(9S)-Cinchonan-9-ol sulfate (2:1)
(9S)-Cinchonan-9-ol sulfate (2:1) structure
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Common Name | (9S)-Cinchonan-9-ol sulfate (2:1) | ||
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| CAS Number | 5949-16-6 | Molecular Weight | 686.860 | |
| Density | 1.61g/cm3 | Boiling Point | 169 °C(lit.) | |
| Molecular Formula | C38H46N4O6S | Melting Point | 38-40 °C(lit.) | |
| MSDS | USA | Flash Point | 148 °F | |
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Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids.
Antimicrob. Agents Chemother. 56(10) , 5356-64, (2012) The Cinchona alkaloids are quinoline aminoalcohols that occur as diastereomer pairs, typified by (-)-quinine and (+)-quinidine. The potency of (+)-isomers is greater than the (-)-isomers in vitro and in vivo against Plasmodium falciparum malaria parasites. Th... |
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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.
Chemistry 19(5) , 1637-46, (2013) The mechanism and the origin of selectivity of the asymmetric Strecker reaction catalyzed by a Ti(IV)-complex catalyst generated from a cinchona alkaloid, achiral substituted 2,2'-biphenol, and tetraisopropyl titanate have been investigated by DFT and ONIOM m... |
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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.
Chemistry 18(21) , 6679-87, (2012) An asymmetric conjugate addition of 3-monosubstituted oxindoles to a range of (E)-1,4-diaryl-2-buten-1,4-diones, catalyzed by commercially available cinchonine, is described. This organocatalytic asymmetric reaction affords a broad range of 3,3'-disubstituted... |
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Synthesis and optical resolution of an allenoic acid by diastereomeric salt formation induced by chiral alkaloids.
Chirality 20(1) , 47-50, (2008) A synthetic procedure for the preparation of 4-cyclohexyl-2-methyl-buta-2,3-dienoic acid in the two optically active forms has been developed. Synthesis of the racemic allenoic acid was made by an efficient route with good overall yield. Resolution of the ena... |
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Self-association promoted conformational transition of (3R,4S,8R,9R)-9-[(3,5-bis(trifluoromethyl)phenyl))-thiourea](9-deoxy)-epi-cinchonine.
Magn. Reson. Chem. 48(1) , 13-9, (2010) The conformational diversity of the (3R,4S,8R,9R)-9-[(3,5-bis(trifluoromethyl)phenyl))-thiourea](9-deoxy)-epi-cinchonine organocatalyst is discussed. Low-temperature NMR experiments confirmed a self-association process, which promotes the quinoline rotation b... |
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An improved synthesis of 10,11-didehydro Cinchona alkaloids.
Chirality 20(3-4) , 441-5, (2008) A revised procedure for the conversion of the four major Cinchona alkaloids (quinine, quinidine, cinchonidine, and cinchonine) into their respective 10,11-didehydro derivatives is described. The reported protocol offers several advantages over a recently publ... |
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Hydrocinchonine, cinchonine, and quinidine potentiate paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal in MES-SA/DX5 uterine sarcoma cells.
Environ. Toxicol. 26(4) , 424-31, (2011) Multidrug resistance (MDR) is one of important issues to cause the chemotherapy failure against cancers including gynecological malignancies. Despite some MDR reversal evidences of natural compounds including quinidine and cinchonine, there are no reports on ... |
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Direct STM investigation of cinchona alkaloid adsorption on Cu(III).
Langmuir 20(8) , 3006-10, (2004) Scanning tunneling microscopy (STM) combined with cyclic voltammetry has been employed to investigate the adsorption of cinchonine on Cu(111). Similar to cinchonidine, cinchonine forms a long-range ordered adlayer with (4 x 4) symmetry on the substrate. The s... |
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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.
Bioorg. Med. Chem. Lett. 22(17) , 5735-8, (2012) A series of twenty two derivatives of 3-(1-alkyl/aminoalkyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-one and their 2-methylene derivatives were synthesized from naturally abundant cinchonine (I). Tartarate salts of these compounds were prepared and ... |
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Evidence for the 2:1 molecular recognition and inclusion behaviour between beta- and gamma-cyclodextrins and cinchonine.
Bioorg. Chem. 32(4) , 223-33, (2004) Cinchonine (Cin) is the primary drug of choice in the treatment of malaria, but its poor solubility has restricted its use via the oral route. Cyclodextrins (CDs) form inclusion complexes with cinchonine to form soluble complexes. This interaction was investi... |