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Key Documents

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安全信息

Q3625

Sigma-Aldrich

奎尼丁

sodium channel blocker

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About This Item

经验公式（希尔记法）:
C20H24N2O2
CAS号:
56-54-2
分子量:
324.42
Beilstein:
91866
EC 号:
200-279-0
MDL编号:
MFCD00135581
UNSPSC代码:
12352200
PubChem化学物质编号:
24899331
NACRES:
NA.77

product name

奎尼丁, anhydrous

等级

anhydrous

杂质

≤20% Dihydroquinidine (according to USP specifications., actual content given on label)

mp

168-172 °C (lit.)

创始人

Bayer

SMILES字符串

COc1ccc2nccc([C@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1

InChI

1S/C20H24N2O2/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/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1

InChI key

LOUPRKONTZGTKE-LHHVKLHASA-N

基因信息

human ... ABCB1(5243) , CYP2D6(1565) , CYP3A4(1576) , KCNH1(3756) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)
mouse ... Abcb1a(18671) , Abcb1b(18669)
rat ... Cyp2d1(266684) , Cyp2d2(25053) , Cyp2d3(24303) , Cyp2d4v1(171522)

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应用

Quinidine has been used:
  • as an inhibitor of cytochrome P450 enzyme isoform CYP2D6
  • as a potassium (K+) channel blocker in microglia
  • to test its effect on electrophysiological behaviour of human induced pluripotent stem cells (hiPSC) cardiomyocytes

生化/生理作用

Quinidine, an isomer of quinine has potential side effects like proarrhythmia on usage. It prolongs cardiac potential and is sodium channel blocker. It is a potential antagonist for α1-adrenoceptors and contributes to hypotension. It inhibits cytochrome P450 2D6 and improves circulation and brain penetration of dementia drug, dextromethorphan. Quinidine-dextromethorphan combination may be useful in treating pseudobulbar affect (PBA).
IA 类抗心律失常药；钾通道阻断剂。

特点和优势

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301,H317

危险分类

Acute Tox. 3 Oral - Skin Sens. 1

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

监管及禁止进口产品

分析证书(COA)

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Yang Zheng et al.
The Journal of pharmacology and experimental therapeutics (2022-12-03)
The cardiac sodium channel Nav1.5 is a key contributor to the cardiac action potential and dysregulations in Nav1.5 can lead to cardiac arrhythmias. Nav1.5 is a target of numerous antiarrhythmic drugs (AADs). Previous studies identified the protein 14-3-3 as a
Danny Jans et al.
Journal of pharmacological and toxicological methods, 87, 48-52 (2017-05-28)
Drug-induced cardiotoxicity poses a negative impact on public health and drug development. Cardiac safety pharmacology issues urged for the preclinical assessment of drug-induced ventricular arrhythmia leading to the design of several in vitro electrophysiological screening assays. In general, patch clamp
Microglial ramification, surveillance, and interleukin-1beta release are regulated by the two-pore domain K+ channel THIK-1
Madry C, et al.
Neuron, 97(2), 299-312 (2018)
Pharmacological treatments for alleviating agitation in dementia: a systematic review and network meta-analysis
Kongpakwattana K, et al.
British Journal of Clinical Pharmacology, 84(7), 1445-1456 (2018)
Dextromethorphan/quinidine: a review of its use in adults with pseudobulbar affect
Yang LPH and Deeks ED
Drugs, 75(1), 83-90 (2015)
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