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TETRAMETHOPRIM (9) and PENTAMETHOPRIM (10), both prepared from the corresponding benzaldehydes 3 and 6 by conventional procedures, did not exhibit noteworthy antibacterial activity in vitro. A single crystal X‐ray analysis of 9 and 10 provided evidence that the out‐of‐plane methoxy groups in the two compounds created a completely different topographical situation to that present in TRIMETHOPRIM, and less ideal for the binding to bacterial dihydrofolate reductase.
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Brossi et al. (1983) studied this question.
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