93532-56-0

Upstream product

• 842161-89-1 2-(p-acetylaminobenzenesulfonylamino)-6-chlorobenzothiazole 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 3696-23-9 N-(4-chlorophenyl)thiourea 
• 444926-52-7 N-(6-chloro-1,3-benzothiazol-2-yl)-4-nitrobenzenesulfonamide 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 1042676-16-3 C₁₉H₁₃ClN₄O₄S₂ 

Relevant academic research and scientific papers

Identification of: N -benzothiazolyl-2-benzenesulfonamides as novel ABCA1 expression upregulators

ATP binding cassette transporter A1 (ABCA1) is a critical transporter that mediates cellular cholesterol efflux from macrophages to apolipoprotein A-I (ApoA-I). Therefore, increasing the expression level of ABCA1 is anti-atherogenic and ABCA1 expression upregulators have become novel choices for atherosclerosis treatment. In this study, a series of N-benzothiazolyl-2-benzenesulfonamides, based on the structure of WY06 discovered in our laboratory, were designed and synthesized as novel ABCA1 expression upregulators. Based on an in vitro ABCA1 upregulatory cell model, ABCA1 upregulation of target compounds was evaluated. Compounds 6c, 6d, and 6i have good upregulated ABCA1 expression activities, with EC50 values of 0.97, 0.37, and 0.41 ΜM, respectively. A preliminary structure-activity relationship is summarized. Replacing the methoxy group on the benzothiazole moiety of WY06 with a fluorine or chlorine atom and exchanging the ester group with a cyano group resulted in more potent ABCA1 upregulating activity. Moreover, compound 6i increased ABCA1 mRNA and protein expression and significantly promoted cholesterol efflux in RAW264.7 cells. In conclusion, N-benzothiazolyl-2-benzenesulfonamides were identified as novel ABCA1 expression upregulators.

N-benzothiazole benzene sulfonamide derivative as well as preparation method and application thereof

The invention discloses an N-benzothiazole benzene sulfonamide derivative as well as a preparation method and application thereof. A family-B type-I scavenger receptor (SR-BI) plays a key role in thereverse cholesterol transport process of HDL, thereby reducing the cholesterol level in plasma, inhibiting the oxidation of LDL and reducing the blood vessel injury caused by the oxidized LDL. The invention provides a series of N-benzothiazole benzene sulfonamide derivatives capable of improving the SR-BI expression, a general formula of a chemical structure is as shown in formula (I), wherein R1independently represents-OCH3, -F, -H, -Cl or -NO2, and a substituent position of a substituent group R1 on a ring A is site 3, 4, 5 or 6; and the substituent group NHR2 is in di-, meta- or para- substitution on a ring B. The prior art does not disclose a chemical structure, a preparation method and pharmaceutical activity of the N-benzothiazole benzene sulfonamide derivatives.

Synthesis and antimicrobial studies of new pyridine derivatives

2-(p-Acetylaminobenzenesulfonylamido)-substituted benzothiazoles were prepared from 2-amino-substituted benzothiazoles and p-acetamidobenzenesulfonyl chloride using a mixture of pyridine and Ac2O, which formed an electrophilic N-acetyl- pyridinium complex facilitating condensation to give the desired products by removal of HCl. 2-[4-(Substituted benzothiazol-2-yl) aminosulfonylanilino]pyridine-3-carboxylic acids (synthesized from 2-chloropyridine-3-carboxylic acid and the corresponding substituted 2-(p-aminobenzenesulfonylamido)benzothiazole in 2-ethoxyethanol using Cu-powder and K2CO3) were then converted to acid chlorides, which on further reaction with piperazine and 4-methoxyphenylpiperazine yielded the corresponding 2-[4-(substituted benzothiazol-2-yl)amino-sulfonyl]anilino-3- (piperazinocarbonyl) pyridine and 2-[4-(substituted benzothiazol-2-yl)amino- sulfonyl]anilino-3-[(4-methoxyphenyl)piperazin-1-yl-carbonyl]pyridine. The structures of the new compounds have been established on the basis of their elemental analyses as well as IR, 1H NMR, and mass-spectral data. All the compounds have been screened for antimicrobial activity and found to possess considerable antibacterial activity.

Synthesis and anticonvulsant activity of sulfonamide derivatives-hydrophobic domain

A series of sulphonamide derivatives (1-11) were synthesized in good yield and evaluated for their possible anticonvulsant activity and neurotoxic study. The structures of the synthesized compounds were confirmed on the basis of their spectral data and elemental analysis. Majority of the compounds were active in MES and scPTZ tests. All the compounds were less toxic than the standard drug phenytoin.