Thirupataiah, B.; Mounika, Guntipally; Reddy, Gangireddy Sujeevan; Kumar, Jetta Sandeep; Hossain, Kazi Amirul; Medishetti, Raghavender; Samarpita, Snigdha; Rasool, Mahaboobkhan; Mudgal, Jayesh; Mathew, Jessy E.; Shenoy, Gautham G.; Rao, C. Mallikarjuna; Chatti, Kiranam; Parsa, Kishore V. L.; Pal, Manojit published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《PdCl2-catalyzed synthesis of a new class of isocoumarin derivatives containing aminosulfonyl / aminocarboxamide moiety: First identification of a isocoumarin based PDE4 inhibitor》.Reference of Thiophene-2-sulfonyl chloride The article contains the following contents:
In this effort the non-PDE4 inhibitor isocoumarins were transformed into the promising inhibitors via introducing an aminosulfonyl/aminocarboxamide moiety to the C-3 benzene ring attached to the isocoumarin framework. This new class of isocoumarins were synthesized via a PdCl2-catalyzed construction of the 4-allyl substituted 3-aryl isocoumarin ring I (X = SO2Me, SO2Ph, COPh, etc.; R1 = H, 6-Cl, 7-F) starting from the appropriate 2-alkynyl benzamide derivative Several compounds showed good inhibition of PDE4B in vitro and the SAR indicated superiority of aminosulfonamide moiety over aminocarboxamide in terms of PDE4B inhibition. Two compounds I (X = SO2Ph; R1 = 7-F) and I (X = SO2(thiophen-2-yl); R1 = 7-F) with PDE4B IC50 = 0.43 +/= 0.11 and 0.54 +/= 0.19μM and >/= 2-fold selectivity over PDE4D emerged as initial hits. The participation of aminosulfonamide moiety in PDE4B inhibition and the reason for selectivity though moderate shown by I (X = SO2Ph; R1 = 7-F) and I (X = SO2(thiophen-2-yl); R1 = 7-F) was revealed by the in silico docking studies. In view of potential usefulness of moderately selective PDE4B inhibitors the compound I (X = SO2(thiophen-2-yl); R1 = 7-F) was further evaluated in adjuvant induced arthritic rats. Thus, the isocoumarin I (X = SO2(thiophen-2-yl); R1 = 7-F) emerged as a new, safe and moderately selective PDE4B inhibitor could be useful for inflammatory diseases possibly including COVID-19. In the experimental materials used by the author, we found Thiophene-2-sulfonyl chloride(cas: 16629-19-9Reference of Thiophene-2-sulfonyl chloride)
Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Reference of Thiophene-2-sulfonyl chloride
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics