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Merck
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重要文件

359343

Sigma-Aldrich

氢化奎尼定

95%

同義詞:

双氢奎尼丁

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About This Item

經驗公式(希爾表示法):
C20H26N2O2
CAS號碼:
分子量::
326.43
Beilstein:
91441
EC號碼:
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

95%

光學活性

[α]25/D +226°, c = 2 in ethanol

mp

169-170 °C (lit.)

官能基

hydroxyl

SMILES 字串

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 密鑰

LJOQGZACKSYWCH-LHHVKLHASA-N

基因資訊

human ... CYP2D6(1565)

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一般說明

Hydroquinidine, a cinchona alkaloid, is a structural analog of quinidine. It shows antiarrhythmic effect.

應用

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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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分析證明 (COA)

Lot/Batch Number

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存取文件庫

Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids.
Nakamura S, et al.
Journal of the American Chemical Society, 131(51), 18240-18241 (2009)
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)
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)
Romain Mercier et al.
Cell, 152(5), 997-1007 (2013-03-05)
The peptidoglycan cell wall is a hallmark of the bacterial subkingdom. Surprisingly, many modern bacteria retain the ability to switch into a wall-free state called the L-form. L-form proliferation is remarkable in being independent of the normally essential FtsZ-based division

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