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| CAS No.: | 3321-80-0 |
|---|---|
| Name: | 1-methyl-3-piperidyl benzilate |
| Molecular Structure: | |
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| Formula: | C20H23 N O3 |
| Molecular Weight: | 325.408 |
| 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 |
| Density: | 1.2g/cm3 |
| Boiling Point: | 415.9°Cat760mmHg |
| Flash Point: | 205.3°C |
| Safety: | Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS. |
| PSA: | 49.77000 |
| LogP: | 2.49780 |
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Chemistry
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
Uses
N-Methyl-3-piperidyl benzilate (CAS NO.3321-80-0) is an anticholinergic drug related to the chemical warfare agent 3-Quinuclidinyl 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. |
Safety Profile
Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.
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.