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2005
Multi-membered N-heterocycles
R 0690
1,4-Diazapane-2,5-diones as Novel Inhibitors of LFA-1. — Diazepanediones (X)
synthesized by an unoptimized sequence affording the desired compounds in an
26- 104 are
10—19% overall yield. The disadvantages of some coupling procedures between amino acid derivative (V) and leucine (VI) can be circumvented by using excess amounts
of HATU. Diazepanediones (X) are potent inhibitors of LFA-1 and ICAM-1 interactions. A high-resolution X-ray crystallographic analysis shows that (Xb) binds to the
L-site of the I-domain of LFA-1. — (WATTANASIN*, S.; et al.; Bioorg. Med. Chem.
Lett. 15 (2005) 4, 1217-1220; Novartis Inst. BioMed. Res., Cambridge, MA 02139,
USA; Eng.) — H. Hoennerscheid
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