Compound: quinidine
SMILES: O(c1cc2c(nccc2[C@H](O)[C@@H]3N4C[C@H](C=C)[C@H](C3)CC4)cc1)C
InChIKey: LOUPRKONTZGTKE-LHHVKLHASA-N
Synonyms: quinidine, 56-54-2, (+)-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, ITX08688JL, DTXSID4023549, CHEBI:28593, NCI-C56246, (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, DTXCID70819883, 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, RefChem:6193, (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, 200-279-0, Quinicardine, MFCD00135581, Quinindine, Chinidine, .beta.-Quinidine, Quinora, (1S)-(6-Methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol, CHEMBL1294, TCMDC-131239, (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol, Quinidine (>85%), (3'.alpha., 9S)-6'-Methoxycinchonan-9-ol, (S)-(6-methoxy-4-quinolyl)-[(2R,4S,5R)-5-vinylquinuclidin-2-yl]methanol, Quinidine anhydrous, CAS-56-54-2, Chinidin [German], SMR000857275, Quinidine [BAN:NF], Quinidine (may contain up to 15% of dihydroquinidine), chinidinum, quinidina, UNII-ITX08688JL, CCRIS 672, HSDB 225, (8R,9S)-6'-Methoxycinchonan-9-ol, NCGC00159499-02, QDN, EINECS 200-279-0, Quinidine, anhydrous, QUINIDINE [MI], QUINIDINE [HSDB], Prestwick3_000280, QUINIDINE [VANDF], bmse000511, Epitope ID:141803, QUINIDINE [MART.], QUINIDINE [WHO-DD], SCHEMBL15943, SCHEMBL15944, BSPBio_000160, MLS001335913, MLS001335914, MLS002548869, SCHEMBL513150, BPBio1_000176, GTPL2342, orb1299368, orb3140234, SCHEMBL29373489, HY-B1751H, HY-B1751R, LOUPRKONTZGTKE-LHHVKLHASA-N, GLXC-07701, HMS2234L10, HMS3259O09, HY-B1751, MSK11165, Tox21_111720, Tox21_201110, (9S)-6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol, BDBM50121975, EBC-03886, AKOS015920101, Tox21_111720_1, CCG-256507, CS-7812, DB00908, FM27376, NC00478, SDCCGMLS-0066600.P001, NCGC00091231-01, NCGC00091231-02, NCGC00091231-03, NCGC00091231-04, NCGC00091231-18, NCGC00091231-29, NCGC00258662-01, AS-30538, DA-77296, Quinidine; Quinine Sulfate EP Impurity A, SY017339, QUININE SULFATE IMPURITY A [WHO-IP], AB00514657, CS-1053369, NS00098768, Quinidine (15% dihydroquinidine) (Standard), QUININE BISULFATE IMPURITY A [WHO-IP], EN300-305202, AB01562940_01, QUININE SULFATE IMPURITY A [EP IMPURITY], AE-508/21131014, F079244, Q412496, BRD-K59632282-052-01-5, BRD-K59632282-052-02-3, BRD-K59632282-052-03-1, BRD-K70799801-311-02-7, QUININE HYDROCHLORIDE IMPURITY A [EP IMPURITY], Quinidine, crystallized, >=98.0% (dried material, NT), Z1741976976, 6-Methoxy-?-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol, QUININE BISULFATE HEPTAHYDRATE IMPURITY A [WHO-IP], (S)-((2S,4S,5R)-5-ETHENYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(6-METHOXYQUINOLIN-4-YL)METHANOL
Theoretical properties:
molecular_formula: C20H24N2O2
molecular_weight: 324.4 g/mol
exact_mass: 324.183778013 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 24
topological_polar_surface_area: 45.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS WITH 2.5 MOL WATER OF CRYSTALLIZATION; CRYSTALS FROM DILUTE ALCOHOL
color: CRYSTALS WITH 2.5 MOL WATER OF CRYSTALLIZATION; CRYSTALS FROM DILUTE ALCOHOL
melting_point: 331 to 336 °F (NTP, 1992)
solubility: less than 0.1 mg/mL at 64 °F (NTP, 1992)
Descriptions:
pubchem: 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.
chebi: A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.
chembl: QUINIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Quinidine is a class IA antiarrhythmic agent used to treat heart rhythm disturbances. It is a diastereomer of antimalarial agent quinine, originally derived from the bark of the cinchona tree. The drug causes increased action potential duration, as well as a prolonged QT interval. As of 2019, its IV formulation is no longer being manufactured for use in the United States.