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T4577

Sigma-Aldrich

Terodiline hydrochloride

≥98% (HPLC), solid

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Synonym(s):
Bicor, N-(1,1-Dimethylethyl)-alpha-methyl-gamma-phenylbenzenepropamine hydrochloride
Empirical Formula (Hill Notation):
C20H27N·HCl
CAS Number:
7082-21-5
Molecular Weight:
317.90
MDL number:
MFCD00941402
PubChem Substance ID:
329826797

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

−20°C

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

InChI key

RNGHAJVBYQPLAZ-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

H302 - H319 - H400

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Premala Sureshkumar et al.
The Journal of urology, 170(1), 196-200 (2003-06-11)
We sought to determine the benefits and harms of interventions for children with daytime urinary incontinence. Trials of any interventions for children with primary daytime incontinence (the urge syndrome and/or dysfunctional voiding) were identified from the Cochrane Controlled Trials Register
D A Stewart et al.
European journal of clinical pharmacology, 42(6), 577-580 (1992-01-01)
Recent reports have suggested an association between terodiline hydrochloride and cardiac arrhythmias. We report 4 patients presenting over a six month period who developed polymorphic ventricular tachycardia (polymorphic VT) while receiving treatment with this agent. In each case there was
Sergio A Estay et al.
PloS one, 6(11), e27766-e27766 (2011-11-22)
Synchrony among populations has been attributed to three major hypotheses: dispersal, the Moran effect, and trophic-level interactions. Unfortunately, simultaneous testing of these hypotheses demands complete and detailed data, which are scarce for ecological systems. Hudson's Bay Company data on mink
Maya K Leabman et al.
Pharmacogenetics, 13(9), 581-584 (2003-09-16)
Renal excretion is the major pathway for elimination of many clinically used drugs and xenobiotics. We estimated the genetic component (rGC) contributing to variation in renal clearance for six compounds (amoxicillin, ampicillin, metformin, terodiline, digoxin and iohexol) using Repeated Drug
S E Jones et al.
European journal of pharmacology, 370(3), 319-327 (1999-05-20)
The antispasmodic agent terodiline has cardiotoxic effects that include QT lengthening. To determine whether inhibition of inwardly-rectifying K+ current (I(K1)) might be a factor in the cardiotoxicity, we measured I(K1) in guinea pig ventricular myocytes. Terodiline reduced outward I(K1) with
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