Terodiline hydrochloride

Names

[ Name ]:
Terodiline hydrochloride

[Synonym ]:
Propylamine,N-tert-butyl-1-methyl-3,3-diphenyl-,hydrochloride
N-tert-Butyl-1-methyl-3,3-diphenylpropylamine hydrochloride
TERODILINE HYDROCHLORIDE
Bicor
N-t-Butyl-1-methyl-3,3-diphenylpropylamine hydrochloride
Terodiline chloride
TD-758
Terodiline HCl

Biological Activity

[Description]:

Terodiline hydrochloride is an M1-selective muscarinic receptor (mAChR) antagonist with Kbs of 15, 160, 280, and 198 nM in rabbit vas deferens (M1), atria (M2), bladder (M3) and ileal muscle (M3), respectively. Terodiline hydrochloride also is a Ca2+ blocker. Terodiline hydrochloride acts as a treatment for urinary frequency and urge incontinence[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Neurological Disease

[Target]

mAChR[1] Ca2+ channel[1]

[In Vivo]

Terodiline (80 mg/kg; S.C.) is equipotent in inhibiting intravesical bladder pressure and carbachol-induced salivary secretion (ID50= 24 and 35 mg/kg, respectively), and in increasing pupil diameter (ED50=59 mg/kg)[1]. Animal Model: Fmale or male Hartley guinea pigs (200-600 g)[1] Dosage: 80 mg/kg Administration: Administered S.C. Result: Yielded an ID50 of 24±6 mg/kg. Higher doses were Iethal.

[References]

[1]. Noronha-Blob L, et al. (+/-)-Terodiline: an M1-selective muscarinic receptor antagonist. In vivo effects at muscarinic receptors mediating urinary bladder contraction, mydriasis and salivary secretion. Eur J Pharmacol. 1991 Aug 29;201(2-3):135-42.

Chemical & Physical Properties

[ Boiling Point ]:
390.9ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₂₈ClN

[ Molecular Weight ]:
317.89600

[ Flash Point ]:
168.9ºC

[ Exact Mass ]:
317.19100

[ PSA ]:
12.03000

[ LogP ]:
6.17810

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H319-H400

[ Precautionary Statements ]:
P273-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
22-36-50

[ RIDADR ]:
UN 3077 9/PG 3

[ RTECS ]:
UH9970000

Articles

Action potentials, contraction, and membrane currents in guinea pig ventricular preparations treated with the antispasmodic agent terodiline.

J. Pharmacol. Exp. Ther. 290(3) , 1417-26, (1999)

Terodiline was widely prescribed for urinary incontinence before reports of adverse cardiac effects that included bradycardia, QT lengthening, and ventricular tachyarrhythmia. The present study on gui...

Comparison of the effects of NS-21 and terodiline on the QTc interval in dogs.

Gen. Pharmacol. 30(1) , 137-42, (1998)

1. NS-21 [(+/-)-4-diethylamino-1,1-dimethylbut-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate monohydrochloride monohydrate], its active metabolite, RCC-36, and terodiline, are mixed anticholinergic...

CYP2D6 and CYP2C19 genotypes of patients with terodiline cardiotoxicity identified through the yellow card system.

Br. J. Clin. Pharmacol. 50(1) , 77-80, (2000)

Terodiline has concentration dependent QT prolonging effects and thus the potential for cardiotoxicity. Pharmacogenetic variation in terodiline metabolism could be responsible for cardiotoxicity. We s...