7467-00-7

Upstream product

• 95-16-9 1,3-Benzothiazole 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 103479-32-9 (5a,6,12a,13-tetrahydrobenzo[4,5]thiazolo[3,2-a]benzo[4,5]thiazolo[3,2-d]pyrazine-6,13-diyl)bis(phenylmethanone) 
• 78113-64-1 benzothiazolium N-phenacylide 
• 5316-95-0 1-phenyl-2-(2-thioxo-benzothiazol-3-yl)-ethanone 
• 78113-59-4 (1S,2S,3S,3aR)-1-Benzoyl-1,2,3,3a-tetrahydro-benzo[d]pyrrolo[2,1-b]thiazole-2,3-dicarbonitrile 
• 78113-59-4 (1S,2S,3S,3aS)-1-Benzoyl-1,2,3,3a-tetrahydro-benzo[d]pyrrolo[2,1-b]thiazole-2,3-dicarbonitrile 
• 79985-26-5 1-((3aS,5aS,10cS)-5-Benzoyl-2-methyl-3a,4-diphenyl-3a,10c-dihydro-5aH-3-oxa-6-thia-10b-aza-cyclopenta[c]fluoren-1-yl)-ethanone 
• 79985-26-5 1-((3aS,5aR,10cR)-5-Benzoyl-2-methyl-3a,4-diphenyl-3a,10c-dihydro-5aH-3-oxa-6-thia-10b-aza-cyclopenta[c]fluoren-1-yl)-ethanone 
• 79985-25-4 (3aR,5aR,10cR)-5-Benzoyl-2,3a,4-triphenyl-3a,10c-dihydro-5aH-3-oxa-6-thia-10b-aza-cyclopenta[c]fluorene-1-carbonitrile 
• 79985-25-4 (3aR,5aS,10cS)-5-Benzoyl-2,3a,4-triphenyl-3a,10c-dihydro-5aH-3-oxa-6-thia-10b-aza-cyclopenta[c]fluorene-1-carbonitrile 
• 128032-32-6 2-Phenyl-2,3-dihydro-benzo[4,5]thiazolo[2,3-b]oxazol-2-ol 
• 78113-63-0 4-formyl-2-phenyl-3,4-dihydro-2H-benzo[b]-[1,4]thiazin-2-ol 
• 78184-62-0 (12-Hydroxy-12-phenyl-11b,12-dihydro-11aH-11,13-dithia-4b,6a-diaza-indeno[2,1-a]phenanthren-6-yl)-phenyl-methanone 
• 78113-54-9 (1S,2R,3S,3aR)-1-Benzoyl-1,2,3,3a-tetrahydro-benzo[d]pyrrolo[2,1-b]thiazole-2,3-dicarboxylic acid dimethyl ester 
• 22841-77-6 2-(α-hydroxybenzyl)-1,3-benzothiazole 

Relevant academic research and scientific papers

Synthesis of N-Formyl-2-benzoyl Benzothiazolines, 2-Substituted Benzothiazoles, and Symmetrical Disulfides from N-Phenacylbenzothiazolium Bromides

An unusual aerobic hydrolysis-cascade reaction has been developed with N-phenacylbenzothiazolium bromides by treatment with organic and inorganic base. The corresponding N-formyl-2-benzoyl benzothiazoline and 2-substituted benzothiazole products were obta

Developing potential agents against atherosclerosis: Design, synthesis and pharmacological evaluation of novel dual inhibitors of oxidative stress and Squalene Synthase activity

For the treatment of multifactorial and complex diseases, it has become increasingly apparent that compounds acting at multiple targets often deliver superior efficacy compared to compounds with high specificity for only a single target. Based on previous studies demonstrating the important antioxidant and anti-hyperlipidemic effect of morpholine and 1,4-benzo(x/thi)azine derivatives (A-E), we hereby present the design, synthesis and pharmacological evaluation of novel dual-acting molecules as a therapeutic approach for atherosclerosis. Analogues 1–10 were rationally designed through structural modifications of their parent compounds (A-E) in order for structure-activity relationship studies to be carried out. Most compounds showed a significant inhibition against Squalene Synthase activity exhibiting at the same time a very potent multimodal antioxidant (against lipid peroxidation and as free-radical scavengers) effect, thus bringing to light the 2-aryl-1,4-benzo(x/thia)zin-2-ol scaffold as an outstanding pharmacophore for the design of potent antioxidants. Finally, the replacement of the octahydro-1,4-benzoxazine moiety of lead compound D with its respective 1,4-benzothiazine (compound 4), although conserved (anti-hypercholesterolemic) or even improved (anti-hyperlipidemic) activity, did not preserve the anti-diabetic effect of D.

An efficient procedure for the synthesis of phenacyl and benzyl azolium salts using fluorous alcohols

An efficient procedure for the synthesis of phenacyl and benzyl azolium salts in 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoroisopropanol as fluorous alcohols have been developed. This synthetic methodology has some advantages with the respect to yield, atom efficiency, solvent and reagents used and wastes generated when compared to the currently in use methods. Using this procedure, a range of phenacyl and benzyl azolium salts can be synthesized with good to excellent yields. The pure salts are separated from the reaction mixture by simple filtration and washing with dry ether.

Methods of Treating or Preventing Cardiac Disease Associated With a High Fat Diet

The present invention relates to a method of treating or preventing cardiac disorders, myocardial inflammation or myocardial oxidative stress associated with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention. The present invention also relates to a method of ameliorating weight gain, myocardial AGE accumulation associated, mitochondrial superoxide production, RAGE expression or PPARα expression with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention.

Method and composition for rejuvenating hair, nails, tissues, cells and organs by ex-vivo or immersive treatment

A method and composition for the treatment of hair, nail, ex-vivo organ, ex-vivo cell or ex-vivo tissue to improve the biomechanical and diffusional characteristics comprising an effective amount of a compound selected from the group consisting of compounds of the formula

Method for treating fibrotic diseases or other indications IC

Provided, among other things, is a method of treating or ameliorating or preventing an indication of the invention in an animal, including a human comprising administering an effective amount of a compound of the formula I:

Preventing and reversing the formation of advanced glycosylation endproducts

The present invention relates to compositions and methods for inhibiting and reversing nonenzymatic cross-linking (protein aging). Accordingly, compositions are disclosed which comprise an agent capable of inhibiting the formation of advanced glycosylation endproducts of target proteins, and which additionally reverse pre-formed crosslinks in the advanced glycosylation endproducts by cleaving alpha-dicarbonyl-based protein crosslinks present in the advanced glycosylation endproducts. Certain agents useful are thiazolium salts. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated. A novel immunoassay for detection of the reversal of the nonenzymatic crosslinking is also disclosed.

Preventing and reversing advanced glycosylation endproducts

The present invention relates to compositions and methods for inhibiting and reversing nonenzymatic cross-linking (protein aging). Accordingly, a composition is disclosed which comprises a thiazolium compound capable of inhibiting, and to some extent reversing, the formation of advanced glycosylation endproducts of target proteins by reacting with the carbonyl moiety of the early glycosylation product of such target proteins formed by their initial glycosylation. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated. A novel immunoassay for detection of the reversal of the nonenzymatic crosslinking is also disclosed.

Reinvestigation of reactions of thiazolium and benzothiazolium N-phenacylides with electron-deficient acetylenes

Reactions of thiazolium and benzothiazolium N-phenacylides with dimethyl acetylenedicarboxylate (DMAD) have been reexamined. The thiazolium N-phenacylides 5, generated in situ from 4-methyl- or 5-phenyl-3-phenacylthiazolium bromides 13 with triethylamine,

Selective transformations of 3-phenacylbenzothiazolium cations to 2-aryl-4-formyl-2-hydroxy-2,3-dihydro-1,4-benzothiazines, 2-aryl-4-formyl-1,4-benzothiazines and 2-aroylbenzothiazoles

3-Phenacylbenzothiazolium cations (4) instantaneously react with 2percent aq. sodium hydroxide (1 equiv.) in methanol at ambient temperature to form 2-aryl-4-formyl-2-hydroxy-2,3-dihydro-1,4-benzothiazines (5) (65-80percent), which undergo dehydration wit