Skip to Content
Merck
CN

359343

Hydroquinidine

95%

Synonym(s):

(9S)-10,11-Dihydro-6′-methoxycinchonan-9-ol, Dihydroquinidine

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C20H26N2O2
CAS Number:
1435-55-8
Molecular Weight:
326.43
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24862070
EC Number:
215-862-5
Beilstein/REAXYS Number:
91441
MDL number:
MFCD00135599

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Hydroquinidine, 95%

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

100

Gene Information

human ... CYP2D6(1565)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

General description

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

wgk

WGK 3

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCR4533
MKCJ6223
MKBR2658V
MKBJ3519V
MKBG3366V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids.
Nakamura S, et al.
Journal of the American Chemical Society, 131(51), 18240-18241 (2009)
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)
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)
Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids
Nakamura, S, et al.
Journal of the American Chemical Society, 131, 18240-18241 (2009)
View All Related Papers

Articles

LC-MS Analysis of Serum for a Wide Analyte Range Using a Novel HLB SPE Phase

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service