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| CAS No.: | 56-54-2 |
|---|---|
| Name: | Quinidine |
| Article Data: | 58 |
| Molecular Structure: | |
|
|
|
| Formula: | C20H24N2O2 |
| Molecular Weight: | 324.423 |
| Synonyms: | Quinidine(8CI);(+)-Quinidine;(8R,9S)-Quinidine;Chinidin;Conchinin;Conchinine;Kinidin;Pitayin;Pitayine;b-Quinidine;b-Quinine; |
| EINECS: | 200-279-0 |
| Density: | 1.218 g/cm3 |
| Melting Point: | 168-172 °C(lit.) |
| Boiling Point: | 495.9 °C at 760 mmHg |
| Flash Point: | 253.7 °C |
| Solubility: | water: 0.05 g/100 mL (20 °C) |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-20/21/22 |
| Safety: | 36-22 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 45.59000 |
| LogP: | 3.11110 |
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(3R,4S)-4-[(2S,3S)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidine-1-carboxylic acid 2-trimethylsilanyl-ethyl ester
- 56-54-2
quinidine
| Conditions | Yield |
|---|---|
| With cesium fluoride In N,N-dimethyl-formamide; tert-butyl alcohol at 110℃; for 12h; | 98% |
- 1207974-84-2
2-(trimethylsilyl)ethyl 6-methoxy-4-((2R,3R)-3-(((3R,4S)-1-((2-(trimethylsilyl)ethoxy)carbonyl)-3-vinylpiperidin-4-yl)methyl)oxiran-2-yl)quinoline-1(2H)-carboxylate
- 56-54-2
quinidine
| Conditions | Yield |
|---|---|
| Stage #1: 2-(trimethylsilyl)ethyl 6-methoxy-4-((2R,3R)-3-(((3R,4S)-1-((2-(trimethylsilyl)ethoxy)carbonyl)-3-vinylpiperidin-4-yl)methyl)oxiran-2-yl)quinoline-1(2H)-carboxylate With cesium fluoride In N,N-dimethyl-formamide at 180℃; for 0.25h; Microwave irradiation; Stage #2: With oxygen In N,N-dimethyl-formamide at 20℃; for 19h; | 78% |
| Conditions | Yield |
|---|---|
| With 9-fluorenone; 2-Heptanol; sodium compound of heptan-2-ol |
| Conditions | Yield |
|---|---|
| With sodium isopropylate; toluene | |
| With 2-pentanol; sodium |
| Conditions | Yield |
|---|---|
| quininone; |
| Conditions | Yield |
|---|---|
| With ethanol; sodium ethanolate; aluminium |
- 67-63-0
isopropyl alcohol
- 14528-53-1
6'-methoxycinchoninone
- 71-36-3
butan-1-ol
B
- 56-54-2
quinidine
C
- 130-95-0
Quinine
| Conditions | Yield |
|---|---|
| In acetonitrile Equilibrium constant; |
| Conditions | Yield |
|---|---|
| In acetonitrile Equilibrium constant; |
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Chemistry
Quinidine is a pharmaceutical agent that acts as a class I antiarrhythmic agent (Ia) in the heart. It has some synonyms like Quinidine free base; (+)-Quindine;6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol,etc.It is a stereoisomer of quinine, originally derived from the bark of the cinchona tree.It's white to light yellow crystal powder.
Molecular Formula: C20H24N2O2
Molecular Weight: 324.42
EINECS: 200-279-0
Melting point: 168-172 °C(lit.)
Alpha: 256 o(c=1, EtOH)
Water Solubility: 0.05 g/100 mL (20 °C)
Sensitive: Light Sensitive
Merck: 14,8060
BRN: 91866
Uses
Toxicity Data With Reference
| 1. | skn-rbt 3% MLD | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410. | ||
| 2. | orl-rat LD50:263 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 27 (1977),589. | ||
| 3. | ivn-rat LD50:23 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 128 (1960),22. | ||
| 4. | orl-mus LD50:535 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 105 (1952),291. | ||
| 5. | ipr-mus LD50:135 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410. | ||
| 6. | scu-mus LDLo:400 mg/kg | AEPPAE Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 205 (1948),129. | ||
| 7. | ivn-mus LD50:53,600 µg/kg | JMCMAR Journal of Medicinal Chemistry. 27 (1984),1142. | ||
| 8. | ims-mus LD50:200 mg/kg | 27ZIAQ Drug Dosages in Laboratory Animals-A Handbook C.D. Barnes andL.G. Eltherington,Berkeley, CA.: Univ. of California Press,1973,232. |
RTECS: VA4725000
Consensus Reports
Safety Profile
Poison by ingestion, subcutaneous, intravenous, intramuscular, and intraperitoneal routes. A skin irritant. Implicated in aplastic anemia. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: Xn
Risk Statements: 22-20/21/22
Safety Statements: 36-22
RIDADR: UN 2811 6.1/PG 3
WGK: Germany 3
F: 8
HazardClass: 6.1(b)
PackingGroup: III
Hazardous Substances Data: 56-54-2(Hazardous Substances Data)