18712-20-4Relevant academic research and scientific papers
Synthetic method for preparing saccharin (by machine translation)
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Paragraph 0079-0080, (2020/07/02)
1,2 - Benzisothiazol -3 - ketone compounds are subjected to an oxidation reaction with an oxidizing agent, and an oxidizing agent oxidizes thioether of 1,2 - benzisothiazol -3 -one compound to thioamide to obtain the O-benzoyl sulfamide compound. Compared with the traditional production technology of saccharin, the saccharin synthesis method has the advantages of simple process, low cost, high separation efficiency, low pollution and the like, and accords with the green chemistry. (by machine translation)
N-Substituted and ring opened saccharin derivatives selectively inhibit transmembrane, tumor-associated carbonic anhydrases IX and XII
Ivanova, Jekaterīna,Carta, Fabrizio,Vullo, Daniela,Leitans, Janis,Kazaks, Andris,Tars, Kaspars,?alubovskis, Raivis,Supuran, Claudiu T.
, p. 3583 - 3589 (2017/05/29)
A series of N-substituted saccharins incorporating aryl, alkyl and alkynyl moieties, as well as some ring opened derivatives were prepared and investigated as inhibitors of the metalloenzyme carbonic anhydrase (CA, EC 4.2.1.1). The widespread cytosolic is
Regioselective alkylation of saccharin with alcohols under Mitsunobu conditions
Wang, Xiaolong,Ma, Yanying,Ju, Tingting
, p. 417 - 419 (2013/09/12)
The regioselective Mitsunobu alkylation of saccharin with various alcohols has been examined. The N/O-alkylation is dependent on the steric hindrance of the alcohols, that is, less sterically hindered alcohol preferentially afford N-alkylated saccharin an
Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives
Xu, Liang,Shu, Hong,Liu, Ying,Zhang, Suhong,Trudell, Mark L.
, p. 7902 - 7910 (2007/10/03)
Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives.
New synthetic method to 1,2-benzisothiazoline-3-one-1,1- dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o- methyl)arenesulfonamides
Katohgi, Masashi,Togo, Hideo,Yamaguchi, Kentaro,Yokoyama, Masataka
, p. 14885 - 14900 (2007/10/03)
Various N-alkylsaccharins were easily prepared in moderate to good yields by the reaction of N-alkyl(o- methyl)arenesulfonamides with (diacetoxyiodo)benzene in the presence of iodine under irradiation with a tungsten lamp (W-hv). On the other hand, irradiation of N- alky](omethyl)arenesulfonamide derivatives bearing various substituents on the aromatic ring with a high-pressure mercury lamp (Hg-hv), in the presence of (diacetoxyiodo)benzene and iodine gave the corresponding N-alkyl-1,2-benzisothiazoline-3- one-1-oxide derivatives in moderate yields, together with N- alkyl-1,2-benzisothiazoline-3-one-1,1-dioxide (saccharin) derivatives.
Retro-ene Reaction I: Reaction of N-Hydroxymethylsaccharin with Benzoyl Chlorides and Alkyl Halides
Kim, Sung-Kyu,Moon, Jung-Gyen,Lee, Sang-Gyeong,Choi, Sam-Young,Cho, Su-Dong,et al.
, p. 353 - 356 (2007/10/02)
N-Benzoylsaccharins, N-(saccharinylmethyl) benzoates and N-alkylsaccharins were synthesized from N-hydroxymethylsaccharin and the corresponding benzoyl chlorides or alkyl halides under different conditions.The reaction mechanisms are also discussed.
Novel Spirosuccinimides with Incorporated Isoindolone and Benzisothiazole 1,1-Dioxide Moieties as Aldose Reductase Inhibitors and Antihyperglycemic Agents
Wrobel, Jay,Dietrich, Arlene,Woolson, Shiela A.,Millen, Jane,McCaleb, Michael,et al.
, p. 4613 - 4627 (2007/10/02)
Compounds from two novel series of spirosuccinimides were prepared.Analogs of series 2 possessed a spiro-fused isoindolone moiety while those of series 3 contained a spiro-fused benzisothiazole S,S-dioxide group.These compounds 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 2,particularly those containing an isoindolone N-methyl moiety, showed good in vitro and in vivo potency.The most potent member, the 6-chloro analog 32, was resolved, and aldose reductase activity was found to reside almost exclusively in the (+)-enantiomer.Compound 32 was approximately 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's 4-8 mg/kg).Compounds from both series, 2 and 3, were also found to 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.
A NEW METHOD OF N-ACETALIZATION AND S- OR N-ETHYLATION BY MEANS OF ORTHOFORMIC ESTER
Rutavichyus, A. I.,Iokubaitite, S. P.
, p. 2371 - 2375 (2007/10/02)
A new method is proposed for the synthesis of amidoacetals by acetalization of the imino group with orthoformic ester.The thermal instability of the obtained amidoacetals in the presence of groups having a clearly defined negative inductive effect leads to the formation of S- or N-ethylated products.
