Tolterodine tartrate

Names

[ Name ]:
Tolterodine tartrate

[Synonym ]:
(R)-2-(3-(DIISOPROPYLAMINO)-1-PHENYLPROPYL)-4-METHYLPHENOL 2,3-DIHYDROXYSUCCINATE
(R)-2-(3-DIISOPROPYLAMINO-1-PHENYL-PROPYL)-4-METHYL-PHENOL L-TARTRATE
2-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]-4-methylphenol 2,3-dihydroxybutanedioate (1:1)
MFCD07771985
(R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-methylphenol (2R,3R)-2,3-dihydroxysuccinate
(+/-)-TOLTERODINE-D14 TARTRATE
TOLTERODINE
(+)-R)-2-{ALPHA-[2-(DIISOPROPYLAMINO)ETHYL]BENZYL}-P-CRESOL TARTRATE
(+)-R)-2-{A-[2-(DIISOPROPYLAMINO)ETHYL]BENZYL}-P-CRESOL TARTRATE
RIFABUTENE
Tolterodine L-Tartrate
TOLERODINE TARTRATE
Tolterodine tartrate
Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-, compd. with 2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol (1:1)
TOLTERODINE TARTRATE, CERTIFIED REFERENCE MATERIAL
(2R,3R)-2,3-Dihydroxysuccinic acid - 2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenol (1:1)
(R)-2-(3-Diisopropylamino-1-phenyl-propyl)-p-cresol L-tartrate
Tolterodine (Tartrate)

Biological Activity

[Description]:

Tolterodine Tartrate(PNU-200583E; Kabi-2234) 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]:
1.003 g/cm3

[ Boiling Point ]:
442.2ºC at 760 mmHg

[ Melting Point ]:
205-210ºC

[ Molecular Formula ]:
C₂₆H₃₇NO₇

[ Molecular Weight ]:
475.574

[ Flash Point ]:
192.1ºC

[ Exact Mass ]:
475.256989

[ PSA ]:
138.53000

[ LogP ]:
3.21880

[ Vapour Pressure ]:
1.97E-08mmHg at 25°C

[ Storage condition ]:
Store at +4°C

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H361

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P280

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S36/37

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2922299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922299090

[ Summary ]:
2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%