| 摘要 |
<p>Prodn. of 1-sulphoazetidine derivs. of formula (I) in racemic and 35 enantiomeric form, and their easily hydrolysed esters or pharmaceutically acceptable salts comprises reacting the 3-aminoazetidine derivs. (II) with thioesters (III). (Het is an opt. amino substd., 5 or 6 membered aromatic heterocycle, contg. 1 or 2N and opt. also an O or S atom. R1 is H, alkyl (opt. substd. by phenyl, alkenyl, alkoxycarbonyl, phenylalkoxycarbonyl, nitrophenylalkoxycarbonyl or carboxy), alkanoyl or alkoxy carbonyl. R2 is H, alkyl (opt. substd. by alkanoyloxy or carbamoyloxy), alkenyl (opt. substd. by alkoxycarbonyl or carbamoyl), alkynyl, or hydroxy- or alkoxy-iminomethyl, and =NOR1 exists at least partly in the syn-form. R20 is as R2 or also 2,2-dimethyl-1,3-dioxolan-4-yl. R3 is H or sulpho. R10 is as R1 but not carboxyalkyl, or can also be trialkylsilyl-alkoxycarbonylalkyl or an easily hydrolysed esterified carboxyalkyl. All alkyl etc. have upto 7C). The reaction prod. having R3 as H is sulphonated and if necessary R20 and R10 converted conventionally. (I) have broad-spectrum antimicrobial activity and are esp. useful against gram negative species such as E. coli, Proteus and Serratia spp. and Pseudomonas aeruginosa. The usual daily dose is 10-600 mg per kg. Specifically claimed are 11 cpds. (I) and 7 cpds. (III), e.g. 3-((Z)-2-(2A4T)-2-(methoxyimino) acetamido- 4-((E)-carbamoylvinyl or methoxyiminomethyl)- 2-oxo-1-azetidine sulphonic acid and benzothiazol-2-ylthio 2-(2A4T)--2-((Z)- (p-nitrobenzyloxy- or tert. butoxy-carbonyl) methoxyimino)acetate (2A4T is 2-amino-4-thiazolyl).</p> |
