title: Synthesis of novel phosphorylated guanidine derivatives from cyanamide and their anti-inflammatory activity.
abstract: A series of novel guanidine derivatives were synthesized in three steps and their anti-inflammatory activities in vitro and in vivo evaluated. 2-Aminopyridin-3-ol (1) was reacted with thiophosphoryl chloride (2) to give a monochloride (3). It was further reacted with cyanamide to afford the corresponding cyanamine (4), which was subsequently reacted with different heterocyclic amines to form the title compounds (5a-l). The substituent in the guanidine function affected the potency of anti-inflammatory activity. The compounds having benzothiazole, fluorophenyl, and piperazinyl moieties enhanced the anti-inflammatory activity.
authors.affiliation: Department of Chemistry, Sri Venkateswara University, Tirupati 517-502, India.
authors.forename: Venkata Ramana
authors.initials: VR
authors.lastname: Katla
authors.forename: Rasheed
authors.initials: R
authors.lastname: Syed
authors.forename: Chandra Sekhar
authors.initials: CS
authors.lastname: Kuruva
authors.forename: Hema Kumar
authors.initials: HK
authors.lastname: Kuntrapakam
authors.forename: Naga Raju
authors.initials: NR
authors.lastname: Chamarthi
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use*; D002351:Carrageenan; D003484:Cyanamide / Q000737:chemistry; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy* / Q000473:pathology; D004910:Erythrocyte Membrane / Q000187:drug effects; D005528:Foot / Q000473:pathology*; D019791:Guanidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000627:therapeutic use*; D006801:Humans; D010766:Phosphorylation; D051381:Rats; D017208:Rats, Wistar
chemical_list: D000893:Anti-Inflammatory Agents; D003484:Cyanamide; D002351:Carrageenan; D019791:Guanidine