92109-08-5Relevant articles and documents
Total Synthesis of Glipizide and Glibenclamide in Continuous Flow
Sagandira, Cloudius R.,Khasipo, Agnes Z.,Watts, Paul
supporting information, p. 16028 - 16035 (2021/10/14)
Glipizide and glibenclamide remain some of the widely prescribed antidiabetic sulfonylurea drugs for the treatment of type 2 diabetes mellitus. Herein the authors report on an isocyanate-free synthetic procedure towards the preparation of these on demand drugs at multigram scale using continuous flow technology. The safety concern over the use of isocyanates in most of the existing synthetic routes was dealt with in this present work by using N-carbamates synthesised in situ from activation of amines with chloroformates as safer alternatives. An overall yield of 80–85 % was obtained for the semi-telescoped steps within 10 min total residence time.
NOVEL CYANOGUANIDINES
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Page/Page column 89, (2009/09/04)
This application discloses novel cyanoguanidines of the formula (I) wherein A is selected from -C(=O)-, -S(=O)2-, -C(=S)-, and -P(=O)(R5)-, wherein R5 is selected from C1-6-alkyl, C1-6-alkoxy, and hydroxy; B is selected from a single bond, -O-, -NR6- and -C(=O)-NR6-, wherein R6 is selected from hydrogen, optionally substituted C1-12-alkyl, optionally substituted C1-12-alkenyl, optionally substituted aryl, optionally substituted heterocyclyl, and optionally substituted heteroaryl; and m is an integer of 0-12 and n is an integer of 0-12, wherein the sum m+n is 1-20; and R1 is selected from optionally substituted heteroaryl; and pharmaceutically acceptable salts thereof, and prodrugs thereof. The compounds are usefuld for use as a medicament for the treatment of a disease or a condition caused by an elevated level of nicotinamide phosphoribosyltransferase (NAMPRT).
A New Convenient Method for the Synthesis of Symmetrical and Unsymmetrical N,N'-Disubstituted Ureas
Izdebski, Jan,Pawlak, Danuta
, p. 423 - 425 (2007/10/02)
A new method is described for the preparation of symmetrically and unsymmetrically disubstituted ureas by aminolysis of bis(4-nitrophenyl) carbonate.The second substitution is slower than the first one, and it is possible to isolate monosubstituted intermediates when equimolar amounts of substrates are used.The reaction of the intermediates with different amines give unsymmetrical derivatives of urea.