200801-70-3

200801-70-3 structure
200801-70-3 structure
  • Name: (Rac)-5-Hydroxymethyl Tolterodine
  • Chemical Name: 2-[3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenol
  • CAS Number: 200801-70-3
  • Molecular Formula: C22H31NO2
  • Molecular Weight: 341.49
  • Catalog: Signaling Pathways GPCR/G Protein mAChR
  • Create Date: 2018-06-03 08:00:00
  • Modify Date: 2024-01-06 14:39:13
  • (Rac)-5-Hydroxymethyl Tolterodine ((Rac)-Desfesoterodine), an active metabolite of Tolterodine, is a mAChR antagonist (Ki values of 2.3 nM, 2 nM, 2.5 nM, 2.8 nM, and 2.9 nM for M1, M2, M3, M4, and M5 receptors, respectively). (Rac)-5-Hydroxymethyl Tolterodine can be used for overactive bladder research[1].

Name 2-[3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenol
Synonyms Benzenemethanol, 3-[3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxy-
N,N-diisopropyl-3-(2-hydroxy-5-hydroxymethylphenyl)-3-phenylpropylamine
RS-N,N-diisopropyl-3-(2-hydroxy-5-(hydroxymethyl)phenyl)-3-phenylpropylamine
2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol
2-[3-(Diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol
rac 5-Hydroxymethyl Tolterodine
feso deacyl raceme
(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol
3-[3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol
Fesoterodine fumarate Intermediate 1
Description (Rac)-5-Hydroxymethyl Tolterodine ((Rac)-Desfesoterodine), an active metabolite of Tolterodine, is a mAChR antagonist (Ki values of 2.3 nM, 2 nM, 2.5 nM, 2.8 nM, and 2.9 nM for M1, M2, M3, M4, and M5 receptors, respectively). (Rac)-5-Hydroxymethyl Tolterodine can be used for overactive bladder research[1].
Related Catalog
Target

Ki: M1 (2.3 nM), M2 (2 nM), M3 (2.5 nM), M4 (2.8 nM), and M5 (2.9 nM)[1]

In Vitro In vitro, (Rac)-5-Hydroxymethyl Tolterodine (PNU-200577) produces a competitive and concentration-dependent inhibition of carbachol-induced contraction of guinea-pig isolated urinary bladder strips (KB of 0.84 nM; pA2 of 9.14)[2].
In Vivo (Rac)-5-Hydroxymethyl Tolterodine (5-HMT; 0.88 μmol/kg; i.v.) treatment shows the binding activity of (Rac)-5-Hydroxymethyl Tolterodine to muscarinic receptors is significantly observed in all tissues, except cerebral cortex, with a longer duration in bladder[3].
References

[1]. L Nilvebrant, et al. Antimuscarinic potency and bladder selectivity of PNU-200577, a major metabolite of tolterodine. Pharmacol Toxicol. 1997 Oct;81(4):169-72.

[2]. B Malhotra, et al. The design and development of fesoterodine as a prodrug of 5-hydroxymethyl tolterodine (5-HMT), the active metabolite of tolterodine. Curr Med Chem. 2009;16(33):4481-9.

[3]. Shizuo Yamada, et al. Muscarinic receptor binding of fesoterodine, 5-hydroxymethyl tolterodine, and tolterodine in rat tissues after the oral, intravenous, or intravesical administration. J Pharmacol Sci. 2019 May;140(1):73-78.

Density 1.1±0.1 g/cm3
Boiling Point 490.7±45.0 °C at 760 mmHg
Molecular Formula C22H31NO2
Molecular Weight 341.49
Flash Point 233.2±27.4 °C
Exact Mass 341.235474
PSA 43.70000
LogP 4.12
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.563
Hazard Codes Xi
HS Code 2922509090
HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%