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Merck
CN

T4577

Terodiline hydrochloride

≥98% (HPLC), solid

别名:

Bicor, N-(1,1-Dimethylethyl)-alpha-methyl-gamma-phenylbenzenepropamine hydrochloride

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关于此项目

经验公式（希尔记法）:
C20H27N·HCl
化学文摘社编号:
7082-21-5
分子量:
317.90
NACRES:
NA.77
PubChem Substance ID:
329826797
UNSPSC Code:
12352200
MDL number:
MFCD00941402

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产品名称

Terodiline hydrochloride, ≥98% (HPLC), solid

InChI key

RNGHAJVBYQPLAZ-UHFFFAOYSA-N

SMILES string

Cl.CC(CC(c1ccccc1)c2ccccc2)NC(C)(C)C

InChI

1S/C20H27N.ClH/c1-16(21-20(2,3)4)15-19(17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14,16,19,21H,15H2,1-4H3;1H

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

−20°C

Quality Level

100

Gene Information

human ... CACNA1A(773), CACNA1B(774), CACNA1C(775), CACNA1D(776), CACNA1E(777), CACNA1F(778), CACNA1G(8913), CACNA1H(8912), CACNA1I(8911), CACNA1S(779), CACNA2D1(781), CACNA2D2(9254), CACNA2D3(55799), CACNA2D4(93589), CACNB1(782), CACNB2(783), CACNB3(784), CACNB4(785), CACNG1(786), CACNG2(10369), CACNG3(10368), CACNG4(27092), CACNG5(27091), CACNG6(59285), CACNG7(59284), CACNG8(59283), CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Biochem/physiol Actions

Terodiline hydrochloride is a non-selective calcium channel antagonist with anticholinergic and vasodilatory activity.
Terodiline is known to increase corrected QT interval (QTc) and decrease resting heart rate in elderly patients. Furthermore, terodiline hydrochloride has been linked to cardiac arrhythmias1.

Features and Benefits

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Terodiline hydrochloride is soluble in DMSO at a concentration that is greater than 20 mg/ml.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2

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, Faceshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000062470
088K46042
088K46041
088K4604

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R Webster et al.
Xenobiotica; the fate of foreign compounds in biological systems, 31(8-9), 633-650 (2001-09-25)
1. Torsades de pointes (TDP) is a potentially fatal ventricular tachycardia associated with increases in QT interval and monophasic action potential duration (MAPD). TDP is a side-effect that has led to withdrawal of several drugs from the market (e.g. terfenadine
G A Ford et al.
British journal of clinical pharmacology, 50(1), 77-80 (2000-07-25)
Terodiline has concentration dependent QT prolonging effects and thus the potential for cardiotoxicity. Pharmacogenetic variation in terodiline metabolism could be responsible for cardiotoxicity. We sought to determine whether CYP2D6 (debrisoquine hydroxylase) or CYP2C19 (S-mephenytoin hydroxylase) status is a risk factor
Ruth L Martin et al.
Journal of cardiovascular pharmacology, 48(5), 199-206 (2006-11-18)
Terodiline and tolterodine are drugs used to treat urinary incontinence. Terodiline was removed from the market in 1991 for proarrhythmia, whereas tolterodine has a generally benign clinical cardiac profile. To assess differences in the electrophysiologic actions of these drugs, we
K Hartigan-Go et al.
Clinical pharmacology and therapeutics, 60(1), 89-98 (1996-07-01)
To study the cardiovascular and electrocardiographic (ECG) effects of the R(+)- and S(-)- enantiomers of terodiline. The racemic drug was previously used to treat detrusor instability but was withdrawn after it caused serious ventricular arrhythmias associated with prolongation of the
ChangJiang Xu et al.
PloS one, 7(8), e41694-e41694 (2012-08-24)
The investigation of associations between rare genetic variants and diseases or phenotypes has two goals. Firstly, the identification of which genes or genomic regions are associated, and secondly, discrimination of associated variants from background noise within each region. Over the
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