Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of Medicinal Chemistry called (Mercaptopropanoyl)indoline-2-carboxylic acids and related compounds as potent angiotensin converting enzyme inhibitors and antihypertensive agents, Author is Kim, Dong H.; Guinosso, Charles J.; Buzby, George C. Jr.; Herbst, David R.; McCaully, Ronald J.; Wicks, Thomas C.; Wendt, Robert L., which mentions a compound: 50501-07-0, SMILESS is O=C(C1NC2=C(C=CC=C2)C1)OCC, Molecular C11H13NO2, HPLC of Formula: 50501-07-0.
Stereoisomers of 1-(3-mercapto-2-methyl-1-oxopropyl)indoline-2-carboxylic acid (I) and related compounds were synthesized and their ability to inhibit angiotensin converting enzyme (ACE) [9015-82-1] and to lower the systolic blood pressure of spontaneously hypertensive rats (SHR) examined All 4 possible stereoisomers of the precursor 1-[3-(benzoylthio)-2-methyl-1-oxopropyl]indoline-2-carboxylic acid were characterized with absolute stereochem. assignment. The removal of the benzoyl group of the precursor showed in vitro ACE inhibitory activity; the stereoisomer having the R,R configuration was essentially inactive. The mercaptan (S,S)-I was the most active ACE inhibitor, showing in vitro potency 3 times that of captopril. (S,S)-I exhibited oral antihypertensive activity 27 times that of captopril. The thio lactone obtained by cyclization of (S,S)-I as a potential prodrug was less potent than the parent compound in the ACE inhibitory and antihypertensive tests. Structure-activity relations are discussed.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics