Quinidine
Also known as (+)-Quinidine, Conquinine, Pitayine
Key facts
What buyers check first
- Appearance
- Crystals with 2.5 mol water of crystallization, crystals from dilute alcohol
- Melting point
- 174 to 175
- Solubility
- Lustrous needles, decomposes at 259 °C (drug), specific optical rotation at 20 °C/D + 20…
- HS code
- 293920
- Category
- Antibiotics and anti-infectives
- UN number
- UN 2811

What is Quinidine?
Plain description, key identifiers and synonyms
Quinidine is a cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy. It has a role as an alpha-adrenergic antagonist, an antimalarial, an anti-arrhythmia drug, a sodium channel blocker, a muscarinic antagonist, a P450 inhibitor, a potassium channel blocker, an EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor, an EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor and a drug allergen. It derives from a hydride of a cinchonan.
Quinidine is a pharmaceutical agent that acts as a class I antiarrhythmic agent (Ia) in the heart.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
- CAS number
- 56-54-2 CAS number cross-checked
- EC number
- 200-279-0
- Molecular formula
- C20H24N2O2
- UNII
- ITX08688JL
- MDL number
- MFCD00135581
- InChIKey
- LOUPRKONTZGTKE-LHHVKLHASA-N
- InChI
- 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
- Canonical SMILES
- C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12
- Isomeric SMILES
- COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
Synonyms
- (+)-Quinidine
- Conquinine
- Pitayine
- (9S)-6'-Methoxycinchonan-9-ol
- (8R,9S)-Quinidine
- Conchinin
- Quinidex
- Chinidin
- beta-Quinine
- Conchinine
- Kinidin
- beta-Quinidine
- Quiniduran
- Cinchonan-9-ol, 6'-methoxy-, (9S)-
- alpha-(6-Methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol
- (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
- 6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol
- alpha-(6-Methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol (9S)-
- (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
- (R)-(6-methoxyquinolin-4-yl)((3S,4R,7S)-3-vinylquinuclidin-7-yl)methanol
- (S)-[(4S,5R,7R)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol
- Apo Quinidine
- (S)-(6-methoxyquinolin-4-yl)((2R,5R)-5-vinylquinuclidin-2-yl)methanol
- (S)-((2R,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)-(6-methoxyquinolin-4-yl)methanol
- (S)-((4S,5R,7R)-5-ethenyl-1-azabicyclo(2.2.2)octan-7-yl)-(6-methoxyquinolin-4-yl)methanol
Show all 36 synonymsShow fewer synonyms
- (S)-((2R,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)(6-methoxyquinolin-4-yl)methanol
- (S)-(6-Methoxy-quinolin-4-yl)-((2R,5R)-5-vinyl-1-aza-bicyclo(2.2.2)oct-2-yl)-methanol
- (S)-(6-Methoxy-quinolin-4-yl)-((2R,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol
- Quinicardine
- Quinindine
- Chinidine
- (1S)-(6-Methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
- Quinora
- (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
- Quinidine (>85%)
- (3'alpha, 9S)-6'-Methoxycinchonan-9-ol
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals with 2.5 mol water of crystallization, crystals from dilute alcoholexp.Measured value |
|---|---|
| Melting point | 174 to 175exp.Measured value |
| Solubility | Lustrous needles, decomposes at 259 °C (drug), specific optical rotation at 20 °C/D + 200 deg, sol in 60 parts water, freely soluble in hot water, in alcohol, chloroform, slightly in ether, neutral reaction. /Quinidine hydrochloride…exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 324.42 g/molcalc.Computed value |
|---|---|
| Exact mass | 324.1838 Dacalc.Computed value |
| LogP (octanol/water) | 3.17calc.Computed value |
| Topological polar surface area | 45.59 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 24calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.45calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 5calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H335May cause respiratory irritation.
Precautionary statements (19)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 2811
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidQuinidine suppliers
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- India, MumbaiUnclaimed profileQuinidineGrade, purity and minimum order on requestPrice on request
- China, Chengdu ManufacturerUnclaimed profileQuinidineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
70 suppliers in 16 countries
- United States27
- China17
- Germany5
- United Kingdom4
- Spain3
- Hong Kong2
- and 10 more countries
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Quinidine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Adrenergic alpha-Antagonists
- Anti-Arrhythmia Agents
- Antimalarials
- Cytochrome P-450 CYP2D6 Inhibitors
- Enzyme Inhibitors
- Muscarinic Antagonists
- Voltage-Gated Sodium Channel Blockers
Roles
- P450 inhibitor
- adrenergic agent
- adrenergic antagonist
- aetiopathogenetic role
- alpha-adrenergic antagonist
- alpha-adrenergic drug
- anti-arrhythmia drug
- antiinfective agent
- antimalarial
- antimicrobial agent
- antimicrobial drug
- antiparasitic agent
- antiplasmodial drug
- antiprotozoal drug
- biophysical role
- cardiovascular drug
- cholinergic antagonist
- cholinergic drug
- drug allergen
- muscarinic antagonist
- neurotransmitter agent
- pharmaceutical
- potassium channel blocker
- sodium channel blocker
Pharmacology
Quinidine is an Antiarrhythmic and Cytochrome P450 2D6 Inhibitor. The mechanism of action of quinidine is as a Cytochrome P450 2D6 Inhibitor.
How it is made
Isomerization of quinine sulfate
Quinidine may be made by treating quinine with a metallic alkoxide or by oxidizing quinine to quinone and then reducing the latter with sodium isopropoxide. It may also be obtained directly from the mother liquors remaining after removal of quinine from extracts of Cinchona, separation from cinchonine and other alkaloids is effected by special processes
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
United States
- TSCA inventory (USA)Status: Inactive in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Quinidine is traded under.
Alkaloids of cinchona and their derivatives, salts thereof
- Netherlands30.5%
- Indonesia23.9%
- Madagascar * partner reported22.2%
- Netherlands21.2%
- United States13.7%
- Ireland9.0%
* Partner reported figures, a lower bound.
The HS code shown for Quinidine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Quinidine, based on the data on this page
What is Quinidine?
What is the CAS number of Quinidine?
What is the molecular formula and weight of Quinidine?
What is Quinidine used for?
Is Quinidine hazardous?
What is the HS code of Quinidine?
Where can I buy Quinidine?
Where can I buy Quinidine in India?
What is the price of Quinidine?
Guides for buyers
Practical guides that help when you source, ship or handle Quinidine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
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