The synthesis and characterization of a novel insulin sensitizing agent

Synlett

Volumn , Issue 8, 2004, Pages 1446-1448

  Von Geldern, Thomas W ^a   Brun, Regina P ^a   Kalmanovich, Masha ^a   Wilcox, Denise ^a   Jacobson, Peer B ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

2 hydroxybenzophenones; Cyclizations; Diabetes; Michael additions; Phenols

Indexed keywords

A 140017; BENZOPHENONE DERIVATIVE; INSULIN SENSITIZING AGENT;

ADIPOCYTE; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DIABETES MELLITUS; DRUG SYNTHESIS; GLUCOSE TRANSPORT; INSULIN SENSITIVITY; MOUSE; NONHUMAN; POLYMERIZATION;

EID: 3142773464     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-825622     Document Type: Article

References (6)

1. Dimroth, K.; Neubauer, G. Chem. Ber. 1959, 92, 2046.
2. Oganesyan, E. T.; Pyshchev, A. V.; Butenko, L. I. Pharm. Chem. J. 1999, 33 (9), 480.
3. Ivanov, Kh.; Tcholakova, Ts. Synthesis 1981, 392.
4. Murray, W. V.; Wachter, M. P. J. Org. Chem. 1990, 55, 3424.
5. 4, and filtered through Celite. Reduction in volume to ca. 75 mL provides a solid, which is collected by filtration to give 3.4 g (27% yield) of 1. Further concentration of the mother liquors provides a second crop of solid 1 (0.9g, 7%).
6. 13C NMR (DMSO, 100 MHz): δ = 197.0, 174.0, 152.6, 143.9, 140.7, 139.5, 138.1, 137.7, 133.1, 128.9, 128.8, 128.5, 128.2, 128.1, 127.4, 127.3, 127.1, 126.9, 126.0, 123.0, 33.5, 22.1. MS (ESI+): m/z = 405, 423, 445. MS (ESI-): m/z = 421.