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(+)-cinchonine
quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol

Supplier Sponsors

Name:[(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
CAS Number: 118-10-5Picture of molecule3D/inchi
Other(deleted CASRN):1236363-47-5
ECHA EINECS - REACH Pre-Reg:204-234-6
FDA UNII: V43X79NZCD
Beilstein Number:0089689
MDL:MFCD00064372
XlogP3:2.70 (est)
Molecular Weight:294.39754000
Formula:C19 H22 N2 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 265.00 °C. @ 760.00 mm Hg
Boiling Point: 464.50 °C. @ 760.00 mm Hg (est)
Flash Point: 455.00 °F. TCC ( 234.70 °C. ) (est)
logP (o/w): 2.680
Soluble in:
 water, 240 mg/L @ 25 °C (exp)
 water, 526.5 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
(+)-Cinchonine 0.98
Odor: characteristic
Use: Cinchonine isolated from the barks of Cinchona ledgeriana. It has lower toxicity and greater potentiation of in vivo anthracycline activity. antimalarial; antiplatelet effect
Coompo
For experimental / research use only.
Cinchonine from Plants ≥98%
EMD Millipore
For experimental / research use only.
(+)-Cinchonine
ExtraSynthese
For experimental / research use only.
Cinchonine
Glentham Life Sciences
Cinchonine
Santa Cruz Biotechnology
For experimental / research use only.
Cinchonine ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Cinchonine crystallized, ≥98.0% (NT)
TCI AMERICA
For experimental / research use only.
Cinchonine >98.0%(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LD50 152 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: EXCITEMENT
Acta Pharmacologica et Toxicologica. Vol. 4, Pg. 265, 1948.

Dermal Toxicity:
subcutaneous-frog LDLo 200 mg/kg
BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 205, Pg. 129, 1948.

subcutaneous-mouse LDLo 400 mg/kg
CARDIAC: OTHER CHANGES BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 205, Pg. 129, 1948.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (+)-cinchonine usage levels up to:
 not for fragrance use.
 
Recommendation for (+)-cinchonine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):118-10-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :21862290
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
Chemidplus:0000118105
RTECS:GD3500000 for cas# 118-10-5
 
References:
 [(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:118-10-5
Pubchem (cid):21862290
Pubchem (sid):134973698
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C11379
HMDB (The Human Metabolome Database):HMDB30282
FooDB:FDB002117
Export Tariff Code:2939.20.0050
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 olive leaf
Search Trop Picture
 
Synonyms:
(9S)-cinchonan-9-ol
 cinchonan-9-ol, (9S)-
(8R,9S)-cinchonine
D-cinchonine
[(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
(S)-quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
 quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol
 

Articles:

PubMed:Asymmetric domino multicatalysis for the synthesis of 3-substituted phthalides: cinchonine/NHC cooperative system.
PubMed:Ovarian cancer stem cell-specific gene expression profiling and targeted drug prescreening.
PubMed:Stereoselective inhibition of serotonin transporters by antimalarial compounds.
PubMed:One-pot fluorescent labeling protocol for complex hydroxylated bioactive natural products.
PubMed:Cinchonine and thiourea.
PubMed:Antiparasitic hybrids of Cinchona alkaloids and bile acids.
PubMed:Asymmetric 5-endo chloroetherification of homoallylic alcohols toward the synthesis of chiral β-chlorotetrahydrofurans.
PubMed:A theoretical investigation on the Strecker reaction catalyzed by a Ti(IV)-complex catalyst generated from a cinchona alkaloid, achiral substituted 2,2'-biphenol, and tetraisopropyl titanate.
PubMed:Platelet-activating factor (PAF)-antagonists of natural origin.
PubMed:Evaluation of antibacterial and anti-biofilm activities of cinchona alkaloid derivatives against Staphylococcus aureus.
PubMed:Capillary electrophoresis methods for the analysis of antimalarials. Part I. Chiral separation methods.
PubMed:Extraction of alkaloids for NMR-based profiling: exploratory analysis of an archaic Cinchona bark collection.
PubMed:Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones.
PubMed:New insights into cinchonine-aluminium complexes and their application as chiral building blocks: unprecedented ligand-exchange processes in the presence of ZnR2 compounds.
PubMed:Crystal structure of quinine: the effects of vinyl and methoxy groups on molecular assemblies of Cinchona alkaloids cannot be ignored.
PubMed:Development of a generic micellar electrokinetic chromatography method for the separation of 15 antimalarial drugs as a tool to detect medicine counterfeiting.
PubMed:Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids.
PubMed:Bioproduction of Cinchona alkaloids by the endophytic fungus Diaporthe sp. associated with Cinchona ledgeriana.
PubMed:Synthesis of 3-(1-alkyl/aminoalkyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-ones and their 2-methylene derivatives as potential spermicidal and microbicidal agents.
PubMed:Cinchonine Prevents High-Fat-Diet-Induced Obesity through Downregulation of Adipogenesis and Adipose Inflammation.
PubMed:Copolymer-supported heterogeneous organocatalyst for asymmetric aldol addition in aqueous medium.
PubMed:Organocatalytic asymmetric conjugate addition of 3-monosubstituted oxindoles to (E)-1,4-diaryl-2-buten-1,4-diones: a strategy for the indirect enantioselective furanylation and pyrrolylation of 3-alkyloxindoles.
PubMed:Rapid and Green Analytical Method for the Determination of Quinoline Alkaloids from Cinchona succirubra Based on Microwave-Integrated Extraction and Leaching (MIEL) Prior to High Performance Liquid Chromatography.
PubMed:Silicon-based Lewis acid assisted cinchona alkaloid catalysis: highly enantioselective aza-Michael reaction under solvent-free conditions.
PubMed:The role of weak hydrogen bonds in chiral recognition.
PubMed:Desymmetrization of cyclohexadienones via asymmetric Michael reaction catalyzed by cinchonine-derived urea.
PubMed:Organocatalytic asymmetric aldol reaction of hydroxyacetone with β,γ-unsaturated α-keto esters: facile access to chiral tertiary alcohols.
PubMed:Tosyl esters of cinchonidine and cinchonine alkaloids: the structure-reactivity relationship in the hydrolysis to 9-epibases.
PubMed:Cinchona alkaloids are also produced by an endophytic filamentous fungus living in cinchona plant.
PubMed:Novel molecularly imprinted microsphere using a single chiral monomer and chirality-matching (S)-ketoprofen template.
PubMed:Facile synthesis of enantioenriched Cγ-tetrasubstituted α-amino acid derivatives via an asymmetric nucleophilic addition/protonation cascade.
PubMed:Organocatalytic aza-Michael/retro-aza-Michael reaction: pronounced chirality amplification in aza-Michael reaction and racemization via retro-aza-Michael reaction.
PubMed:Organocatalyzed enantioselective michael addition of 2-hydroxy-1,4-naphthoquinone to β,γ-unsaturated α-ketophosphonatesθ.
PubMed:Development of chiral N,N-ditopic metalloligands based on a Cinchona alkaloids' backbone for constructing homochiral coordination polymers.
PubMed:Enantioselective radical addition to ketimines: a synthetic route towards α,α-disubstituted α-amino acids.
PubMed:Primary amine/(+)-CSA salt-promoted organocatalytic conjugate addition of nitro esters to enones.
PubMed:Determination of cinchona alkaloids by non-aqueous CE with MS detection.
PubMed:Hydrocinchonine, cinchonine, and quinidine potentiate paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal in MES-SA/DX5 uterine sarcoma cells.
PubMed:Monodispersed, molecularly imprinted polymers for cinchonidine by precipitation polymerization.
PubMed:Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate.
PubMed:Self-association promoted conformational transition of (3R,4S,8R,9R)-9-[(3,5-bis(trifluoromethyl)phenyl))-thiourea](9-deoxy)-epi-cinchonine.
PubMed:Influence of peripheral groups on the physical and chemical behavior of cinchona alkaloids.
PubMed:Resolution of (+)-cinchonine and (-)-cinchonidine by phase-modulation fluorescence spectroscopy.
PubMed:Metal complexes of cinchonine as chiral building blocks: a strategy for the construction of nanotubular architectures and helical coordination polymers.
PubMed:Separation of Cinchona alkaloids on a novel strong cation-exchange-type chiral stationary phase-comparison with commercially available strong cation exchanger and reversed-phase packing materials.
PubMed:Highly enantioselective radical addition to N-benzoyl hydrazones using chiral ammonium salts.
PubMed:Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.
PubMed:Homochiral crystallization of microporous framework materials from achiral precursors by chiral catalysis.
PubMed:Performance of electrospun nanofibers for SPE of drugs from aqueous solutions.
PubMed:A combined NMR, DFT, and X-ray investigation of some cinchona alkaloid O-ethers.
PubMed:Ylide-initiated michael addition-cyclization reactions beyond cyclopropanes.
PubMed:Highly enantioselective synthesis of isoxazoline N-oxides.
PubMed:Capillary electrophoretic chiral separation of Cinchona alkaloids using a cyclodextrin selector.
PubMed:Asymmetric Mannich reaction of dicarbonyl compounds with alpha-amido sulfones catalyzed by cinchona alkaloids and synthesis of chiral dihydropyrimidones.
PubMed:Factors controlling adsorption equilibria from solution onto solid surfaces: the uptake of cinchona alkaloids on platinum surfaces.
PubMed:Synthesis and optical resolution of an allenoic acid by diastereomeric salt formation induced by chiral alkaloids.
PubMed:An improved synthesis of 10,11-didehydro Cinchona alkaloids.
PubMed:Asymmetric activation of tropos 2,2'-biphenol with cinchonine generates an effective catalyst for the asymmetric strecker reaction of N-tosyl-protected aldimines and ketoimines.
PubMed:Highly enantioselective direct aldol reaction catalyzed by cinchona derived primary amines.
PubMed:Temperature-dependent time-resolved fluorescence study of cinchonine alkaloid dication.
PubMed:Increased uptake of quinine into the brain by inhibition of P-glycoprotein.
PubMed:Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.
PubMed:Resolution and stereochemistry of tert-butylphenylphosphinous acid-borane.
PubMed:Competitive chemisorption between pairs of cinchona alkaloids and related compounds from solution onto platinum surfaces.
PubMed:Crystal and molecular structures of trichloro-cobalt(II) complexes of epiquinine, epiquinidine, and epidihydrocinchonine.
PubMed:Time-lapse STM studies of diastereomeric cinchona alkaloids on platinum metals.
PubMed:Liquid chromatographic analysis of cinchona alkaloids in beverages.
PubMed:Role of the solvent in the adsorption-desorption equilibrium of cinchona alkaloids between solution and a platinum surface: correlations among solvent polarity, cinchona solubility, and catalytic performance.
PubMed:Stimulation of choline/Mg2+ antiport in rat erythrocytes by mefloquine.
PubMed:Pharmacological strategies for overcoming multidrug resistance.
PubMed:Highly enantioselective cyanation of aldehydes catalyzed by a multicomponent titanium complex.
PubMed:Michael addition of thiols to alpha-enones in ionic liquids with and without organocatalysts.
PubMed:Direct enantio- and diastereoselective Mannich reactions of malonate and beta-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine derivative.
PubMed:[Preparation of molecularly imprinted chiral monolithic column and its applications for separation of diastereomers].
PubMed:Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
PubMed:Asymmetric Mannich reactions of beta-keto esters with acyl imines catalyzed by cinchona alkaloids.
PubMed:Direct STM investigation of cinchona alkaloid adsorption on Cu(III).
PubMed:Evaluation of magnesium fluxes in rat erythrocytes using a stable isotope of magnesium.
PubMed:Bioactive cinchona alkaloids from Remijia peruviana.
PubMed:Carbon nanotubes as adsorbent of solid-phase extraction and matrix for laser desorption/ionization mass spectrometry.
PubMed:In-vitro response of Plasmodium falciparum to the main alkaloids of Cinchona in northwestern Thailand.
PubMed:Dose-dependent resorption of quinine after intrarectal administration to children with moderate Plasmodium falciparum malaria.
PubMed:Five new alkaloids from the leaves of Remijia peruviana.
PubMed:Enantioselective alkylation of beta-keto esters by phase-transfer catalysis using chiral quaternary ammonium salts.
PubMed:Evidence for the 2:1 molecular recognition and inclusion behaviour between beta- and gamma-cyclodextrins and cinchonine.
PubMed:Synthetic cinchonidine receptors obtained by cross-linking linear poly(methacrylic acid) derivatives as an alternative molecular imprinting technique.
PubMed:Short columns with molecularly imprinted monolithic stationary phases for rapid separation of diastereomers and enantiomers.
PubMed:Spectrophotometric method for estimation of alkaloids precipitable with Dragendorff's reagent in plant materials.
PubMed:Hydrogenation of cinchona alkaloids over supported Pt catalyst.
PubMed:Pharmacokinetics of idarubicin in the isolated perfused rat lung: effect of cinchonine and rutin.
PubMed:Conformational spaces of Cinchona alkaloids.
PubMed:Preparation of enantiopure 1-azabicyclo[3.2.2]nonanes functionalized at carbon C3, from cinchonine and cinchonidine. stereoselective solvolysis and an easily enolizable ketone.
PubMed:Selective binding of chiral molecules of cinchona alkaloid by beta- and gamma-cyclodextrins and organoselenium-bridged bis(beta-cyclodextrin)s.
PubMed:New crystalline complex of quinine and quinidine.
PubMed:Cobalt complex of cinchonine: intermolecular interactions in two crystalline modifications.
PubMed:The characterisation of supported platinum nanoparticles on carbon used for enantioselective hydrogenation: a combined electrochemical-STM approach.
PubMed:Acyclic stereoselective boron alkylation reactions for the asymmetric synthesis of beta-substituted alpha-amino acid derivatives.
PubMed:Highly stereoselective, uniformly sized molecularly imprinted polymers for cinchona alkaloids in hydro-organic mobile phases.
PubMed:[Beaded molecule imprinted polymer for stereo isomer separation].
PubMed:Transformation of Cinchona alkaloids into 1-N-oxide derivatives by endophytic Xylaria sp isolated from Cinchona pubescens.
PubMed:Practical enantioselective synthesis of endothelin antagonist S-1255 by dynamic resolution of 4-methoxychromene-3-carboxylic acid intermediate.
PubMed:Highly enantioselective reformatsky reaction of ketones: chelation-assisted enantioface discrimination.
PubMed:The enantioselective synthesis of alpha-amino acid derivatives via organoboranes.
PubMed:Unexpected change of the sense of the enantioselective hydrogenation of ethyl pyruvate catalyzed by a Pt-alumina-cinchona alkaloid system.
PubMed:Role of the choline exchanger in Na(+)-independent Mg(2+) efflux from rat erythrocytes.
PubMed:Catalytic enantioselective fluorination of beta-keto esters by phase-transfer catalysis using chiral quaternary ammonium salts.
PubMed:A selective PVC membrane for di- or trinitrophenol based on N,N-dibenzyl-3,3',5,5'-tetramethylbenzidine.
PubMed:Asymmetric Weitz-Scheffer epoxidation of isoflavones with hydroperoxides mediated by optically active phase-transfer catalysts.
PubMed:Cinchoninium L-tartrate tetrahydrate.
PubMed:In vitro effect of alkaloids on bloodstream forms of Trypanosoma brucei and T. congolense.
PubMed:Flexibility of CuCl4-tetrahedra in bis[cinchoninium tetrachlorocuprate(II)]trihydrate single crystals. X-ray diffraction and EPR studies.
PubMed:Apoptosis induced by doxorubicin and cinchonine in P388 multidrug-resistant cells.
PubMed:HPTLC method for the estimation of alkaloids of Cinchona officinalis stem bark and its marketed formulations.
PubMed:Picric acid sensitive optode based on a fluorescence carrier covalently bound to membrane.
PubMed:Phase I study of cinchonine, a multidrug resistance reversing agent, combined with the CHVP regimen in relapsed and refractory lymphoproliferative syndromes.
PubMed:Non-aqueous capillary electrophoretic enantioseparation of N-derivatized amino acids using cinchona alkaloids and derivatives as chiral counter-ions.
PubMed:Atomic emission spectrometric determination of ephedrine, cinchonine, chlorpheniramine, atropine and diphenhydramine based on formation of ion associates with ammonium reineckate.
PubMed:Conformation of epicinchonine and cinchonine in view of their antimalarial activity: x-ray and theoretical studies.
PubMed:Quinine disposition in globally malnourished children with cerebral malaria.
PubMed:Comparison of kinetic properties of amine oxidases from sainfoin and lentil and immunochemical characterization of copper/quinoprotein amine oxidases.
PubMed:Novel chiral recognition elements for molecularly imprinted polymer preparation.
PubMed:An open randomized clinical study of intrarectal versus infused Quinimax for the treatment of childhood cerebral malaria in Niger.
PubMed:Dual effects of nimesulide, a COX-2 inhibitor, in human platelets.
PubMed:The inhibitory effect of cinchonine on human platelet aggregation due to blockade of calcium influx.
PubMed:Comparison of 3, 5 and 7 days' treatment with Quinimax for falciparum malaria in Guinea-Bissau.
PubMed:Optosensor for cinchona alkaloids with C18 silica gel as a substrate.
PubMed:The separation and determination of quinine in bitter drinks by micellar electrokinetic capillary chromatography.
PubMed:Reducing the oral quinine-quinidine-cinchonin (Quinimax) treatment of uncomplicated malaria to three days does not increase the recurrence of attacks among children living in a highly endemic area of Senegal.
PubMed:Lambda-carrageenan: a novel chiral selector for capillary electrophoresis.
PubMed:Intrarectal Quinimax (an association of Cinchona alkaloids) for the treatment of Plasmodium falciparum malaria in children in Niger: efficacy and pharmacokinetics.
PubMed:The chemical and immunoglobulin structural features necessary for reactions of quinine-dependent antibodies to neutrophils.
PubMed:Cinchonine per os: efficient circumvention of P-glycoprotein-mediated multidrug resistance.
PubMed:Comparative effects of quinine and cinchonine in reversing multidrug resistance on human leukemic cell line K562/ADM.
PubMed:Comparative in vitro renal damage due to stereoisomeric cinchona alkaloids.
PubMed:Inhibition of the multidrug resistance efflux pump.
PubMed:Effect of Cinchona bark alkaloids and chloroquine on phospholipid synthesis. K+ channel blockers specifically enhance the activity of the serine base exchange enzyme system in Jurkat T cells.
PubMed:Pharmacokinetics of quinine, quinidine and Cinchonine when given as combination.
PubMed:Role of guinea pig and rabbit hepatic aldehyde oxidase in oxidative in vitro metabolism of cinchona antimalarials.
PubMed:Cinchonine, a potent efflux inhibitor to circumvent anthracycline resistance in vivo.
PubMed:Molecular properties of Cinchona alkaloids: a theoretical approach.
PubMed:Spectrophotometric determination of ephedrine HCl, cinchonine HCl, chlorpheniramine maleate, atropine sulphate and diphenhydramine HCl by solvent extraction of reineckate complexes.
PubMed:Enhanced choline and Rb+ transport in human erythrocytes infected with the malaria parasite Plasmodium falciparum.
PubMed:Quinidine-induced inhibition of the fast transient outward K+ current in rat melanotrophs.
PubMed:Red cell and plasma concentrations of combined quinine-quinidine and quinine in falciparum malaria.
PubMed:Comparison of coupling subsites and inhibition effects of piperidine alkaloids and aminoketones on plant amine oxidases.
PubMed:Simultaneous measurement of quinine and quinidine in human plasma, whole blood, and erythrocytes by high-performance liquid chromatography with fluorescence detection.
PubMed:Combination of quinine, quinidine and cinchonine for the treatment of acute falciparum malaria: correlation with the susceptibility of Plasmodium falciparum to the cinchona alkaloids in vitro.
PubMed:A comparison of the antimalarial activity of the cinchona alkaloids against Plasmodium falciparum in vitro.
PubMed:Effect of quinine and cinchonine on human neutrophils functions in vitro.
PubMed:[Combinations of borotungstic acid with nitrogenous compounds].
PubMed:Efficacy of a 3-day oral regimen of a quinine-quinidine-cinchonine association (Quinimax) for treatment of falciparum malaria in Madagascar.
PubMed:A combination of quinine, quinidine and cinchonine (LA 40221) in the treatment of chloroquine resistant falciparum malaria in Thailand: two double-blind trials.
PubMed:Effect of Precursors on Growth and Alkaloid Production in Chinchona ledgeriana Leaf-Shoot Organ Cultures.
PubMed:Activity of a combination of three cinchona bark alkaloids against Plasmodium falciparum in vitro.
PubMed:Toxicity of quinoline alkaloids to cultured Cinchona ledgeriana cells.
PubMed:Treatment of chloroquine-resistant falciparum malaria with a combination of quinine, quinidine and cinchonine (LA40221) in adults by oral and intravenous administration.
PubMed:Analysis of Cinchona alkaloids by high-performance liquid chromatography. Application to the analysis of quinidine gluconate and quinidine sulfate and their dosage forms.
PubMed:Quinoline alkaloids from Anthocephalus chinensis.
PubMed:Comparative disposition kinetics of two diastereomeric pairs of cinchona alkaloids in the dog.
PubMed:Competitive inhibition of sparteine oxidation in human liver by beta-adrenoceptor antagonists and other cardiovascular drugs.
PubMed:[Synthesis of O-(beta-diethylaminoethyl)cinchoninaldoxime with local anesthetic activity].
PubMed:Rapid high-pressure liquid chromatographic determination of quinidine and dihydroquinidine in plasma samples.
PubMed:Colorimetric assay of quinine and quinidine in raw materials, formulations, and biological fluids.
PubMed:GLC determination of quinidines in human plasma.
PubMed:Ligand-exchange chromatography of alkaloids.
PubMed:Nitrogen photochemistry. V. A new photochemical reduction of the cinchona alkaloids, quinine, quinidine, cinchonidine, cinchonine.
PubMed:Separation of alkyl gallates as complexes with cinchonine and strychnine.
PubMed:[Determination of quinine, quinidine, cinchonine, cinchonidine and sparteine by means of Reinecke's salt].
PubMed:Paper chromatographic determination of quinine and cinchonine.
PubMed:Immunoreactions involving platelets. III. Quantitative aspects of platelet agglutination, inhibition of clot retraction, and other reactions caused by the antibody of quinidine purpura.
PubMed:[Synthesis of cinchona alkaloid derivatives. XXVII. Derivation of dihydrocinchonamine from cinchonine].
PubMed:Action of sheep liver homogenates on quinine, quinidine, cinchonine and cinchonidine.
PubMed:Solubility of cinchonine and cinchonidine in alcohol-water mixtures.
PubMed:The metabolism of cinchonine in dogs and in man.
PubMed:Studies on the chemotherapy of the human malarias the metabolism of cinchonine in relation to its antimalarial activity.
PubMed:STUDIES ON THE CHEMOTHERAPY OF THE HUMAN MALARIAS. IV. THE METABOLISM OF CINCHONINE IN RELATION TO ITS ANTIMALARIAL ACTIVITY.
PubMed:Quinine and cinchonine effects on growth, differentiation and lethal temperature of Drosophila melanogaster.
PubMed:Constitution of strychnine and its relation to cinchonine.
PubMed:Cinchonine in the treatment of malaria.
PubMed:Metabolism of cinchonine in dogs and man.
PubMed:Cinchona alkaloids; physiological disposition of cinchonine metabolic products in man.
PubMed:My experience with cinchonine.
PubMed:Cinchona alkaloids; suppressive antimalarial activity of cinchonine carbostyril.
PubMed:[Qualitative determination of atophan and cinchonine].
PubMed:QUININE IDIOSYNCRASY AND CINCHONINE.
PubMed:THE ADVANTAGES OF INTRAMUSCULAR INJECTIONS OF SOLUBLE CINCHONINE SALTS IN SEVERE MALARIAL INFECTIONS.
PubMed:An Experimental Investigation OF THE SUITABILITY OF THE MORE SOLUBLE SALTS OF QUININE AND CINCHONINE FOR INTRAVENOUS INJECTION.
 
Notes:
diastereoisomer of cinchonidine with distinct physiochemical properties; occurs in most varieties of cinchona bark. Alkaloid from the leaves of Olea europaea Cinchonine is an alkaloidwith molecular formula C19H22N2O used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine.
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