1979
DOI: 10.1021/jm00194a002
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(+)-Isobutaclamol: a crystallographic, pharmacological, and biochemical study

Abstract: generated it will have a longer lifetime under relatively acidic conditions, due to less frequent interception by hydroxide ion. Whether alone or in concert, these circumstances with regard to 5 and 7 provide for greater probability of encountering and alkylating DNA and, in effect, represent a form of selective cross-linking.There are significant unanswered questions which must be addressed in connection with the biologically pertinent chemistry of 5, and our continued work in this area will employ, among oth… Show more

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Cited by 10 publications
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“…solidstate distance of 6.45 Á. 65 This value is near the B-Ni distance of 6.7 Á estimated from Dreiding Models for la and also the B-Nj distance of 6.54 Á in the b solid-state conformation of imipramine hydrochloride.45 Perhaps the dopamine receptor binding properties of la and imipramine can both be attributed to a folded aminopropyl side-chain conformation similar to that of (+)-butaclamol, where the B aryl ring and the basic nitrogen are of primary importance in the binding. It will be noted, however, that the A-Nj distances for the b imipramine conformation and lb of 6.06 and 5.7 Á, respectively, fall in the range of A-N¡ distances found in the solid state for several conformationally restricted neuroleptics.57"59 The moderate neuroleptic potency of lb, and possibly also of imipramine, could be related to this correspondence.…”
Section: Resultsmentioning
confidence: 99%
“…solidstate distance of 6.45 Á. 65 This value is near the B-Ni distance of 6.7 Á estimated from Dreiding Models for la and also the B-Nj distance of 6.54 Á in the b solid-state conformation of imipramine hydrochloride.45 Perhaps the dopamine receptor binding properties of la and imipramine can both be attributed to a folded aminopropyl side-chain conformation similar to that of (+)-butaclamol, where the B aryl ring and the basic nitrogen are of primary importance in the binding. It will be noted, however, that the A-Nj distances for the b imipramine conformation and lb of 6.06 and 5.7 Á, respectively, fall in the range of A-N¡ distances found in the solid state for several conformationally restricted neuroleptics.57"59 The moderate neuroleptic potency of lb, and possibly also of imipramine, could be related to this correspondence.…”
Section: Resultsmentioning
confidence: 99%