Modifications to the tetracaine scaffold produce cyclic nucleotide-gated channel blockers with widely varying efficacies

T Strassmaier, R Uma, AS Ghatpande…

Index: Strassmaier, Timothy; Uma, Ramalinga; Ghatpande, Ambarish S.; Bandyopadhyay, Tapasree; Schaffer, Michelle; Witte, John; McDougal, Patrick G.; Brown, R. Lane; Karpen, Jeffrey W. Journal of Medicinal Chemistry, 2005 , vol. 48, # 18 p. 5805 - 5812

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Citation Number: 11

Abstract

Five new tetracaine analogues were synthesized and evaluated for potency of blockade of cyclic nucleotide-gated channels relative to a multiply charged tetracaine analogue described previously (4). Increased positive charge at the tertiary amine end of tetracaine results in higher potency and voltage dependence of block. Modifications that reduce the hydrophobic character at the butyl tail are deleterious to block. The tetracaine analogues ...

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Improvement of the synthesis of dicain

[Bulat, A. D.; Krivoruchko, A. A.; Nekrasov, S. V.; Passet, B. V.; Samarenko, V. Ya.; Foshkin, V. G. Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 6 p. 449 - 451 Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 6 p. 716 - 719]