bis((R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol) sulfuric acid dihydrate

• ChemBase ID: 130841
• Molecular Formular: C40H54N4O10S
• Molecular Mass: 782.94256
• Monoisotopic Mass: 782.35606495
• SMILES: COc1ccc2c(c1)c(ccn2)[C@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)O.COc1ccc2c(c1)c(ccn2)[C@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)O.O.O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O.C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O.O.O
• InChI: InChI=1S/2C20H24N2O2.H2O4S.2H2O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);2*1H2/t2*13-,14-,19-,20+;;;/m00.../s1
• InChIKey: ZHNFLHYOFXQIOW-LPYZJUEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol) sulfuric acid dihydrate
• IUPAC Traditional name: bis(quinine) sulfuric acid dihydrate
• Synonyms: Quinine hemisulfate salt monohydrate; Quinine sulfate (2:1) (salt) dihydrate; Quinine sulfate; Chinini sulfas; 奎宁 半硫酸盐 一水合物; 奎宁 半硫酸盐 一水合物; 奎宁 硫酸酯; 硫酸奎宁

Database IDs

• CAS Number: 207671-44-1
• MDL Number: MFCD00150790
• Beilstein Number: 6113937
• PubChem SID: 24277734; 24899321; 162225119; 24853567
• PubChem CID: 16211610

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: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble8 mg/mL; H2O: slightly soluble1.2 mg/mL
• Melting Point: ~225 °C (dec.)(lit.); 233-235 °C (dec.)
• Optical Rotation: [α]25/D -229°, c = 2 in 0.1 M HCl

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥90% (HPLC); 90%
• Grade: Ph Eur
• Suitability: meets USP testing specifications
• Biological Source: synthetic
• Mol. Weight: monograph mol wt. 782.94 ((C20H24N2O2)2 . H2SO4 . 2H2O)
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C20H24N2O2 · 0.5H2O4S · H2O

DETAILS

Sigma Aldrich - Q1250

包装
5, 10, 50 g in glass bottle
Biochem/physiol Actions
钾通道阻滞剂。抗疟疾、抗胆碱能、抗高血压和降血糖剂；最初从南美树木的金鸡纳科中分离出来的生物碱。

Sigma Aldrich - 145912

Other Notes
Contains hydroquinine sulfate monohydrate
Packaging
10, 50 g in poly bottle
Biochem/physiol Actions
Potassium channel blocker. Antimalarial, anticholinergic, antihypertensive, and hypoglycemic agent; alkaloid originally isolated from the Cinchona family of South American trees. Inhibits mitochondrial ATP-regulated potassium channel. Used to study the metabolism of biocrystalized heme, hemozoin, in malarial parasites and to study the toxicity of heme (FP)-complexes.

Sigma Aldrich - 22642

Application
Used to study the toxicity of heme (FP)-complexes.
Biochem/physiol Actions
Potassium channel blocker. Antimalarial, anticholinergic, antihypertensive, and hypoglycemic agent; alkaloid originally isolated from the Cinchona family of South American trees. Inhibits mitochondrial ATP-regulated potassium channel. Used to study the metabolism of biocrystalized heme, hemozoin, in malarial parasites and to study the toxicity of heme (FP)-complexes.

Sigma Aldrich - Q0132

Application
Use to study the metabolism of biocrystalized heme, hemozoin, in malarial parasites, the toxicity of heme (FP)-complexes and to inhibit mitochondrial ATP-regulated potassium channel.
Biochem/physiol Actions
钾通道阻滞剂。抗疟疾、抗胆碱能、抗高血压和降血糖剂；最初从南美树木的金鸡纳科中分离出来的生物碱。