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Merck
CN

27370

Sigma-Aldrich

辛可宁

crystallized, ≥98.0% (NT)

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别名:
NSC 6176
经验公式(希尔记法):
C19H22N2O
CAS号:
分子量:
294.39
Beilstein:
89689
EC 号:
MDL编号:
UNSPSC代码:
12352104
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥98.0% (NT)

形式

powder

旋光性

[α]20/D +225±5°, c = 0.5% in ethanol

质量

crystallized

杂质

~15% dihydrocinchonine (HPLC)

mp

260-263 °C

SMILES字符串

O[C@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)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 key

KMPWYEUPVWOPIM-QAMTZSDWSA-N

基因信息

human ... CYP2D6(1565)

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一般描述

Cinchonine is a cinchona alkaloid generally found in the bark of Cinchona officinalis plants. It is a pseudoenantiomer that is commonly employed in malaria therapy. Cinchonine is also used as an organocatalyst in many asymmetric reactions.

应用

Cinchonine can be used:
  • As a substrate in the study of supercritical fluid chromatography (SFC) parameters in pharmaceutical analysis.
  • To prepare possible butyrylcholinesterase inhibitors.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Skin Sens. 1A

WGK

WGK 1

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Anita Bosak et al.
PloS one, 13(10), e0205193-e0205193 (2018-10-06)
This paper describes the synthesis and anticholinesterase potency of Cinchona-based alkaloids; ten quaternary derivatives of cinchonines and their corresponding pseudo-enantiomeric cinchonidines. The quaternization of quinuclidine moiety of each compound was carried out with groups diverse in their size: methyl, benzyl
Chemistry and biology of Cinchona alkaloids
Kacprzak K
Natural Products, 605-641 (2013)
Vibrational analysis of cinchona alkaloids in the solid state and aqueous solutions
Roman M, et al.
Journal of Raman Spectroscopy, 46(11), 1041-1052 (2015)
Gold nanoparticles decorated with a cinchonine organocatalyst: application in the asymmetric alpha-amination of beta-ketoesters
Santacruz L, et al.
New. J. Chem., 38(2), 636-640 (2014)
Chensong Pan et al.
Journal of the American Society for Mass Spectrometry, 16(2), 263-270 (2005-02-08)
A method with carbon nanotubes functioning both as the adsorbent of solid-phase extraction (SPE) and the matrix for matrix assisted laser desorption/ionization mass spectrometry (MALDI-MS) to analyze small molecules in solution has been developed. In this method, 10 microL suspensions

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