27370
辛可宁
crystallized, ≥98.0% (NT)
别名:
NSC 6176
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关于此项目
经验公式（希尔记法）:
C19H22N2O
化学文摘社编号:
分子量:
294.39
EC Number:
204-234-6
Beilstein/REAXYS Number:
89689
UNSPSC Code:
12352104
NACRES:
NA.22
PubChem Substance ID:
MDL number:
InChI key
KMPWYEUPVWOPIM-QAMTZSDWSA-N
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
SMILES string
O[C@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)c3ccnc4ccccc34
assay
≥98.0% (NT)
form
powder
optical activity
[α]20/D +225±5°, c = 0.5% in ethanol
quality
crystallized
impurities
~15% dihydrocinchonine (HPLC)
mp
260-263 °C
functional group
hydroxyl
Quality Level
Gene Information
human ... CYP2D6(1565)
General description
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.
Application
Cinchonine can be used:
- As a substrate in the study of supercritical fluid chromatography (SFC) parameters in pharmaceutical analysis.
- To prepare possible butyrylcholinesterase inhibitors.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1A
存储类别
11 - Combustible Solids
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
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)
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)
Screening study of SFC critical method parameters for the determination of pharmaceutical compounds.
Amandine Dispas et al.
Journal of pharmaceutical and biomedical analysis, 125, 339-354 (2016-04-23)
Nowadays, supercritical fluid chromatography is commonly presented as a promising alternative technique in the field of separation sciences. Nevertheless the selection of chromatographic conditions and sample preparation of pharmaceutical compounds remain a challenge and peak distortion was previously highlighted. The
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