Novel spirosuccinimides with incorporated isoindolone and benzisothiazole 1,1-dioxide moieties as aldose reductase inhibitors and antihyperglycemic agents was written by Wrobel, Jay;Dietrich, Arlene;Woolson, Shiela A.;Millen, Jane;McCaleb, Michael;Harrison, Maria C.;Hohman, Thomas C.;Sredy, Janet;Sullivan, Donald. And the article was included in Journal of Medicinal Chemistry in 1992.Computed Properties of C8H6ClFO2 This article mentions the following:
Compounds from two novel series of spirosuccinimides were prepared Analogs I (R = alkyl, aralkyl; R1 = H, 4-, 5-, 6-, 7-Cl, 5,6-Cl2, 6-F, 5-Br, 4-, 5-Me, 6-Co2Me, 5,6-benzo, 5-Ph, 5-MeO, 5-MeS, 6-O2N) possessed a spiro-fused isoindolone moiety while analogs II (R = alkyl, aralkyl) contained a spiro-fused benzisothiazole S,S-dioxide group. I and II were evaluated as aldose reductase inhibitors (ARI) in vitro by their ability to inhibit glyceraldehyde reduction using a partially purified bovine lens aldose reductase preparation and in vivo as inhibitors of galactitol accumulation in the lens, sciatic nerve, and diaphragm of galactose-fed rats. Many members from the isoindolone series I, particularly those with R = Me, showed good in vitro and in vivo potency. The most potent member, I (R = Me, R1 = 6-Cl) (III), was resolved, and aldose reductase activity was found to reside almost exclusively in the (+)-enantiomer. III was approx. equipotent in the sciatic nerve of the galactose-fed rat to other cyclic imide ARI’s of similar in vitro activity, namely sorbinil and ADN-138 and also to tolrestat, an acetic acid-based ARI (ED50 = 4-8 mg/kg). Compounds from both series I and II also lower plasma glucose levels of genetically obese db/db and ob/ob mice with potency similar to that of ciglitazone. However, members from these series failed to lower insulin levels of the ob/ob mouse at the doses tested. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-4-fluorobenzoate (cas: 85953-29-3Computed Properties of C8H6ClFO2).
Methyl 2-chloro-4-fluorobenzoate (cas: 85953-29-3) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Computed Properties of C8H6ClFO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics