Quinine

SIGMA/22620 - suitable for fluorescence, anhydrous, ≥98.0% (dried material, NT)

Synonym: 6′-Methoxycinchonidine

CAS Number: 130-95-0
Empirical Formula (Hill Notation): C₂₀H₂₄N₂O₂
Molecular Weight: 324.42
EC Number: 205-003-2
MDL Number: MFCD00198096
Linear Formula: C₂₀H₂₄N₂O₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-22620-5G	5 g	$88.70 1/EAAdd To Favorites		Add To Favorites
45-22620-25G	25 g	$349.00 1/EAAdd To Favorites		Add To Favorites
45-22620-100G	100 g	$917.00 1/EAAdd To Favorites		Add To Favorites

assay	≥98.0% (dried material, NT)
fluorescence	λ_ex 347 nm; λ_em 448 nm in 0.5 M sulfuric acid
form	powder
impurities	≤5% dihydroquinine (HPLC)
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
loss	≤1% loss on drying, 110 °C
mp	173-175 °C (lit.)
optical activity	[α]20/D −126±5°, c = 1% in chloroform
Quality Level	100
SMILES string	COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1
solubility	H₂O: soluble
suitability	suitable for fluorescence

Application:	Quinine was used in the following processes: • To study its in vitro antimalarial activity in combination with omeprazole. • To analyze its effect on viscosity and friction of saliva. • As a test agent to study its impact on the accumulation of the fluorescent P-glycoprotein (Pgp) substrates in P-glycoprotein overexpressing breast cancer cells. • To study its influence on the pyramidal cell intrinsic properties, extracellular potassium transients, and epileptiform activity in vitro. • As a reference compound to identify alkaloids by phytochemical screening of Deianira erubescens, Strychnos pseudoquina and Remijia ferruginea plants.
Biochem/physiol Actions:	Potassium channel blocker
General description:	Quinine, also known as 6′-Methoxycinchonidine is a fluorescent reagent. The quantum yield of Quinine is 23% higher at 390 mµ excitation wavelength than at 313 mµ. The fluorescence polarization in the emission band of quinine in a rigid medium arises from two singlet states simultaneously. The emission spectra of quinine or 6-methoxyquinoline shifts towards the red zone when excited at 390 mµ.

Symbol	GHS07
Signal word	Warning
Hazard statements	H302 - H317
Precautionary statements	P261 - P264 - P270 - P280 - P301 + P312 - P302 + P352
Hazard Codes	Xn
Risk Statements	36/38-42/43
Safety Statements	22-26-36/37-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 1