Synthesis and evaluation of N-phenyl-(2-aminothiazol-4-yl)acetamides with phenoxypropanolamine moiety as selective β3-adrenergic receptor agonists

Chemical and Pharmaceutical Bulletin

Volumn 60, Issue 5, 2012, Pages 647-658

  Maruyama, Tatsuya ^a   Onda, Kenichi ^a   Suzuki, Takayuki ^a   Hayakawa, Masahiko ^a   Takahashi, Takumi ^a   Matsui, Tetsuo ^a   Takasu, Toshiyuki ^a   Nagase, Itsuro ^a   Ohta, Mitsuaki ^a  

^a ASTELLAS PHARMA INC   (Japan)

Author keywords

2 Aminothiazole; Agonist; Diabetes; Phenoxypropanolamine; 3 adrenergic receptor

Indexed keywords

BETA ADRENERGIC RECEPTOR STIMULATING AGENT; PHENOXYPROPANOLAMINE DERIVATIVE; PHENYL (2 BENZYLAMINOTHIAZOL 4 YL)ACETAMIDE; PHENYL (2 PHENYLAMINOTHIAZOL 4 YL)ACETAMIDE; PHENYL [2 (3 METHOXYPHENYL) AMINOTHIAZOL 4 YL]ACETAMIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIDIABETIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DIABETES MELLITUS; DRUG SCREENING; DRUG SYNTHESIS; NONHUMAN;

EID: 84860761701     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.60.647     Document Type: Article

References (22)

1. Nisoli E., Tonello C., Carruba M. O., Curr. Med. Chem. Central Nerv. Syst. Agents, 3, 257-273 (2003).
2. Moneva M. H., Dagogo-Jack S., Curr. Drug Targets, 3, 203-221 (2002).
3. Arch J. R., Ainsworth A. T., Cawthorne M. A., Piercy V., Sennitt M. V., Thody V. E., Wilson C., Wilson S., Nature (London), 309, 163-165 (1984).
4. Howe R., Drugs Future, 18, 529-549 (1993).
5. Cantello B. C. C., Smith S. A., Drugs Future, 16, 797-800 (1991).
6. Bloom J. D., Claus T. H., Drugs Future, 19, 23-26 (1994).
7. Arch J. R. S., Wilson S., Int. J. Obes., 20, 191-199 (1996).
8. Lipworth B. J., Br. J. Clin. Pharmacol., 42, 291-300 (1996).
9. de Souza C. J., Burkey B. F., Curr. Pharm. Des., 7, 1433-1449 (2001).
10. Emorine L. J., Marullo S., Briend-Sutren M.-M., Patey G., Tate K., Delavier-Klutchko C., Strosberg A. D., Science, 245, 1118-1121 (1989).
11. Emorine L. J., Fève B., Pairault J., Briend-Sutren M.-M., Nahmias C., Marullo S., Delavier-Klutchko C., Strosberg D. A., Am. J. Clin. Nutr., 55 (Suppl.), 215S-218S (1992).
12. Tate K. M., Briend-Sutren M.-M., Emorine L. J., Delavier-Klutchko C., Marullo S., Strosberg A. D., Eur. J. Biochem., 196, 357-361 (1991).
13. Yamaguchi O., Urology, 59 (Suppl. 1), 25-29 (2002).
14. Nomiya M., Yamaguchi O., J. Urol., 170, 649-653 (2003).
15. Yamanishi T., Yasuda K., Kitahara S., Nakai H., Yoshida K.-I., Iizuka H., Neurourol. Urodyn., 25, 815-819 (2006).
16. Mathvink R. J., Tolman J. S., Chitty D., Candelore M. R., Cascieri M. A., Colwell L. F. Jr., Deng L., Feeney W. P., Forrest M. J., Hom G. J., MacIntyre D. E., Miller R. R., Stearns R. A., Tota L., Wyvratt M. J., Fisher M. H., Weber A. E., J. Med. Chem., 43, 3832-3836 (2000).
17. Harada H., Hirokawa Y., Suzuki K., Hiyama Y., Oue M., Kawashima H., Kato H., Yoshida N., Furutani Y., Kato S., Chem. Pharm. Bull., 53, 184-198 (2005).
18. Tanaka N., Tamai T., Mukaiyama H., Hirabayashi A., Muranaka H., Ishikawa T., Akahane S., Akahane M., Bioorg. Med. Chem., 9, 3265-3271 (2001).
19. Uehling D. E., Shearer B. G., Donaldson K. H., Chao E. Y., Deaton D. N., Adkison K. K., Brown K. K., Cariello N. F., Faison W. L., Lancaster M. E., Lin J., Hart R., Milliken T. O., Paulik M. A., Sherman B. W., Sugg E. E., Cowan C., J. Med. Chem., 49, 2758-2771 (2006).
20. Maruyama T., Onda K., Hayakawa M., Suzuki T., Kimizuka T., Matsui T., Takasu T., Nagase I., Hamada N., Ohta M., Chem. Pharm. Bull., 58, 533-545 (2010).
21. Maruyama T., Onda K., Hayakawa M., Seki N., Takahashi T., Moritomo H., Suzuki T., Matsui T., Takasu T., Nagase I., Ohta M., Bioorg. Med. Chem., 17, 3283-3294 (2009).
22. Maeda R., Hirose K., Jpn. Kokai Tokkyo Koho, JP50069076 (1975).