Quinine

Catalog	BBC130950
CAS	130-95-0
Structure
Description	Quinine is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100 mV with an IC50 of 169 μM.
Synonyms	(R)-[(2S,4S,5R)-1-Aza-5-vinylbicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol
IUPAC Name	(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
Molecular Weight	324.42
Molecular Formula	C20H24N2O2
Canonical SMILES	COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
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
InChI Key	LOUPRKONTZGTKE-WZBLMQSHSA-N
Boiling Point	462.75 °C
Melting Point	173-175 °C (lit.)
Flash Point	253.7°C
Purity	98%
Density	1.13 g/ml
Solubility	In water, 500 mg/L at 15 deg C;1 g dissolves in: 1900 mL water, 760 mL boiling water;1 g dissolves in: 80 mL benzene (18 mL at 50 deg C), 1.2 mL chloroform, 250 mL dry ether, 20 mL glycerol, 0.8 mL alcohol, 1900 mL of 10% ammonia water; almost insoluble in petroleum ether;Soluble in ether, chloroform, carbon disulfide, glycerol, alkalies, and acids (with formation of salts);Sol in pyrimidine;3.34e-01 g/L;
Appearance	Powder
Application	Quinine occurs in the dried stems or rootbarks of cinchona (Cinchona ledgerianaMoens). It is used in the treatment of malaria.It is also used as an analgesic and antipyreticagent.A quinolinemethanol from the bark of the Cinchona tree; the laevorotatory stereoisomer of quinidine. Formulated as the sulfate, bisulfate or ethylcarbonate for oral use and as the dihydrochloride for parenteral administration. The salts are highly soluble in water.Falciparum malaria (alone or in combination with tetracycline, doxycycline, clindamycin or pyrimethamine-sulfadoxine) Babesiosis (in combination with clindamycin) It is particularly used in cerebral malaria if chloroquine resistance is suspected (Ch. 62). It is not recommended for treatment of uncomplicated falciparum malaria.
Storage	Keep in dark place. Inert atmosphere. Room temperature.
Active Content	95%
EC Number	205-003-2
pH	9.0 (0.5g/l, H2O, 20°C)
pKa	8.52
Refractive Index	1.625 (15°C)
Vapor Pressure	1.54X10-10 mm Hg at 25 deg C (est);