Ditran: Difference between revisions

{{drugbox

| IUPAC_name = mixture of (1-ethylpyrrolidin-2-yl)methyl 2-cyclopentyl-2-hydroxy-2-phenylacetate and (1-ethylpiperidin-3-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetate

| image = Ditran.png

| width = 300

| CAS_number = 8015-54-1

| ATC_prefix =

| ATC_suffix =

| PubChem = 111040

| DrugBank =

| C=20|H=29|N=1|O=3

| molecular_weight = 331.448 g/mol

| bioavailability =

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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->

| pregnancy_US = <!-- A / B / C / D / X -->

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| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->

| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->

| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->

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'''Ditran''' ('''JB-329''') is an [[anticholinergic]] drug mixture, related to the [[chemical weapons|chemical warfare agent]] [[3-Quinuclidinyl benzilate]] (QNB).

Ditran is composed of a mixture of 70% 1-ethyl- 2-pyrrolidinylmethyl- alpha- phenylcyclopentylglycolate and 30% 1-ethyl- 3-piperidyl- alpha- phenylcyclopentylglycolate. These compounds are [[structural isomer]]s and have very similar pharmacological properties. The piperidine compound is the more potent of the two and the reason the mixture was used was because of ease of manufacture, however it is also possible to make the piperidine compound in its pure form, so there were ultimately two forms of Ditran used in research, the original 70/30 mix, and "Ditran-B", the pure piperidine compound. Ditran was developed during chemical weapons research in an attempt to produce non-lethal incapacitating agents, similar to QNB itself. The ditran mixture is more potent as an anticholinergic than the piperidyl benzilate drugs such as N- methyl- 3 -piperidyl benzilate, but is less potent than QNB.<ref>Siegfried Franke, Peter Franz and Werner Warnke. Lehrbuch der Militärchemie Bd 1, Militärverlag der Deutschen Demokratischen Republik Ost-Berlin, Deutscher Militärverlag, 1974.</ref><ref>[http://www.nap.edu/openbook.php?record_id=740&page=191 Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents, Volume 1 (1982). Commission on Life Sciences. The National Academies Press. pp191-195.]</ref>

There has been a modest amount of scientific research using this mixture,<ref>{{cite journal | last1 = Volle | first1 = RL | last2 = Alkadhi | first2 = KA | last3 = Branisteanu | first3 = DD | last4 = Reynolds | first4 = LS | last5 = Epstein | first5 = PM | last6 = Smilowitz | first6 = H | last7 = Lambert | first7 = JJ | last8 = Henderson | first8 = EG | title = Ketamine and ditran block end-plate ion conductance and 3Hphencyclidine binding to electric organ membrane | journal = The Journal of pharmacology and experimental therapeutics | volume = 221 | issue = 3 | pages = 570–6 | year = 1982 | pmid = 6123584 }}</ref><ref>{{cite journal | last1 = Vanderwolf | first1 = CH | last2 = Stewart | first2 = DJ | title = Joint cholinergic-serotonergic control of neocortical and hippocampal electrical activity in relation to behavior: effects of scopolamine, ditran, trifluoperazine and amphetamine | journal = Physiology & behavior | volume = 38 | issue = 1 | pages = 57–65 | year = 1986 | pmid = 3786502 }}</ref> but most modern research using these kind of anticholinergic drugs uses N- methyl- 3- piperidyl benzilate due to its wider availability.

* [[N-methyl-3-piperidyl benzilate]]

* [[N-ethyl-3-piperidyl benzilate]]

{{Reflist|2}}

{{Cholinergics}}

[[Category:Anticholinergics]]

[[Category:Carboxylate esters]]

[[pl:Ditran]]