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485-70-1,MFCD00859931
Catalog No.:AA003NHX

485-70-1 | 9-epi-Cinchonine

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50mg
3 weeks  
$439.00   $307.00
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500mg
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$2,262.00   $1,583.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003NHX
Chemical Name:
9-epi-Cinchonine
CAS Number:
485-70-1
Molecular Formula:
C19H22N2O
Molecular Weight:
294.3908
MDL Number:
MFCD00859931
SMILES:
C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](c1ccnc2c1cccc2)O
NSC Number:
757801
Properties
Properties
 
Storage:
Keep in dry area;-20 ℃;Inert atmosphere;  

Computed Properties
 
Complexity:
412  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
2.7  

Literature

Title: 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.

Journal: Bioorganic & medicinal chemistry letters 20120901

Title: 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.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120521

Title: Desymmetrization of cyclohexadienones via asymmetric Michael reaction catalyzed by cinchonine-derived urea.

Journal: Organic letters 20111007

Title: Tosyl esters of cinchonidine and cinchonine alkaloids: the structure-reactivity relationship in the hydrolysis to 9-epibases.

Journal: Acta crystallographica. Section C, Crystal structure communications 20110901

Title: Hydrocinchonine, cinchonine, and quinidine potentiate paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal in MES-SA/DX5 uterine sarcoma cells.

Journal: Environmental toxicology 20110801

Title: Novel molecularly imprinted microsphere using a single chiral monomer and chirality-matching (S)-ketoprofen template.

Journal: Journal of chromatography. A 20110617

Title: 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.

Journal: International journal of molecular sciences 20110101

Title: Enantioselective radical addition to ketimines: a synthetic route towards α,α-disubstituted α-amino acids.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20101122

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate.

Journal: Chirality 20100601

Title: Monodispersed, molecularly imprinted polymers for cinchonidine by precipitation polymerization.

Journal: Talanta 20100315

Title: Self-association promoted conformational transition of (3R,4S,8R,9R)-9-[(3,5-bis(trifluoromethyl)phenyl))-thiourea](9-deoxy)-epi-cinchonine.

Journal: Magnetic resonance in chemistry : MRC 20100101

Title: Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.

Journal: Journal of the American Chemical Society 20081105

Title: Homochiral crystallization of microporous framework materials from achiral precursors by chiral catalysis.

Journal: Journal of the American Chemical Society 20081001

Title: An improved synthesis of 10,11-didehydro Cinchona alkaloids.

Journal: Chirality 20080301

Title: Temperature-dependent time-resolved fluorescence study of cinchonine alkaloid dication.

Journal: Journal of fluorescence 20080101

Title: Synthesis and optical resolution of an allenoic acid by diastereomeric salt formation induced by chiral alkaloids.

Journal: Chirality 20080101

Title: Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.

Journal: Organic & biomolecular chemistry 20070307

Title: Crystal and molecular structures of trichloro-cobalt(II) complexes of epiquinine, epiquinidine, and epidihydrocinchonine.

Journal: Chirality 20070201

Title: 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.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: 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.

Journal: Chemical communications (Cambridge, England) 20060321

Title: Carbon nanotubes as adsorbent of solid-phase extraction and matrix for laser desorption/ionization mass spectrometry.

Journal: Journal of the American Society for Mass Spectrometry 20050201

Title: Evidence for the 2:1 molecular recognition and inclusion behaviour between beta- and gamma-cyclodextrins and cinchonine.

Journal: Bioorganic chemistry 20040801

Title: Direct STM investigation of cinchona alkaloid adsorption on Cu(III).

Journal: Langmuir : the ACS journal of surfaces and colloids 20040413

Title: Pharmacokinetics of idarubicin in the isolated perfused rat lung: effect of cinchonine and rutin.

Journal: Anti-cancer drugs 20030701

Title: Preparation of enantiopure 1-azabicyclo[3.2.2]nonanes functionalized at carbon C3, from cinchonine and cinchonidine. stereoselective solvolysis and an easily enolizable ketone.

Journal: The Journal of organic chemistry 20030613

Title: Highly stereoselective, uniformly sized molecularly imprinted polymers for cinchona alkaloids in hydro-organic mobile phases.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20030101

Title: Highly enantioselective reformatsky reaction of ketones: chelation-assisted enantioface discrimination.

Journal: Organic letters 20020905

Title: A selective PVC membrane for di- or trinitrophenol based on N,N-dibenzyl-3,3',5,5'-tetramethylbenzidine.

Journal: The Analyst 20020101

Title: Apoptosis induced by doxorubicin and cinchonine in P388 multidrug-resistant cells.

Journal: The Journal of pharmacy and pharmacology 20010701

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