ 60 ], and anticancer activities [ 61 – 64 ] and many of pyrimidines derivatives are reported to possess potential central nervous system (CNS) depressant properties [ 65 , 66 ] and also act as calcium channel blockers [ 67 ].…”

Structural and theoretical studies of 4-chloro-2-methyl-6-oxo-3,6-dideuteropyrimidin-1-ium chloride (d 6)

“…Pyrimidines represent one of the most active classes of compounds, possessing a wide spectrum of biological activities such as significant in vitro activity against unrelated DNA and RNA viruses including polio herpes viruses, and diuretic, antitumor, anti-HIV, and cardiovascular (Kappe, 1993) activity. In addition to this, various analogs of pyrimidines have been found to possess antibacterial (Sharma et al, 2004;Prakash et al, 2004;Botta et al, 1992;Cieplik et al, 2015), antifungal (Agarwal et al, 2000;Oliver et al, 2016), antileishmanial (Ram et al, 1992;Alptuzun et al, 2013), anti-inflammatory (Amir et al, 2007;Sondhi et al, 2008), analgesic (Vega et al, 1990; Gupta et al, 2011), anti- hypertensive (Hannah & Stevens, 2003;Rana et al, 2004;Alam et al, 2010), antipyretic (Smith & Kan, 1964;El-Sharkawy et al, 2018), antiviral (Balzarini & McGuigan, 2002;Nasr & Gineinah, 2002), antidiabetic (Lee et al, 2005;Reddy et al, 2019), antiallergic (Juby et al, 1979;Gupta et al, 1995), anticonvulsant (Gupta et al, 1994;Shaquiquzzaman et al, 2012), antioxidant (Krivonogov, et al, 2001;Abu-Hashem et al, 2010, antihistaminic (Prasad & Rahaman, 2008;Rahaman et al, 2009), herbicidal (Nezu et al, 1996;Li et al, 2018), and anticancer activities (Abu-Hashem et al, 2010Xie et al, 2009;Kaldrikyan et al, 2000;Mohamed et al, 2...…”

CuII‐Tyrosinase Enzyme Catalyst‐Mediated Synthesis of 2‐Thioxopyrimidine Derivatives with Potential Mosquito Larvicidal Activity: Spectroscopic and Computational Investigation as well as Molecular Docking Interaction with OBPs of Culex quinquefasciatus

“…Pyrimidines are an important class of heterocyclic skeleton widely distributed in nature. Pyrimidine analogues displays a broad range of biological activities for instance, antihistaminic, antifungal, antileishmanial, calcium channel blockers, anti‐inflammatory, analgesic, antihypertensive, antipyretic, antiviral, antidiabetic, central nervous system (CNS) depressant properties, antiallergic, antibacterial, anticonvulsant, herbicidal, anticancer, and also act as antioxidants . Some important bioactive thioxopyrimidine compounds were shown in Figure .…”