Antiinflammatory agents: new series of N-substituted amino acids with complex pyrimidine structures endowed with antiphlogistic activity

• Published in: Farmaco (Società chimica italiana : 1989) Vol. 54; no. 1; pp. 95 - 100
• Main Authors: Bruno, Olga, Schenone, Silvia, Ranise, Angelo, Bondavalli, Francesco, Filippelli, Walter, Falcone, Giuseppe, Motola, Giulia, Mazzeo, Filomena
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier SAS 1999; Elsevier; Elsevier Science
• Subjects: Amino Acids - chemical synthesis; Amino Acids - pharmacology; Animals; Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Antiinflammatory agents with a complex pyrimidinyl amino acid structure; Antiphlogistic agents; Biological and medical sciences; Bones, joints and connective tissue. Antiinflammatory agents; Carrageenan; Complex pyrimidines supporting amino acid chains; Complex pyrimidinyl amino acids; Edema - chemically induced; Edema - prevention & control; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Medical sciences; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Pyrimidines - chemical synthesis; Pyrimidines - pharmacology; Rats; Science & Technology; Spectrophotometry, Infrared; Antiinflammatory agents with a complex pyrimidinyl amino acid structure; Antiphlogistic agents; Complex pyrimidinyl amino acids; Complex pyrimidines supporting amino acid chains; complex pyrimidinyl amino acids; antiphlogistic agents; complex pyrimidines supporting amino acid chains; antiinflammatory agents with a complex pyrimidinyl amino acid structure; Sulfur nitrogen heterocycle; Edema; Rat; Nitrogen heterocycle; Quinazoline derivatives; Rodentia; Antiinflammatory agent; Oral administration; Tricyclic compound; α-Aminoacid; Vertebrata; Chemotherapy; Experimental disease; Mammalia; Treatment; Structure activity relation; Animal; Bicyclic compound; Aromatic compound; Chemical synthesis; Oxygen nitrogen heterocycle
• ISSN: 0014-827X; 1879-0569
• DOI: 10.1016/S0014-827X(98)00109-8

A series of N-methyl- N-pyrimidin-2-yl glycines 2a–e, having the pyrimidine ring fused with a cyclohexane [ N-methyl- N-(5,6,7,8-tetrahydroquinazolin-2-yl)glycine], cyclohexene [ N-methyl- N-(5,6-dihydroquinazolin-2-yl)glycine], 1,2,3,4-tetrahydronaphthalene [ N-methyl- N-(5,6-dihydrobenzo[e]quinazolin-2-yl)glycine], benzopyrane [ N-methyl- N-(5-phenyl-5 H-[1]benzopyrano[4,3- d]pyrimidin-2-yl)glycine] and benzothiopyrane [ N-methyl- N-(5 H-[1]benzothiopyrano[4,3- d]pyrimidin-2-yl)glycine] ring, was prepared and tested for antiinflammatory activity. With the same purpose a number of N-5 H-[1]benzopyrano[4,3- d]pyrimidin-2-yl substituted amino acids 3a–e, having a different chain length and branching were also synthesized and tested. All the described products 2 and 3 showed an appreciable antiphlogistic activity, particularly 2b and 2c.