Efficient synthesis of hydroxy-substituted 2-aminobenzo[d]thiazole-6-carboxylic acid derivatives as new building blocks in drug discovery

Durcik, Martina (author), Toplak, Žan (author), Zidar, Nace (author), Ilaš, Janez (author), Zega, Anamarija (author), Kikelj, Danijel (author), Peterlin-Mašič, Lucija (author), Tomašič, Tihomir (author)

Benzo[d]thiazole is widely used in synthetic and medicinal chemistry, and it is a component of many compounds and drugs that have several different bioactivities. Herein, we describe an elegant pathway for synthesis of methyl 4- and 5-hydroxy-2-amino-benzo[d]thiazole-6-carboxylates as building blocks that can be substituted at four different positions on the bicycle and thus offer the possibility to thoroughly explore the chemical space around the molecule studied as a ligand for the chosen target. A series of 12 new compounds was prepared using the described methods and Williamson ether synthesis.

• Language: English
• Keywords: benzo[d]thiazol, medicinal chemistry
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FFA - Faculty of Pharmacy
• Publication status: Published
• Publication version: Version of Record
• Year: 2020
• Number of pages: Str. 8305-8311
• Numbering: Vol. 5, iss. 14
• PID: 20.500.12556/RUL-141914
• UDC: 615.4:54:547.7/.8
• ISSN on article: 2470-1343
• DOI: 10.1021/acsomega.0c00768
• COBISS.SI-ID: 4897137
• Publication date in RUL: 11.10.2022

Record is a part of a journal

• Title: ACS omega
• Shortened title: ACS omega
• Publisher: American Chemical Society
• ISSN: 2470-1343
• COBISS.SI-ID: 525873945

Secondary language

• Language: Slovenian
• Keywords: luciferin, sinteza spojin, bioaktivne spojine

Projects

• Funder: ARRS - Slovenian Research Agency
• Project number: P1-0208-2015
• Name: Farmacevtska kemija: načrtovanje, sinteza in vrednotenje učinkovin