175135-49-6Relevant articles and documents
Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination
Baek, Junghyun,Ban, Jaeyoung,Lim, Minkyung,Rhee, Hakjune,Shabbir, Saira
, p. 917 - 927 (2020/03/13)
We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48percent). This process comprises N -acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.
Discovery of Potent, Selective, and State-Dependent NaV1.7 Inhibitors with Robust Oral Efficacy in Pain Models: Structure-Activity Relationship and Optimization of Chroman and Indane Aryl Sulfonamides
Ramdas, Vidya,Talwar, Rashmi,Kanoje, Vijay,Loriya, Rajesh M.,Banerjee, Moloy,Patil, Pradeep,Joshi, Advait Arun,Datrange, Laxmikant,Das, Amit Kumar,Walke, Deepak Sahebrao,Kalhapure, Vaibhav,Khan, Talha,Gote, Ganesh,Dhayagude, Usha,Deshpande, Shreyas,Shaikh, Javed,Chaure, Ganesh,Pal, Ravindra R.,Parkale, Santosh,Suravase, Sachin,Bhoskar, Smita,Gupta, Rajesh V.,Kalia, Anil,Yeshodharan, Rajesh,Azhar, Mahammad,Daler, Jagadeesh,Mali, Vinod,Sharma, Geetika,Kishore, Amitesh,Vyawahare, Rupali,Agarwal, Gautam,Pareek, Himani,Budhe, Sagar,Nayak, Arun,Warude, Dnyaneshwar,Gupta, Praveen Kumar,Joshi, Parag,Joshi, Sneha,Darekar, Sagar,Pandey, Dilip,Wagh, Akshaya,Nigade, Prashant B.,Mehta, Maneesh,Patil, Vinod,Modi, Dipak,Pawar, Shashikant,Verma, Mahip,Singh, Minakshi,Das, Sudipto,Gundu, Jayasagar,Nemmani, Kumar,Bock, Mark G.,Sharma, Sharad,Bakhle, Dhananjay,Kamboj, Rajender Kumar,Palle, Venkata P.
supporting information, p. 6107 - 6133 (2020/07/10)
Voltage-gated sodium channel NaV1.7 is a genetically validated target for pain. Identification of NaV1.7 inhibitors with all of the desired properties to develop as an oral therapeutic for pain has been a major challenge. Herein, we report systematic structure-activity relationship (SAR) studies carried out to identify novel sulfonamide derivatives as potent, selective, and state-dependent NaV1.7 inhibitors for pain. Scaffold hopping from benzoxazine to chroman and indane bicyclic system followed by thiazole replacement on sulfonamide led to identification of lead molecules with significant improvement in solubility, selectivity over NaV1.5, and CYP2C9 inhibition. The lead molecules 13, 29, 32, 43, and 51 showed a favorable pharmacokinetics (PK) profile across different species and robust efficacy in veratridine and formalin-induced inflammatory pain models in mice. Compound 51 also showed significant effects on the CCI-induced neuropathic pain model. The profile of 51 indicated that it has the potential for further evaluation as a therapeutic for pain.
SULFONAMIDE COMPOUNDS AS VOLTAGE-GATED SODIUM CHANNEL MODULATORS
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Page/Page column 53, (2017/03/28)
The present invention relates to sulfonamide compounds Formula (I) wherein the substituents are as described herein, and their use in a medicine for the treatment of diseases, disorders associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. It further relates to the compounds herein and their pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof useful in treating diseases, disorders, syndromes and/or conditions associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. The invention also relates to process for the preparation of the compounds of the invention. (I)
