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8015-54-1

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Basic Information
CAS No.: 8015-54-1
Name: Ditran
Molecular Structure:
Molecular Structure of 8015-54-1 (Ditran)
Formula: C20H29NO3•C20H29NO3•2ClH
Molecular Weight: 735.92
Synonyms: Ditran
Boiling Point: 458.8°C at 760 mmHg
Flash Point: 231.3°C
Safety: Poison by intravenous, intraperitoneal, and intramuscular routes. Human systemic effects by ingestion and intramuscular routes: visual field changes, hallucinations, distorted perceptions, nausea and vomiting. When heated to decomposition it emits toxic fumes of NOx and Cl−.
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  • DITRAN 8015-54-1

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    8015-54-1

    DITRAN 8015-54-1

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    DITRAN

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  • Ditran

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    Ditran

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Chemistry

IUPAC Name: (1-Ethylpyrrolidin-2-yl)methyl 2-cyclopentyl-2-hydroxy-2-phenylacetate dihydrochloride
Synonyms of DITRAN (CAS NO.8015-54-1) : 1-Ethyl-3-piperidyl alpha-cyclopentyl-alpha-phenylglycolate hydrochloride ; Mandelic acid, alpha-cyclopentyl-, 1-ethyl-3-piperidyl ester, hydrochloride, mixed with (1-ethyl-2-pyrrolidinyl)methyl alpha-cyclopentylmandelate hydrochloride
InChI:InChI=1/2C20H29NO3.2ClH/c2*1-2-21-14-8-13-18(21)15-24-19(22)20(23,17-11-6-7-12-17)16-9-4-3-5-10-16;;/h2*3-5,9-10,17-18,23H,2,6-8,11-15H2,1H3;2*1H
CAS NO:8015-54-1
Molecular Formula:C40H60Cl2N2O6   
Molecular Weight :735.8202     
Molecular Structure :
Flash Point: 231.3 °C 
Enthalpy of Vaporization: 75.78 kJ/mol 
Boiling Point: 458.8 °C at 760 mmHg 
Vapour Pressure: 3.27E-09 mmHg at 25°C 

History

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.

Uses

 DITRAN (CAS NO.8015-54-1) is an anticholinergic drug mixture, related to the chemical warfare agent 3-Quinuclidinyl benzilate (QNB).

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 45mg/kg (45mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.
human TDLo intramuscular 100ug/kg (0.1mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"		 "Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents," National Research Council, 3 vols., Washington, DC, National Academy Press, 1982-85Vol. 1, Pg. L1, 1982.
human TDLo oral 40ug/kg (0.04mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

GASTROINTESTINAL: NAUSEA OR VOMITING		 Journal of Nervous and Mental Disease. Vol. 131, Pg. 428, 1960.
man TDLo intramuscular 150ug/kg (0.15mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 32, Pg. 250, 1973.
mouse LD50 intraperitoneal 60mg/kg (60mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.
mouse LD50 intravenous 10mg/kg (10mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.
mouse LD50 oral 300mg/kg (300mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: IRRITABILITY		 Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1727, 1971.
rabbit LD50 intravenous 12mg/kg (12mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.
rat LD50 intraperitoneal 25mg/kg (25mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.
rat LD50 intravenous 19mg/kg (19mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 224, 1972.

Safety Profile

Poison by intravenous, intraperitoneal, and intramuscular routes. Human systemic effects by ingestion and intramuscular routes: visual field changes, hallucinations, distorted perceptions, nausea and vomiting. When DITRAN (CAS NO.8015-54-1) is heated to decomposition, it emits toxic fumes of NOx and Cl−.