359343
氢化奎尼定
95%
别名:
双氢奎尼丁
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关于此项目
经验公式（希尔记法）:
C20H26N2O2
化学文摘社编号:
分子量:
326.43
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
215-862-5
Beilstein/REAXYS Number:
91441
MDL number:
InChI key
LJOQGZACKSYWCH-LHHVKLHASA-N
InChI
1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
SMILES string
CC[C@H]1CN2CCC1CC2[C@@H](O)c3ccnc4ccc(OC)cc34
assay
95%
optical activity
[α]25/D +226°, c = 2 in ethanol
mp
169-170 °C (lit.)
functional group
hydroxyl
Quality Level
Gene Information
human ... CYP2D6(1565)
General description
Hydroquinidine, a cinchona alkaloid, is a structural analog of quinidine. It shows antiarrhythmic effect.
Application
Hydroquinidine can be used as a chiral catalyst to prepare:
- Enantioselective axially chiral phosphamides by N-allylic alkylation reaction between Morita-Baylis-Hillamn (MBH) carbonate and phosphamides.
- Enantioselective α-amino phosphonates by hydrophosphonylation of N-aryl ketimines.
- Enantioselective α-hydrazino esters by α-hydrazination of 3-oxoindolines using azodicarboxylate via aza-Michael reaction.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Comparison of serum hydroquinidine determination by fluorescence polarization immunoassay and liquid chromatography.
Tod M, et al.
Journal of Pharmaceutical and Biomedical Analysis, 8(3), 279-282 (1990)
Asymmetric Synthesis of Axially Chiral Phosphamides via Atroposelective N-Allylic Alkylation
Yang GH et al.
ACS Catalysis, 10, 2324-2333 (2020)
Relationships between heart rate variability and antiarrhythmic effects of hydroquinidine.
Brembilla-Perrot B and Jacquemin L
Cardiovascular Drugs and Therapy, 11(3), 493-498 (1997)
Organocatalytic enantioselective amination of 2-substituted indolin-3-ones: A strategy for the synthesis of chiral $\alpha$-hydrazino esters
Yarlagadda S, et al.
Organic Letters, 19, 170-173 (2017)
Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids.
Nakamura S, et al.
Journal of the American Chemical Society, 131(51), 18240-18241 (2009)
商品
Analysis of 20 pharmaceutical compounds in calf serum using Supel™ Swift HLB SPE cartridge for cleanup and LC-MS determination and another commercially available HLB cartridge for comparison.
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