Quinidine

Modify Date: 2026-06-30 12:31:08

Quinidine Structure
Quinidine structure
Common Name Quinidine
CAS Number 56-54-2 Molecular Weight 324.417
Density 1.2±0.1 g/cm3 Boiling Point 495.9±40.0 °C at 760 mmHg
Molecular Formula C20H24N2O2 Melting Point 168-172 °C(lit.)
MSDS Chinese USA Flash Point 253.7±27.3 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of Quinidine


Quinidine is an antiarrhythmic agent for the treatment of abnormal heart rhythms and also malaria.

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name quinidine
Synonym More Synonyms

 Quinidine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Quinidine is an antiarrhythmic agent for the treatment of abnormal heart rhythms and also malaria.
Related Catalog
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

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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)

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VA4725000
CHEMICAL NAME :
Quinidine
CAS REGISTRY NUMBER :
56-54-2
LAST UPDATED :
199707
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C20-H24-N2-O2
MOLECULAR WEIGHT :
324.46
WISWESSER LINE NOTATION :
T66 BNJ HO1 EYQ- DT66 A B CNTJ A1U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 137,410,1962 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
263 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 27,589,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
23 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 128,22,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 54(3),32,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
535 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 105,291,1952
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
135 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 137,410,1962
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 205,129,1948
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
53600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 27,1142,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,232,1973
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 226,286,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
67 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 48(5),43,1985 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
650 mg/kg/7W-I
TOXIC EFFECTS :
Cardiac - EKG changes not diagnostic of specified effects
REFERENCE :
ARTODN Archives of Toxicology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.32- 1974- Volume(issue)/page/year: 51,43,1982 *** REVIEWS *** TOXICOLOGY REVIEW FNSCA6 Forensic Science. (Lausanne, Switzerland) V.1-11, 1972-78. For pub lisher information, see FSINDR. Volume(issue)/page/year: 2,67,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1119 No. of Facilities: 43 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 85 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - A1119 No. of Facilities: 44 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 1723 (estimated) No. of Female Employees: 975 (estimated)

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements P301 + P310
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S36-S22
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS VA4725000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933990090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles129

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Organic anion transporting polypeptides and organic cation transporter 1 contribute to the cellular uptake of the flavonoid quercetin.

Naunyn Schmiedebergs Arch. Pharmacol. 387(9) , 883-91, (2014)

Flavonoids such as quercetin and kaempferol mediate several health protective effects, e.g., anticancer effects. They are inhibitors of organic anion transporting polypeptides (OATP) and organic catio...

Morphological behaviour and metabolic capacity of cryopreserved human primary hepatocytes cultivated in a perfused multiwell device.

Xenobiotica 45(1) , 29-44, (2014)

1. The quantitative prediction of the pharmacokinetic parameters of a drug from data obtained using human in vitro systems remains a significant challenge i.e. prediction of metabolic clearance in hum...

Utility of cerebrospinal fluid drug concentration as a surrogate for unbound brain concentration in nonhuman primates.

Drug Metab. Pharmacokinet. 29(5) , 419-26, (2014)

In central nervous system drug discovery, cerebrospinal fluid (CSF) drug concentration (C(CSF)) has been widely used as a surrogate for unbound brain concentrations (C(u,brain)). However, previous rod...

 QuinidineBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Hemodynamic effect in intravenously dosed Sprague-Dawley rat with ischemia-induced ar...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL904108
Name: Antiarrhythmic activity in intravenously dosed Sprague-Dawley rat with ischemia-induc...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL904109
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Minimal effective dose that resulted in significant reduction in PVC frequency in con...
Source: ChEMBL
Target: Canis lupus familiaris
External Id: CHEMBL666831
Name: Effect on blood pressure in intravenously dosed Sprague-Dawley rat assessed as dose p...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL905103
Name: Antiarrhythmic activity in rabbit heart assessed as reduction in aconitine-induced ve...
Source: ChEMBL
Target: Heart
External Id: CHEMBL3257592
Name: Antiarrhythmic activity in iv dosed mongrel dog assessed as reduction in ouabain-indu...
Source: ChEMBL
Target: Canis lupus familiaris
External Id: CHEMBL3257594
Name: Antiarrhythmic activity in iv dosed mongrel dog assessed as reduction in ouabain-indu...
Source: ChEMBL
Target: Canis lupus familiaris
External Id: CHEMBL3257593
Name: CNS toxicity in iv dosed Sprague-Dawley rat assessed as cumulative convulsion dose
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL904107
Total 1184, Current Page 1 of 119
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

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)-6-Methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol

 Quinidine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the polar surface area (PSA) of quinidine?
A: Polar surface area (PSA) of quinidine is 45.59000.
Q: What is the SMILES notation of quinidine?
A: SMILES notation of quinidine is C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12.
Q: What is the InChIKey of quinidine?
A: InChIKey of quinidine is LOUPRKONTZGTKE-LHHVKLHASA-N.
Q: What are the upstream materials of quinidine?
A: Related upstream materials(CAS) of quinidine: 56652-53-0;657408-10-1;4363-94-4;865853-19-6;865853-23-2;865853-22-1;865853-21-0;865853-20-9;92288-15-8;35189-37-8.
Q: What are the downstream products of quinidine?
A: Related downstream products(CAS) of quinidine: 60723-43-5;524-63-0;86-68-0;84-31-1;14528-53-1;84-55-9;56-54-2;77481-82-4;599-04-2;135754-90-4.
Q: What is the molecular formula of quinidine?
A: Molecular formula of quinidine is C20H24N2O2.
Q: What is the melting point of quinidine?
A: Melting point of quinidine is 168-172 °C(lit.).
Q: What is the boiling point of quinidine?
A: Boiling point of quinidine is 495.9±40.0 °C at 760 mmHg.
Q: What is the molecular weight of quinidine?
A: Molecular weight of quinidine is 324.417.
Q: What is the English name of quinidine?
A: The English name of quinidine is quinidine.

 Quinidinefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
Henan Tianfu Chemical Co., Ltd.
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