Tolterodine-L-tartrate

Names

[ Name ]:
Tolterodine-L-tartrate

[Synonym ]:
MFCD07771985
(+)-Tolterodine
2-[(1R)-3-(Diisopropylamino)-1-phenylpropyl]-4-methylphenol
(R)-2-[3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol
(R)-Tolterodine
tolterodine
Detrol
Tolterodine L-tartrate
Detrusitol
Phenol, 2-((1R)-3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methyl-
TOLTERODINE TARTRATE
(+)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine
(+)-(R)-2-[a-[2-(Diisopropylamino)ethyl]benzyl]-p-cresol
Phenol, 2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-methyl-

Biological Activity

[Description]:

Tolterodine(PNU-200583) is a potent muscarinic receptor antagonists that show selectivity for the urinary bladder over salivary glands in vivo. IC50 Value:Target: mAChRin vitro: Carbachol-induced contractions of isolated guinea pig bladder were effectively inhibited by tolterodine (IC50 14 nM) and 5-HM (IC50 5.7 nM). The IC50 values were in the microM range and the antimuscarinic potency of tolterodine was 27, 200 and 370-485 times higher, respectively, than its potency in blocking histamine receptors, alpha-adrenoceptors and calcium channels. The active metabolite, 5-HM, was >900 times less potent at these sites than at bladder muscarinic receptors [1].in vivo: Tolterodine was extensively metabolized in vivo [2]. In the passive-avoidance test, tolterodine at 1 or 3 mg/kg had no effect on memory; the latency to cross and percentage of animals crossing were comparable to controls. In contrast, scopolamine induced a memory deficit; the latency to cross was decreased, and the number of animals crossing was increased [3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mAChR

Signaling Pathways >> Neuronal Signaling >> mAChR

Research Areas >> Neurological Disease

[References]

[1]. Nilvebrant L. Tolterodine and its active 5-hydroxymethyl metabolite: pure muscarinic receptor antagonists. Pharmacol Toxicol. 2002 May;90(5):260-7.

[2]. Andersson SH, et al. Biotransformation of tolterodine, a new muscarinic receptor antagonist, in mice, rats, and dogs. Drug Metab Dispos. 1998 Jun;26(6):528-35.

[3]. Cappon GD, et al. Tolterodine does not affect memory assessed by passive-avoidance response test in mice. Eur J Pharmacol. 2008 Jan 28;579(1-3):225-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
442.2±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₃₁NO

[ Molecular Weight ]:
325.488

[ Flash Point ]:
192.1±27.4 °C

[ Exact Mass ]:
325.240570

[ PSA ]:
23.47000

[ LogP ]:
5.77

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.548

[ Storage condition ]:
-20°C Freezer

Safety Information

[ Hazard Codes ]:
Xn,Xi

[ Risk Phrases ]:
R22:Harmful if swallowed.

[ Safety Phrases ]:
S36/37/39

[ RIDADR ]:
1987

[ WGK Germany ]:
2

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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