Quinidine

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Quinidine
Molecular weight
Structure (SMILES)
C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](O)c1ccnc2ccc(OC)cc12

  • .beta.-quinidine
  • (+)-QUINIDINE
  • (8r,9s)-quinidine
  • 8r 9s quinidine
  • beta quinidine
  • cinchonan 9 ol 6 methoxy 9s
  • CINCHONAN-9-OL, 6'-METHOXY-, (9S)-
  • conquinine
  • Conquinine
  • kinidin
  • Kinidin
  • pitayine
  • Pitayine
  • quinidine
  • Quinidine
  • QUINIDINE [HSDB]
  • QUINIDINE [MART.]
  • QUINIDINE [MI]
  • QUINIDINE [VANDF]
  • Quinidine [WHO-DD]
  • quinidine hsdb
  • quinidine mart
  • quinidine mi
  • quinidine vandf
  • quinidine who dd

And 10 more, listed on the interactive page.

CAS registry numbers
  • 56-54-2
ChEMBL ID
CHEMBL1294
InChIKey
LOUPRKONTZGTKE-LHHVKLHASA-N
PubChem compound IDs
  • 441074
FDA ingredient codes (UNII)
  • ITX08688JL

  • C01BA01
  • C01BA51
  • C01BA71
Sources for recorded values

  • 9068
  • 35220

Applicant
LILLY
Approval date
12 Jul 1950
Application number
NDA007529

First in class
No
Orphan designation
No
Availability
Prescription only
Boxed warning
Yes

Pharmacology name
quinidine
Type
Natural product
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral
  • Parenteral

  • Action
    Antagonist
    Action type
    Antagonist
    Target
    KNa1.1
    Gene symbol
    KCNT1
    Protein identifier
    Q5JUK3
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    VRAC
    Gene symbol
    VRAC
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    KCa5.1
    Gene symbol
    KCNU1
    Protein identifier
    A8MYU2
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    Kv10.1
    Gene symbol
    KCNH1
    Protein identifier
    O95259
    Median affinity
    5.8
    Affinity units
    pIC50
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    K2P5.1
    Gene symbol
    KCNK5
    Protein identifier
    O95279
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    Kv1.5
    Gene symbol
    KCNA5
    Protein identifier
    P22460
    Median affinity
    5.2
    Affinity units
    pKd
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    Kv1.7
    Gene symbol
    KCNA7
    Protein identifier
    Q96RP8
    Median affinity
    4.8
    Affinity units
    pKd
  • Action
    Channel blocker
    Action type
    Channel blocker
    Target
    K2P16.1
    Gene symbol
    KCNK16
    Protein identifier
    Q96T55
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    Plasma membrane monoamine transporter
    Gene symbol
    SLC29A4
    Protein identifier
    Q7RTT9
    Median affinity
    4.6
    Affinity units
    pKi
  • Action
    Pore blocker
    Action type
    PORE_BLOCKER
    Target
    Kv10.2
    Gene symbol
    KCNH5
    Protein identifier
    Q8NCM2
    Median affinity
    3.8
    Affinity units
    pIC50

Open Targets mechanisms

  • Mechanism
    Sodium channel alpha subunit blocker
    Action type
    Blocker
    Target
    Sodium channel alpha subunit

  • Action type
    Blocker
    Gene symbol
    KCNH1
    Protein identifier
    O95259
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Blocker
    Gene symbol
    KCNA5
    Protein identifier
    P22460
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Blocker
    Gene symbol
    SCN1A|SCN2A|SCN3A
    Protein identifier
    P35498|Q99250|Q9NY46
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Blocker
    Gene symbol
    SCN5A
    Protein identifier
    Q14524
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Blocker
    Gene symbol
    KCNA7
    Protein identifier
    Q96RP8
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Inhibitor
    Gene symbol
    CYP2D6
    Protein identifier
    P10635
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Inhibitor
    Gene symbol
    SLC29A4
    Protein identifier
    Q7RTT9
    Organism
    Homo sapiens
    Target development level
    Biological evidence

  • Condition
    Atrial Fibrillation
    Highest recorded phase
    3
    Condition identifier
    EFO:0000275
    Subject identifier
    D001281
  • Condition
    Myocardial Infarction
    Highest recorded phase
    3
    Condition identifier
    EFO:0000612
    Subject identifier
    D009203
  • Condition
    Hepatitis B, Chronic
    Highest recorded phase
    1
    Condition identifier
    EFO:0004197
    Subject identifier
    D019694
  • Condition
    Arrhythmias, Cardiac
    Highest recorded phase
    4
    Condition identifier
    EFO:0004269
    Subject identifier
    D001145
  • Condition
    Death, Sudden, Cardiac
    Highest recorded phase
    3
    Condition identifier
    EFO:0004278
    Subject identifier
    D016757
  • Condition
    Ventricular Fibrillation
    Highest recorded phase
    3
    Condition identifier
    EFO:0004287
    Subject identifier
    D014693
  • Condition
    Non-alcoholic Fatty Liver Disease
    Highest recorded phase
    1
    Condition identifier
    EFO:1001249
    Subject identifier
    D065626
  • Condition
    Respiratory Syncytial Virus Infections
    Highest recorded phase
    1
    Condition identifier
    EFO:1001413
    Subject identifier
    D018357
  • Condition
    Constipation
    Highest recorded phase
    1
    Condition identifier
    HP:0002019
    Subject identifier
    D003248
  • Condition
    Depressive Disorder, Major
    Highest recorded phase
    2
    Condition identifier
    MONDO:0002009
    Subject identifier
    D003865
  • Condition
    Depressive Disorder
    Highest recorded phase
    2
    Condition identifier
    MONDO:0002050
    Subject identifier
    D003866
  • Condition
    Amyotrophic Lateral Sclerosis
    Highest recorded phase
    3
    Condition identifier
    MONDO:0004976
    Subject identifier
    D000690
  • Condition
    Migraine Disorders
    Highest recorded phase
    2
    Condition identifier
    MONDO:0005277
    Subject identifier
    D008881
  • Condition
    Multiple Sclerosis
    Highest recorded phase
    3
    Condition identifier
    MONDO:0005301
    Subject identifier
    D009103
  • Condition
    Severe Acute Respiratory Syndrome
    Highest recorded phase
    1
    Condition identifier
    MONDO:0100096
    Subject identifier
    D045169

  • Condition identifier
    EFO_0004197
    Highest recorded phase
    1
  • Condition identifier
    EFO_0004269
  • Condition identifier
    EFO_0004269
    Highest recorded phase
    4
  • Condition identifier
    EFO_0005762
    Highest recorded phase
    2
  • Condition identifier
    EFO_1000783
    Highest recorded phase
    2
  • Condition identifier
    EFO_1001249
    Highest recorded phase
    1
  • Condition identifier
    HP_0000713
    Highest recorded phase
    2
  • Condition identifier
    HP_0000737
    Highest recorded phase
    3
  • Condition identifier
    HP_0001699
    Highest recorded phase
    3
  • Condition identifier
    HP_0002019
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0000190
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0002009
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0002009
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0002050
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0004975
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0004976
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0004981
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0005180
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005277
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005301
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005301
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0005477
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0006626
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0008222
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0100234
    Highest recorded phase
    2

Open Targets warnings

  • Warning
    Black Box Warning
    Effect
    cardiotoxicity
    Country
    United States

  • Event
    atrioventricular block
    Reports
    7
    Reporting signal score
    25.0005
  • Event
    blood ketone body decreased
    Reports
    1
    Reporting signal score
    7.45954
  • Event
    brugada syndrome
    Reports
    3
    Reporting signal score
    13.828
  • Event
    cerebral malaria
    Reports
    1
    Reporting signal score
    7.3542
  • Event
    cyp2d6 polymorphism
    Reports
    1
    Reporting signal score
    7.09191
  • Event
    drug hypersensitivity
    Reports
    18
    Reporting signal score
    24.7978
  • Event
    drug-genetic interaction
    Reports
    1
    Reporting signal score
    7.45954
  • Event
    electrocardiogram qrs complex prolonged
    Reports
    4
    Reporting signal score
    13.6101
  • Event
    electrocardiogram qt prolonged
    Reports
    31
    Reporting signal score
    109.477
  • Event
    haemoglobinuria
    Reports
    2
    Reporting signal score
    9.3966
  • Event
    long qt syndrome
    Reports
    3
    Reporting signal score
    11.2651
  • Event
    multiple-drug resistance
    Reports
    4
    Reporting signal score
    16.3343
  • Event
    ototoxicity
    Reports
    2
    Reporting signal score
    7.08267
  • Event
    seizure
    Reports
    6
    Reporting signal score
    7.62338
  • Event
    status epilepticus
    Reports
    4
    Reporting signal score
    10.2399
  • Event
    treatment failure
    Reports
    8
    Reporting signal score
    13.4192
  • Event
    ventricular tachycardia
    Reports
    4
    Reporting signal score
    8.73092

Dose
1 capsule, then 1 capsule every 12 hours
Route
Oral
How often
Once daily for 7 days, then twice daily after 7 days

Hydrogen bond acceptors
4
Hydrogen bond donors
1
Polar surface area
45.59
Calculated partition coefficient (ALogP)
3.17
Calculated partition coefficient (XLogP)
2.9
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
4
Heavy atoms
24
Molecular formula
C20H24N2O2
Monoisotopic mass
324.183778013
Natural product
Yes

Recorded assays
4,147
Active assays
224

  • Confirmatory
  • Other
  • Screening
  • Summary

These details could not be displayed.

Related records

Trials (24)

Approved for (1)

In development for (15)

Targets (10)