Terodiline

Terodiline is a drug used in urology as an antispasmodic.

Terodiline
Clinical data
ATC code
Identifiers
IUPAC name
  • N-tert-butyl-4,4-di(phenyl)butan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H27N
Molar mass281.443 g·mol−1
3D model (JSmol)
SMILES
  • c1ccccc1C(c2ccccc2)CC(NC(C)(C)C)C
InChI
  • InChI=1S/C20H27N/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 Y
  • Key:UISARWKNNNHPGI-UHFFFAOYSA-N Y
  (verify)

It relaxes the smooth muscle and used to reduce bladder tone in treatment of urinary frequency and incontinence. Muscle relaxation caused by terodiline, is probably due to its anticholinergic and calcium antagonist activity.

However, it also blocks IKr (Kv11.1) channels (see hERG gene) so can pose a risk for torsades de pointes. This cardiotoxicity is concentration dependent.[1]

References
  1. Thomas SH, Higham PD, Hartigan-Go K, Kamali F, Wood P, Campbell RW, Ford GA (1995). "Concentration dependent cardiotoxicity of terodiline in patients treated for urinary incontinence". Br Heart J. 74 (1): 53–6. doi:10.1136/hrt.74.1.53. PMC 483946. PMID 7662454.


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