CAS Number56-54-2
SynonymsConchinin; Chinidin; (S)-(6-Methoxy-4-quinolinyl)[(2R,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; Cin-quin; (8R,9S)-6'-Methoxycinchonan-9-ol; Coccinine; (9S)-6'-Methoxycinchonan-9-ol; Quinidex; (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol; Quinidine,(S)-(6-Methoxyquinolin-4-yl)((2R,4S,8R)-8-vinylquinuclidin-2-yl)methanolhydrochloride; Quinidine [BAN]; Raclopride; QUINDINE; (9S)-6-Methoxy-a-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; TCMDC-131239; (S)-(6-Methoxy-4-chinolinyl)[(2R,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; Kinidin; MFCD00135581; (S)-[(2R,4S,5R)-5-éthènyl-1-azabicyclo[2.2.2]oct-2-yl](6-méthoxy-4-quinoléinyl)méthanol; QUNIDINE; PITAYINE; Quinidine; (3a,9S)-6'-methoxycinchonan-9-ol; Pitayin; EINECS 200-279-0; (9S)-
Molecular FormulaC20H24N2O2
Molecular Weight324.42
Purity98.00%
Density1.2±0.1 g/cm3
Boiling Point495.9±40.0 °C at 760 mmHg
Melting Point168-172 °C (lit.)
AppearanceWhite to light yellow crystal powder
EINECS200-279-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 56-54-2 |
| Catalog No. | 2A-9012238 |
| Chinese Name | 奎尼丁 |
| Synonyms | Conchinin; Chinidin; (S)-(6-Methoxy-4-quinolinyl)[(2R,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; Cin-quin; (8R,9S)-6'-Methoxycinchonan-9-ol; Coccinine; (9S)-6'-Methoxycinchonan-9-ol; Quinidex; (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol; Quinidine,(S)-(6-Methoxyquinolin-4-yl)((2R,4S,8R)-8-vinylquinuclidin-2-yl)methanolhydrochloride; Quinidine [BAN]; Raclopride; QUINDINE; (9S)-6-Methoxy-a-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; TCMDC-131239; (S)-(6-Methoxy-4-chinolinyl)[(2R,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; Kinidin; MFCD00135581; (S)-[(2R,4S,5R)-5-éthènyl-1-azabicyclo[2.2.2]oct-2-yl](6-méthoxy-4-quinoléinyl)méthanol; QUNIDINE; PITAYINE; Quinidine; (3a,9S)-6'-methoxycinchonan-9-ol; Pitayin; EINECS 200-279-0; (9S)- |
| Molecular Formula | C20H24N2O2 |
| Molecular Weight | 324.42 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 495.9±40.0 °C at 760 mmHg |
| Melting Point | 168-172 °C (lit.) |
| Appearance | White to light yellow crystal powder |
| Water Solubility | 0.05 g/100 mL (20 ºC) |
| Storage Condition | This product should be sealed and stored away from |
| Packaging | III |
| Application | Quinidine is an antiarrhythmic drug that can treat cardiac arrhythmias and can also be used as a treatment for malaria. |
| EINECS | 200-279-0 |
| HTC | 2933990090 |
| PubChem ID | 24899331 |
| MDL Number | MFCD00135581 |
| SMILES | COc1ccc2nccc([C@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1 |
| InChI | 1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1 |
| InChI Key | LOUPRKONTZGTKE-LHHVKLHASA-N |
| Beilstein/REAXYS | 91866 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12238_1_56_54_2.pdf |
| Bioactivity | Quinidine is an antiarrhythmic agent for the treatment of abnormal heart rhythms and also malaria. Related Catalog Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Cardiovascular Disease Research Areas >> Infection Target Parasite[1] In Vitro Quinidine is a clinical anti-arrythmic drug which affects ionic currents in heart muscle and which has also been shown to be a potent blocker of several classes of K+ channel in a variety of cell types. Bath application of quinidine causes a dose-dependent reduction of the peak amplitude of Ik. The Kd for blockade of Ik at 0 mV is estimated to be 41 μM. Quinidine elicits a dose-dependent increase of the rate of the decay of Ik and this effect is enhanced by membrane depolarization. Quinidine also causes a 5 mV hyperpolarizing shift of the steady-state inactivation curve and increases the half-time for recovery from inactivation. Quinidine does not affect the onset of inactivation measured at -30 mV[1]. In Vivo Quinidine sulfate is rapidly absorbed, with peak plasma concentrations 60-90 min after an oral dose. Other salts (gluconate, polygalacturonate) are more slowly absorbed, with lower peak concentrations. Quinidine is approximately 70-90 % bound to plasma proteins. It undergoes hepatic oxidative metabolism to form an N-oxide, a 3-hydroxy form, an O-demethyl form and 2'-quinidinone. Over one-half of patients starting quinidine stop within the first year of therapy because of side effects. These include, commonly, diarrhea, nausea, and vomiting which are not necessarily related to high plasma concentrations[2]. Quinidine inhibits metabolism of amphetamine in rats. Quinidine pretreatment results in a significant decrease in the excretion of p-hydroxyamphetamine at 24 and 48 h to 7.2 and 24.1% of the vehicle-control levels, respectively, accompanied by a significant increase in amphetamine excretion between 24 and 48 h to 542% of the control[3]. Animal Admin Rats: Three rats are placed in individual metabolic cages with free access to food and water. After 24 h, urine is collected (0 h) and the rats receive the following treatment: (1) no treatment; (2) 80 mg quinidine/kg (po) at 1.0 mL/kg, and (III) 50% ethanol (1.0 mL/kg). Two hours later, all three rats receive a single dose of 15 mg amphetamine/kg (po) at 1.0 mL/kg. Urine is then collected at 24 and 48 h after the administration of quinidine. This procedure is repeated three times. After collection of urine, volume and pH are measured and the urine is stored until analysis[3]. References [1]. Kehl SJ, et al. Quinidine-induced inhibition of the fast transient outward K+ current in rat melanotrophs. Br J Pharmacol. 1991 Jul;103(3):1807-13. [2]. Roden DM, et al. Class I antiarrhythmic agents: quinidine, procainamide and N-acetylprocainamide, disopyramide. [3]. Moody DE, et al. Quinidine inhibits in vivo metabolism of amphetamine in rats: impact upon correlation between GC/MS and immunoassay findings in rat urine. J Anal Toxicol. 1990 Sep-Oct;14(5):311-7. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 495.9±40.0 °C at 760 mmHg Melting Point 168-172 °C(lit.) Molecular Formula C20H24N2O2 Molecular Weight 324.417 Flash Point 253.7±27.3 °C Exact Mass 324.183777 PSA 45.59000 LogP 3.44 Vapour Pressure 0.0±1.3 mmHg at 25°C Index of Refraction 1.638 InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N SMILES C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12 Water Solubility 0.05 g/100 mL (20 ºC) |
| Use of | Quinidine is an antiarrhythmic agent for the treatment of abnormal heart rhythms and also malaria. Properties Articles129 Name quinidine Synonym More Synonyms Quinidine Biological Activity Description Quinidine is an antiarrhythmic agent for the treatment of abnormal heart rhythms and also malaria. Related Catalog Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Cardiovascular Disease Research Areas >> Infection Parasite[1] References [1]. Kehl SJ, et al. Quinidine-induced inhibition of the fast transient outward K+ current in rat melanotrophs. Br J Pharmacol. 1991 Jul;103(3):1807-13. [2]. Roden DM, et al. Class I antiarrhythmic agents: quinidine, procainamide and N-acetylprocainamide, disopyramide. [3]. Moody DE, et al. Quinidine inhibits in vivo metabolism of amphetamine in rats: impact upon correlation between GC/MS and immunoassay findings in rat urine. J Anal Toxicol. 1990 Sep-Oct;14(5):311-7. Chemical & Physical Properties Molecular Formula C20H24N2O2 Exact Mass 324.183777 PSA 45.59000 Index of Refraction 1.638 InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: Item 1 Poisons. UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III |
| Related Products in Alkaloids | ||
|---|---|---|
| Norpseudoephedrine | 14838-15-4 | 2A-9011715 |
| Norpseudoephedrine hydrochloride | 2153-98-2 | 2A-9011716 |
| Noscapine | 128-62-1 | 2A-9011719 |
| Palmatine | 3486-67-7 | 2A-9011856 |
| Physostigmine | 57-47-6 | 2A-9012001 |
| Quinine sulfate | 804-63-7 | 2A-9012239 |
| Rescinnamine | 24815-24-5 | 2A-9012288 |
| Sanguinarine chloride | 5578-73-4 | 2A-9012387 |
| Sanguinarine HCl dihydrate | 2A-303472 | 2A-9012388 |
| Swainsonine | 72741-87-8 | 2A-9012557 |
| Browse all Alkaloids products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS