Skip to content
Ditran

Structure via PubChem · Public domain (PubChem)

EntityQ5283699· pop 6· linked from 720 articles

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

Chemical data

Formula
C40H60Cl2N2O6
Molecular weight
735.8 g/mol
IUPAC name
bis((1-ethylpyrrolidin-2-yl)methyl 2-cyclopentyl-2-hydroxy-2-phenylacetate);dihydrochloride
SMILES
CCN1CCCC1COC(=O)C(C2CCCC2)(C3=CC=CC=C3)O.CCN1CCCC1COC(=O)C(C2CCCC2)(C3=CC=CC=C3)O.Cl.Cl
InChIKey
BHAQKBQTNVWCPO-UHFFFAOYSA-N
Polar surface area
99.5 Ų
H-bond donors
4
H-bond acceptors
8
Formal charge
0

via PubChem

Wikidata facts

Instance of
mixture
Mass
734.382843
Image
Ditran.svg
Show 3 more facts
chemical formula
C₄₀H₆₀Cl₂N₂O₆
canonical SMILES
CCN1CCCC1COC(=O)C(C2CCCC2)(C3=CC=CC=C3)O.CCN1CCCC1COC(=O)C(C2CCCC2)(C3=CC=CC=C3)O.Cl.Cl
Commons category
Ditran
Sources (1)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Ditran (JB-329) is an anticholinergic drug mixture, related to the 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 isomers 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.

Excerpted from Wikipedia’s “Ditran” article, available under the CC BY-SA 4.0 licence.

Available in 5 languages

via Wikidata sitelinks · CC0