Synthesis of β-hydroxypropanoic acid derivatives as potential anti-inflammatory, analgesic and antimicrobial agents

Archiv der Pharmazie

Volumn 339, Issue 7, 2006, Pages 378-387

  Abdel Rahman, Hamdy M ^a   Hussein, Mostafa A ^a  

^a Assiut University   (Egypt)

Author keywords

Hydroxypropanoic acid derivatives; 1,2,4 triazoles; 1,3,4 oxadiazoles; Anti inflammatory; Antimicrobial

Indexed keywords

1 [3 (4 BROMOPHENYL) 3 HYDROXYPROPANOYL] 4 ETHYLTHIOSEMICARBAZIDE; 1 [3 (4 BROMOPHENYL) 3 HYDROXYPROPANOYL] 4 PHENYLSEMICARBAZIDE; 1 [3 (4 BROMOPHENYL) 3 HYDROXYPROPANOYL] 4 PHENYLTHIOSEMICARBAZIDE; 1 [3 (4 CHLOROPHENYL) 3 HYDROXYPROPANOYL] 4 ETHYLTHIOSEMICARBAZIDE; 1 [3 (4 CHLOROPHENYL) 3 HYDROXYPROPANOYL] 4 PHENYLSEMICARBAZIDE; 1 [3 (4 CHLOROPHENYL) 3 HYDROXYPROPANOYL] 4 PHENYLTHIOSEMICARBAZIDE; 1 [3 HYDROXY 3,3 DIPHENYLPROPANOYL] 4 ETHYLTHIOSEMICARBAZIDE; 1 [3 HYDROXY 3,3 DIPHENYLPROPANOYL] 4 PHENYLTHIOSEMICARBAZIDE; 3 (4 BROMOPHENYL) 3 HYDROXY PROPANOIC ACID HYDRAZIDE; 3 (4 CHLOROPHENYL) 3 HYDROXY PROPANOIC ACID HYDRAZIDE; 3 [2 (4 BROMOPHENYL) 2 HYDROXYETHYL] 4 ETHYL 4,5 DIHYDRO 1H 1,2,4 TRIAZOLE 5 THIONE; 3 [2 (4 BROMOPHENYL) 2 HYDROXYETHYL] 4 PHENYL 4,5 DIHYDRO 1H 1,2,4 TRIAZOLE 5 THIONE; 3 [2 (4 CHLOROPHENYL) 2 HYDROXYETHYL] 4 ETHYL 4,5 DIHYDRO 1H 1,2,4 TRIAZOLE 5 THIONE; 3 [2 (4 CHLOROPHENYL) 2 HYDROXYETHYL] 4 PHENYL 4,5 DIHYDRO 1H 1,2,4 TRIAZOLE 5 THIONE; 3 HYDROXY 3,3 DIPHENYLPROPANOIC ACID HYDRAZIDE; 3 HYDROXY PROPANOIC ACID ETHYL ESTER; 5 (2 HYDROXY 2,2 DIPHENYLETHYL) 1,3,4 OXADIAZOLE 2(3H) THIONE; 5 [2 (4 BROMOPHENYL) 2 HYDROXYETHYL] 1,3,4 OXADIAZOLE 2(3H) THIONE; 5 [2 (4 CHLOROPHENYL) 2 HYDROXYETHYL] 1,3,4 OXADIAZOLE 2(3H) THIONE; ACETYLSALICYLIC ACID; ANALGESIC AGENT; ANTIINFECTIVE AGENT; ANTIINFLAMMATORY AGENT; BETA HYDROXYPROPANOIC ACID DERIVATIVE; INDOMETACIN; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ANALGESIA; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CYCLIZATION; DRUG EFFECT; DRUG SAFETY; DRUG SYNTHESIS; LETHAL DOSE; NONHUMAN; PRIORITY JOURNAL; RAT; REACTION ANALYSIS; SPECTROSCOPY; STOMACH ULCER;

ACUTE TOXICITY TESTS; ANALGESICS; ANIMALS; ANTI-BACTERIAL AGENTS; ANTI-INFLAMMATORY AGENTS; ANTIFUNGAL AGENTS; ASPERGILLUS; ASPIRIN; BACTERIA; CARRAGEENAN; EDEMA; FLUCONAZOLE; HINDLIMB; INDOMETHACIN; MALE; MICE; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; PENICILLIN G; PROPIONIC ACIDS; RATS; ULCER;

EID: 33747035030     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.200600016     Document Type: Article

References (28)

1. R. F. Borne, Nonsteroidal anti-Inflammatory Agents, in Foye's Principles of Medicinal Chemistry, 5th edition (Eds.: D. A. Williams and T. L. Lemke) Lippincott, Philadelphia 2002, pp. 751-793.
2. A. S. Michaelidou, D. Hadjipavlou-Litina, Chem. Rev. 2005, 105, 3235-3271.
3. C. T. Huang, K. O. Ellis, Biochem. Pharmacol. 1981, 30, 3008-3009.
4. K. Tanaka, K. Matsuo, A. Nakanishi, T. Hatano, et al., Chem. Pharm. Bull. 1983, 33, 2810-2819.
5. E. Palaska, G. Sahin, P. Kelicen, N. Tugba Darlu, G. Altinok, Il Farmaco 2002, 57, 101-107.
6. M. Amir, S. Kumar, Arch. Pharm. Chem. Life Sci. 2005, 338, 24-31.
7. M. Amir, S. Kumar, Eur. J. Med. Chem. 2004, 39, 535-545.
8. F. Macaev, G. Rusu, S. Pogrebnoi, A. Gudima, et al., Bioorg. Med. Chem. 2005, 13, 4842-4850.
9. S. G. Küçükgüzel, S. Rollas, H. Erdeniz, M. Kiraz, Eur. J. Med. Chem. 1999, 34, 153-160.
10. M. M. Burbuliene, V. Jakubkiene, G. Mekuskiene, E. Udrenaite, et al., Il Farmaco 2004, 59, 767-774.
11. G. Turan-Zitouni, Z. A. Kaplancikl, M. T. Yildiz, P. Chevallet, D. Kaya, Eur. J. Med. Chem. 2005, 40, 607-613.
12. F. A. Omar, N. M. Mahfouz, M. A. Rahman, Eur. J. Med. Chem. 1996, 31, 819-825.
13. M. G. Mamolo, D. Zampieri, L. Vio, M. Fermeglia, et al., Bioorg. Med. Chem. 2005, 33, 3797-3809.
14. A. R. Martin, Anti-infective Agents in Wilson and Gisvold's: Textbook of Organic Medicinal and Pharmaceutical Chemistry, 10th edition, (Eds. J. N. Delgado and W. A. Remers), Lippincott-Raven, Philadelphia, New York 1998, pp. 185-190.
15. A. S. Aboraia, H. M. Abdel-Rahman, N. M. Mahfouz, M. A. El-Gendy, Bioorg. Med. Chem. 2006, 14, 1236-1246.
16. A. A. Bekhit, H. M. Abdel-Rahman, A. A. Guemei, Arch. Pharm. Chem. Life Sci. 2006, 339, 81-87.
17. H. M. Abdel-Rahman, M. M. Sheha, Medicinal Chemistry: An Indian Journal 2005, 1, 7-13.
18. P. H. Lee, K. Bang, K. Lee, S.-Y. Sung, S. Chang, Synth. Commun. 2001, 31, 3781-3789.
19. A. I. Ayi, R. Condom, P. C. Maria, T. N. Wade, R. Guedj, Terahedron Lett. 1978, 46, 4507-4510.
20. A. S. Kalgutkar, S. W. Rowlinson, B. C. Crews, L. J. Marnett, Bioorg. Med. Chem. Lett. 2002, 12, 521-524.
21. M. Duflos, M.-R. Nourrisson, J. Brelet, J. Courant, et al., Eur. J. Med. Chem. 2001, 36, 545-553.
22. H. O. Gulcan, E. Kupeli, S. Unlu, E. Yesilada, M. F. Sahin, Arch. Pharm. Pharm. Med. Chem. 2003, 336, 477-482.
23. L. V. G. Nargund, G. R. N. Reedy, V. Haripbasad, J. Pharm. Sci. 1994, 83, 246-248.
24. A. B. Elizabeth, R. M. Frank, E. M. Roger, A. S. Stephen, et al., J. Med. Chem. 1986, 29, 894-897.
25. B. Tozkoparan, G. Akaty, E. Yesilada, Il Farmaco 2002, 57, 154-152.
26. F. Sztaricskai, I. E. Takacs, F. Pusztai, G. Szabo, I. Csipo, Arch. Pharm. Pharm. Med. Chem. 1999, 332, 321-326.
27. H. William, Microbiological assay, An Introduction to Quantitative Principles and Evaluation, Academic press, New York, 1977.
28. J. E. Benett, Antimicrobial agents in Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th edition (Eds. P. B. Molinoff and R. W. Rudden) McGraw-Hill, New York 1996, pp. 1175-1190.