Sulfanilic Acid-, Benzenedisulfonic Acid-, and Naphthalenetrisulfonic Acid Analogues

Autor:	Annett Kreimeyer, Guido Muller, Antonio R. Gagliardi, Matthias U. Kassack, Peter Nickel
Rok vydání:	1998
Předmět:	Chemistry Suramin Pharmaceutical Science chemistry.chemical_element Chloride Oxygen chemistry.chemical_compound Drug Discovery medicine Moiety Organic chemistry Phosgene medicine.drug Sulfanilic acid
Zdroj:	Archiv der Pharmazie. 331:97-103
ISSN:	1521-4184 0365-6233
Popis:	The synthesis of suramin analogues bearing a 2-phenyl-benzimidazole moiety is described. Aminoarene sulfonic acids 2a-e are acylated with 3,4-dinitrobenzoyl chloride 3 yielding the amides 4a-e which are hydrogenated to the corresponding diamines 5a-e. These are treated with 3-nitrobenzaldehyde, yielding the azomethines 7a-e and their isomers 8a-e and 9a-e. Key step in the synthesis of the target compounds 12a-e is the oxidation of the azomethines with oxygen to the benzimidazoles 10a-e. These are hydrogenated to the amines 11a-e reacting with phosgene to yield the symmetric ureas 12a-e. Results of the anti-HIV, cytostatic, and antiangiogenic screening are presented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::43b95cc8245822e61e5de04ad7320804 https://doi.org/10.1002/(sici)1521-4184(199803)331:3<97::aid-ardp97>3.0.co Zobrazit plný text záznamu Plný text