(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol hydrate hydrochloride

• ChemBase ID: 130618
• Molecular Formular: C20H27ClN2O3
• Molecular Mass: 378.89298
• Monoisotopic Mass: 378.17102041
• SMILES: COc1ccc2c(c1)c(ccn2)[C@@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)O.O.Cl
• Canonical SMILES: C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O.O.Cl
• InChI: InChI=1S/C20H24N2O2.ClH.H2O/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;1H;1H2/t13-,14-,19+,20-;;/m0../s1
• InChIKey: SGVZDMWHXVXUBY-KAIFKDDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol hydrate hydrochloride
• IUPAC Traditional name: quinidine hydrate hydrochloride
• Synonyms: 6′-Methoxycinchonan-9-ol hydrochloride monohydrate; Quinidine hydrochloride monohydrate; 奎尼丁 盐酸盐 一水合物

Database IDs

• CAS Number: 6151-40-2
• EC Number: 205-001-1
• MDL Number: MFCD00198101
• PubChem SID: 162224896; 24899323
• PubChem CID: 16219921

CALCULATED PROPERTIES

• Acid pKa: 13.892048
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7213722
• LogD (pH = 7.4): 0.863951
• Log P: 2.513464
• Molar Refractivity: 94.6936 cm^3
• Polarizability: 38.350784 Å^3
• Polar Surface Area: 45.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Grade: technical grade
• Impurities: ≤20% Dihydroquinidine (according to USP specifications., actual content given on label)

DETAILS

Sigma Aldrich - Q0750

Biochem/physiol Actions
IA 类抗心律失常药；钾通道阻断剂。
包装
5, 10 g in poly bottle
Application
Studied for pharmacological activity causing energy shifts from mitochondrial respiration to glycolysis1