Benzo-2,3,1-diazaborines

Abstract

Abstract BORON CONTAINING HETEROCYCLIC COMPOUNDS OF THE BENZO-, NAPHTHO-, OR THIENO-2,3,1-DIAZOBABORINE TYPE WHICH CARRY IN 1-POSITION ATTACHED TO THE BORON ATOM A HYDROXYL GROUP, THE HYDROGEN ATOM OF WHICH MAY BE REPLACED BY A CATION, OR A BENZO-, NAPHTHO-, OR THIENO-2,3,1-DIAZABORINE GROUP, AND IN 2-POSITION A SULFO GROUP ATTACHED TO A SUB- STITUTED OR UNSUBSTITUTED AROMATIC OR HETEROCYCLIC RADICAL. THE PHENYLENE, NAPHTHYLENE, OR THIENYLENE RINGS THEREIN MAY ALSO BE SUBSTITUTED. EXAMPLES ARE 1-HYDROXY-2-(P-TOLYL SULFONYL) BENZO-2,3,1-DIAZABORINE; 1-HYDROXY-2-(2''4''-DI METHYL PHENYL SYLFONYL) BENZO-2,3,1-DIAZABRBORINE; 1-HYDROX - 2 - )P-AMINO PHENYL SULFONYL) BENZO - 2,3,1-DIAZABORINE; 1-HYDROXY-2-(THIENYL-2''-SULFONYL) BENZO-2,3,1DIAZORORINE; 1-HYDROXY-2-(2''-CHLORO-4''-AMINO PHENYL SULFONYL) BENZO-2,3,1-DIAZABORINE, AND ITS 4''-ACETAMINO DERIVATIVE AND ITS SODIUM SALT; 1-HYDROXY-2-(2''-CHLORO-4''(B-CARBOXY ETHYLENE CARBOXYAMINO) PHENYL SULFONYL) BENZO-2,3,1-DIAZABORINE AND ITS SODIUM SALT; 1-HYDROX-2(2''-CHLORO-4''-(Y-CARBOXY PROPYLENE CARBOXYAMIDO) PHENYL SULFONYL)BENZO-2,3,1-DIAZOBORINE AND ITS SODIUM SALT. THE NES COMPOUNDS ARE USEFUL ANTIMICROBIAL AGENTS AND ARE EXPACIALLY EFFECTIVE AGAINSTGRAM-NEGATIVE BACTERIA, TRYPANOSOMAS, AND PLASMODIA. THEY PROCESS CYTOSTATIC, ANTIPHOGISTIC, AND OTHER PHARMACOLOGICAL ACTIVITIES. SOME OF THEM ARE GOOD DIURETIC AGENTS. THEY HAVE A PRONOUNCED SYNERGISTIC EFFECT ON ANTIBIOTICS. THE COMPOUNDS ARE PREPARED BY CONDENSING O-FORMYL PHENYL BORIC ACIDS, 2-FORMYL THIENYL-(3)-BORIC ACID, 3FORMYL THIENYL-(4)-BORIC ACID, 1-FORMYL NAPHTHALENE-(2)BORIC ACID, 2-FORMYL NAPHTHALENE-(1)- OR -(3)-BORIC ACIDS, AND OTHERS, OR DERIVATIVES THEREOF WITH CORRESPONDING SULFONIC ACID HYDRAZIDES.

Inventors

• 👤 H Huemer
• 👤 S Herrling
• 👤 H Muckter

Bibliographic Details