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N-Methyl-3-piperidyl benzilate

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Name

N-Methyl-3-piperidyl benzilate

EINECS N/A
CAS No. 3321-80-0 Density 1.2g/cm3
PSA 49.77000 LogP 2.49780
Solubility N/A Melting Point N/A
Formula C20H23 N O3 Boiling Point 415.9°Cat760mmHg
Molecular Weight 325.408 Flash Point 205.3°C
Transport Information N/A Appearance N/A
Safety Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS. Risk Codes N/A
Molecular Structure Molecular Structure of 3321-80-0 (1-methyl-3-piperidyl benzilate) Hazard Symbols N/A
Synonyms

Benzilicacid, 1-methyl-3-piperidyl ester (6CI,7CI,8CI); 3-Piperidinol, 1-methyl-,benzilate (ester) (8CI); 1-Methyl-3-piperidyl benzilate; 3-NPB; JB 336;N-Methyl-3-hydroxypiperidine benzilate; N-Methyl-3-piperidyl benzilate

 

N-Methyl-3-piperidyl benzilate Chemical Properties

IUPAC Name: (1-Methylpiperidin-3-yl) 2-hydroxy-2,2-diphenylacetate
Synonyms of N-Methyl-3-piperidyl benzilate (CAS NO.3321-80-0) : 1-Methylpiperidin-3-yl hydroxy(diphenyl)acetate ; Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-, 1-methyl-3-piperidinyl ester ; Benzeneacetic acid, alpha-hydroxy-alpha-phenyl-, 1-methyl-3-piperidinyl ester (9CI) ; N-methyl-3-piperidyl benzilate ; 1-Methyl-3-piperidyl benzilate
InChI:InChI=1/C20H23NO3/c1-21-14-8-13-18(15-21)24-19(22)20(23,16-9-4-2-5-10-16)17-11-6-3-7-12-17/h2-7,9-12,18,23H,8,13-15H2,1H3
CAS NO:3321-80-0
Molecular Formula:C20H23NO3                                           
Molecular Weight :325.4015                                                            
Molecular Structure :
EINECS: 222-033-1
Index of Refraction:1.61   
Surface Tension: 53.7 dyne/cm 
Density: 1.2 g/cm3 
Flash Point: 205.3 °C 
Enthalpy of Vaporization: 70.54 kJ/mol 
Boiling Point: 415.9 °C at 760 mmHg 
Vapour Pressure: 1.16E-07 mmHg at 25°C

N-Methyl-3-piperidyl benzilate Uses

 N-Methyl-3-piperidyl benzilate (CAS NO.3321-80-0) is an anticholinergic drug related to the chemical warfare agent 3-Quinuclidinyl benzilate.

N-Methyl-3-piperidyl benzilate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 17mg/kg (17mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 186, 1959.
mouse LD50 intraperitoneal 96800ug/kg (96.8mg/kg)   Polish Journal of Pharmacology and Pharmacy. Vol. 25, Pg. 221, 1973.
mouse LD50 intravenous 40mg/kg (40mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: ATAXIA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 186, 1959.
rat LD50 intraperitoneal 150mg/kg (150mg/kg)   Iugoslavica Physiologica et Pharmacologica Acta. Vol. 4, Pg. 179, 1968.
rat LD50 intravenous 22mg/kg (22mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 186, 1959.

N-Methyl-3-piperidyl benzilate Safety Profile

Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.

N-Methyl-3-piperidyl benzilate Specification

 N-Methyl-3-piperidyl benzilate (CAS NO.3321-80-0) is less potent and shorter acting than 3-quinuclidyl benzilate, but like 3-QNB its effects on the central nervous system predominate over peripheral effects. It produces deliriant and hallucinogenic effects similar to those of plants such as datura and may be used recreationally at low doses, however unpleasant side effects such as dysphoria, nausea and vomiting, dizziness and extreme dry mouth tend to make abuse of these kind of drugs uncommon. Both the N-methyl and N-ethyl analogues of 3-piperidyl benzilate are however Schedule I controlled drugs.

Radiolabelled versions of N-Methyl-3-piperidyl benzilate (CAS NO.3321-80-0) are used in scientific research to map the distribution of muscarinic acetylcholine receptors in the brain.

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