Synthesis and antiviral activities of N-Mono- and/or N,N′-Di- carbamoyl and acyl derivatives of symmetrical diamines

Chemical and Pharmaceutical Bulletin

Volumn 56, Issue 7, 2008, Pages 1052-1058

  Mibu, Nobuko ^a   Yokomizo, Kazumi ^b   Oishi, Marumi ^a   Miyata, Takeshi ^b   Sumoto, Kunihiro ^a  

^a FUKUOKA UNIVERSITY   (Japan)

^b SOJO UNIVERSITY   (Japan)

Author keywords

Adamantane; Anti herpes simplex virus type 1; Diaminocyclohexane; Plaque reduction assay; Thiourea; Urea

Indexed keywords

1,2 DIAMINOCYCLOHEXANE; 1,2 DIAMINOCYCLOHEXANE DERIVATIVE; 1,2 DIPHENYLETHYLENEDIAMINE; ACICLOVIR; ACYL CHLORIDE; ADAMANTANE DERIVATIVE; ANTIVIRUS AGENT; DIAMINE DERIVATIVE; ISOTHIOCYANIC ACID; N (2 AMINOCYCLOHEXYL) N' TRICYCLO[3.3.1.1 3.7]DEC 1 YLTHIOUREA; N ACYL DIAMINE DERIVATIVE; N CARBAMOYL DERIVATIVE; N,N'' 1,2 CYCLOHEXANEDIYLBIS[N' TRICYCLO[3.3.1.1 3,7]DEC 1 YLUREA];

ACYLATION; ADDITION REACTION; ANTIVIRAL ACTIVITY; ARTICLE; CYTOTOXICITY; DRUG SYNTHESIS; HERPES SIMPLEX VIRUS 1; NONHUMAN; REACTION ANALYSIS; VIRUS CULTURE;

ANTIVIRAL AGENTS; DIAMINES; HERPESVIRUS 1, HUMAN;

EID: 46749135648     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.56.1052     Document Type: Article

References (13)

1. Mibu N., Yokomizo K., Miyata T., Sumoto K., Chem. Pharm. Bull., 55, 1406-1411 (2007) and related references cited therein.
2. Mibu N., Yokomizo K., Kashige N., Miake F., Miyata T., Uyeda M., Sumoto K., Chem. Pharm. Bull., 55, 111-114 (2007).
3. Spasov A. A., Khamidova T. V., Bugaeva L. I., Morozov I. S., Pharm. Chem. J. (translation of Khimiko-Farmatsevticheskii Zhurnal), 34, 1-7 (2000).
4. Setaki D., Tataridis D., Stamatiou G., Kolocouris A., Foscolos G. B., Fytas G., Kolocouris N., Padalko E., Neyts J., De Clercq E., Bioorg. Chem., 34, 248-273 (2006).
5. For example, see: Kim I., Tsai H., Nishi K., Kasagami T., Morisseau C., Hammock B. D., J. Med. Chem., 50, 5217-5226 (2007).
6. Stetter H., Wulff C., Chem. Ber., 95, 2302-2304 (1962).
7. Herr R. J., Kuhler J. L., Meckler H., Opalka C. J., Synthesis, 2000, 1569-1574 (2000).
8. Within 1 h, disappearance of the starting compounds of diamine and acid anhydride could be detected by TLC monitoring.
9. Salakhov M. S., Umaeva V. S., Salakhova Ya . S., Idrisova S. Sh., Russ. J. Org. Chem. (translation of Zhurnal Organicheskoi Khimii), 35, 397-401 (1999).
10. Hassan M. A., Zayed S. E., El-Gaziri W. N., Metwally S. A., Arch. Pharm., 324, 185-187 (1991).
11. Schinazi R. F., Peters J., Williams C., Chance D., Nahmias A., Antimicrob. Agents Chemother., 22, 499-507 (1982).
12. Nishimura T., Toku H., Fukuyasu H., Kawakami M., Kazuno Y., Sekizawa Y., Kitasato Arch. Exp. Med.., 52, 15-21 (1979).
13. Yamanaka G., Tuomari A. V., Hagen M., McGeever-Rubin B., Terry B., Haffey M., Bisacchi G. S., Field A. K., Mol. Pharmacol., 40, 446-453 (1991).