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重要文件

857270

Sigma-Aldrich

(+)-辛可宁

85%

同義詞:

辛可宁 单盐酸盐 二水合物

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About This Item

經驗公式(希爾表示法):
C19H22N2O
CAS號碼:
分子量::
294.39
Beilstein:
89689
EC號碼:
MDL號碼:
分類程式碼代碼:
12352104
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

85%

形狀

solid

光學活性

[α]23/D +228°, c = 0.5 in ethanol

mp

258-260 °C (lit.)

官能基

hydroxyl

SMILES 字串

[H][C@@]12CCN(C[C@H]1C=C)[C@]([H])(C2)[C@@H](O)c3ccnc4ccccc34

InChI

1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1

InChI 密鑰

KMPWYEUPVWOPIM-QAMTZSDWSA-N

一般說明

(+)-Cinchonine, one of the alkaloids found in the barks of cinchona tree, is mainly used in the treatment of malaria. It belongs to the monoclinic crystal system and P21 space group. The solubility of cinchonine can be improved by the formation of inclusion complexes with cyclodextrins.

應用

(+)-Cinchonine, in the presence of lithium diisopropylamide (LDA) forms a complex, which can catalyze the asymmetric conjugate addition of benzyl- and alkylphosphonates to aromatic and heteroaromatic nitroalkenes to form the corresponding adducts.

其他說明

残留二氢金鸡宁

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - Skin Sens. 1A

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 1

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Song CE.
Cinchona Alkaloids in Synthesis and Catalysis: Ligands, Immobilization and Organocatalysis, 2-3 (2009)
The molecular and crystal structure of the alkaloid cinchonine.
Oleksyn B, et al.
Acta Crystallographica Section B, Structural Science, 35(2), 440-444 (1979)
Cinchonine catalyzed diastereo-and enantioselective Michael addition of a-lithiated phosphonates to nitroalkenes.
Rai V, et al.
Tetrahedron Asymmetry, 18(22), 2719-2726 (2007)
Jiabing Jiang et al.
Journal of chromatography. A, 1218(24), 3763-3770 (2011-05-11)
We designed and synthesized a cinchonine derivative to be used as a novel chiral monomer. It was employed in a dual role of functional monomer and cross-linking monomer, displaying multi-binding sites for the template (S)-ketoprofen. Monodisperse molecularly imprinted core-shell microspheres
Wei Chen et al.
Organic & biomolecular chemistry, 5(5), 816-821 (2007-02-23)
The C3-selective enantioselective Michael-type Friedel-Crafts alkylations of indoles with nonchelating alpha,beta-unsaturated alkyl ketones, catalysed by a chiral primary amine derived from natural cinchonine, were investigated. The reactions, in the presence of 30 mol% catalyst, were smoothly conducted at 0 to

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