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质量水平
方案
95%
旋光性
[α]25/D +226°, c = 2 in ethanol
mp
169-170 °C (lit.)
官能团
hydroxyl
SMILES字符串
CC[C@H]1CN2CCC1CC2[C@@H](O)c3ccnc4ccc(OC)cc34
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
InChI key
LJOQGZACKSYWCH-LHHVKLHASA-N
基因信息
human ... CYP2D6(1565)
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一般描述
Hydroquinidine, a cinchona alkaloid, is a structural analog of quinidine. It shows antiarrhythmic effect.
应用
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.
警示用语：
Warning
危险声明
危险分类
Acute Tox. 4 Oral
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids.
Nakamura S, et al.
Journal of the American Chemical Society, 131(51), 18240-18241 (2009)
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)
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)
Asymmetric Synthesis of Axially Chiral Phosphamides via Atroposelective N-Allylic Alkylation
Yang GH et al.
ACS Catalysis, 10, 2324-2333 (2020)
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)
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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