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| CAS No.: | 132-17-2 |
|---|---|
| Name: | Benztropine mesylate |
| Molecular Structure: | |
|
|
|
| Formula: | C21H25NO.CH4O3S |
| Molecular Weight: | 403.543 |
| Synonyms: | Cobrentin methanesulfonate;endo-3-(Diphenylmethoxy)-8-methyl-8-azoniabicyclo(3.2.1)octane methanesulphonate;(1R)-3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane; methanesulfonic acid;8-Azabicyclo[3.2.1]octane, 3- (diphenylmethoxy)-8-methyl-, endo-, methanesulfonate;Cogentin methanesulfonate;Benzotropine methanesulfonate;(1R,5R)-3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane; methanesulfonic acid;Benztropine mesylate (USP);1-alpha-H,5-alpha-H-Tropane, 3-alpha-(diphenylmethoxy)-, methanesulfonate;8-Azabicyclo(3.2.1)octane, 3-(diphenylmethoxy)-, endo-, methanesulfonate;Benztropine methanesulfonate;Benzotropinemesylate;8-Azabicyclo(3.2.1)octane, 3-(diphenylmethoxy)-8-methyl-, endo-, methanesulfonate (9CI);Benztropine mesilate (JAN);Cogentin Mesylate;8-Azabicyclo[3.2.1]octane,3-(diphenylmethoxy)- 8-methyl-,(3-endo)-,methanesulfonate;3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane; methanesulfonic acid;Cogentin (TN);Benzatropine methanesulfonate;3-Diphenyl methoxytropane methanesulfonate;Benztropine mesilate;1alphaH,5alphaH-Tropane, 3alpha-(diphenylmethoxy)-, methanesulfonate (8CI);Tropine benzohydryl ether methanesulfonate; |
| EINECS: | 205-048-8 |
| Melting Point: | 135 °C(lit.) |
| Boiling Point: | 547.8 °C at 760 mmHg |
| Flash Point: | 285.1 °C |
| Solubility: | Soluble in water (81 mg/ml at 25°C), DMSO (50 mg/ml at 25°C), ethanol (81 mg/ml at 25°C), and ether (very slightly). |
| Appearance: | White to off-white solid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 23/24/25 |
| Safety: | 36/37/39-45 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 75.22000 |
| LogP: | 4.94050 |
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- 132-17-2
benztropine mesylate
- 17341-93-4
2,2,2-Trichloroethyl chloroformate
| Conditions | Yield |
|---|---|
| With potassium carbonate In benzene for 60h; Substitution; Heating; | 80% |
- 132-17-2
benztropine mesylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 80 percent / K2CO3 / benzene / 60 h / Heating 2: 50 percent / Zn / methanol / 2 h / Heating View Scheme |
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Chemistry
CAS: 132-17-2
EINECS: 205-048-8
Product Categories: Intermediates & Fine Chemicals ; Pharmaceuticals .
Following is the Molecular Structure of Tropine benzohydryl ether methane-sulfonate (132-17-2):
SMILES: CN4[C@@H]1CC[C@H]4C[C@H](C1)OC(c2ccccc2)c3ccccc3.CS(O)(=O)=O
InChI: InChI=1/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19+,20+;
InChIKey: CPFJLLXFNPCTDW-BWSPSPBFBO
Std.InChI: InChI=1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19+,20+;
Std.InChIKey: CPFJLLXFNPCTDW-BWSPSPBFSA-N
Molecular Formula: C22H29NO4S
Molecular Weight: 403.53
Melting Point: 135℃(lit.)
Boiling Point: 547.8℃ at 760mmHg
Flash Point: 285.1℃
Enthalpy of Vaporization: 87.05kJ/mol
Vapour Pressure: 7.83E-13mmHg at 25℃
Uses
Tropine benzohydryl ether methane-sulfonate (132-17-2) can be used as an antiparkinsonian.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LDLo | intravenous | 33mg/kg (33mg/kg) | Compilation of LD50 Values of New Drugs. | |
| guinea pig | LD50 | subcutaneous | 80mg/kg (80mg/kg) | AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962. |
| human | TDLo | oral | 100ug/kg (0.1mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS | Proceedings of the European Society for the Study of Drug Toxicity. Vol. 8, Pg. 59, 1967. |
| mouse | LD50 | intraperitoneal | 65mg/kg (65mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 144, Pg. 555, 1963. |
| mouse | LD50 | intravenous | 24mg/kg (24mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972. | |
| mouse | LD50 | oral | 91mg/kg (91mg/kg) | Drugs in Japan Vol. 6, Pg. 775, 1982. | |
| mouse | LD50 | subcutaneous | 103mg/kg (103mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972. | |
| rat | LD50 | oral | 940mg/kg (940mg/kg) | Drugs in Japan Vol. 6, Pg. 775, 1982. | |
| rat | LD50 | subcutaneous | 353mg/kg (353mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972. |
Safety Profile
Hazard Codes: 
T Toxic.
Risk Statements: 23/24/25
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37/39-45
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
RIDADR: UN 2811 6.1/PG 3
WGK: Germany 3
RTECS: YM3150000
Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Human systemic effects by ingestion: psychotropic effects. Mutation data reported.
Specification
Tropine benzohydryl ether methane-sulfonate (132-17-2) also can be called for Cogentin ; Cogentinol ; Benzotropine mesylate ; Benztropine mesylate ; Benztropine methanesulfonate ; 3-(Diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane methane sulfonate ; 3-(Diphenylmethoxy)-8-azabicyclo(3.2.1)octanendo-8-azabicyclo(3.2.1)octanmethanesulfonate ; 3-alpha-(Diphenylmethoxy)-1-alpha-h,5-alpha-h-tropanemethanesulfonate . Tropine benzohydryl ether methane-sulfonate (132-17-2) is a white to off-white solid.When heated to decomposition it emits very toxic fumes of NOx and SOx .This chemical should be stored at 2-8℃.