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Cas Database |
| Name |
Hydrocupreine ethyl ether |
EINECS | N/A |
| CAS No. | 522-60-1 | Density | 1.18g/cm3 |
| PSA | 45.59000 | LogP | 3.72520 |
| Solubility | N/A | Melting Point |
123-128° when solvent-free |
| Formula | C21H28 N2 O2 | Boiling Point | 508.7°Cat760mmHg |
| Molecular Weight | 340.466 | Flash Point | 261.5°C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison by ingestion and subcutaneous routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx. See also ETHERS. | Risk Codes | R22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
Hydrocinchonidine,6'-ethoxy- (7CI); Hydrocupreine, O6'-ethyl- (8CI); Hydrocupreine, ethyl ether(6CI); Ethylhydrocupreine; Numoquin; Optichin; Optochin |
Article Data | 5 |
Hydrocupreine ethyl ether Synthetic route
- 74-96-4
ethyl bromide
- 5962-19-6
(8α,9R)-10,11-dihydro-cinchonan-6',9-diol
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| Stage #1: (8α,9R)-10,11-dihydro-cinchonan-6',9-diol With caesium carbonate In N,N-dimethyl-formamide for 0.166667h; Stage #2: ethyl bromide In N,N-dimethyl-formamide for 3h; | 63% |
- 64-67-5
diethyl sulfate
- 5962-19-6
(8α,9R)-10,11-dihydro-cinchonan-6',9-diol
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 75-00-3
chloroethane
- 5962-19-6
(8α,9R)-10,11-dihydro-cinchonan-6',9-diol
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| With sodium ethanolate at 75℃; im Autoklaven; |
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| durch katalytische Hydrierung; |
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| With sulphurous acid at 80℃; im Autoklaven; |
- 130-95-0
Quinine
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: palladium on carbon; hydrogen / 72 h 2.1: sodium hydride; ethanethiol / mineral oil; N,N-dimethyl-formamide / 13 h / 100 °C 3.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h 3.2: 3 h View Scheme |
- 522-66-7
dihydroquinine
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride; ethanethiol / mineral oil; N,N-dimethyl-formamide / 13 h / 100 °C 2.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h 2.2: 3 h View Scheme |
- 522-60-1
(R)-4-((1S,2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl)hydroxymethyl-6-ethoxyquinoline
| Conditions | Yield |
|---|---|
| durch Behandeln mit Thionylchlorid; |
Hydrocupreine ethyl ether Chemical Properties
IUPAC Name: (6-Ethoxy-4-quinolyl)-(5-ethylquinuclidin-2-yl)methanol
Synonyms of Hydrocupreine ethyl ether (CAS NO.522-60-1) : 6'-Ethoxy-10,11-dihydrocinchonan-9-ol ; Cinchonan-9-ol, 6'-ethoxy-10,11-dihydro- ; Cinchonan-9-ol, 6'-ethoxy-10,11-dihydro-, monohydrochloride, (8.alpha.,9R)- ; Ethylhydrocupreine ; Hydrocinchonidine, 6'-ethoxy- (7CI)
Product Categories: Miscellaneous
CAS NO: 522-60-1
Molecular Formula:C21H28N2O2
Molecular Weight :340.46
Molecular Structure :.png)
EINECS: 208-333-5
Index of Refraction: 1.618
Surface Tension: 54.2 dyne/cm
Density: 1.18 g/cm3
Flash Point: 261.5 °C
Enthalpy of Vaporization: 82.03 kJ/mol
Boiling Point: 508.7 °C at 760 mmHg
Vapour Pressure: 3.59E-11 mmHg at 25°C
Storage Temp: Keep Hydrocupreine ethyl ether (CAS NO.522-60-1) at 2-8°C
Hydrocupreine ethyl ether Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LDLo | oral | 400mg/kg (400mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. | |
| mouse | LDLo | subcutaneous | 24mg/kg (24mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. |
Hydrocupreine ethyl ether Safety Profile
Poison by ingestion and subcutaneous routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx. See also ETHERS.
Hazard Codes 
Xn
Risk Statements 22
R22: Hydrocupreine ethyl ether (CAS NO.522-60-1) is harmful if swallowed.
WGK Germany 3
RTECS MW5950000
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