Name | 2-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol |
Synonyms | PNU-200577 PNU 200577 Desfesoterodine (R)-5-HydroxyMethyl Tolterodine (R)-5-Hydroxymethyl tolterodine 5-hydroxyMethyl tolterodine (PNU 200577) R-(+)-2(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol R-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol 2-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol (R)-2-(3-(diisopropylaMino)-1-phenylpropyl)-4-(hydroxyMethyl)phenol (5-HMT) 3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol 3-[(1R)-3-[Bis(1-Methylethyl)Amino]-1-Phenylpropyl]-4-Hydroxy-Benzenemethanol |
CAS | 207679-81-0 |
InChI | InChI=1/C22H31NO2/c1-16(2)23(17(3)4)13-12-20(19-8-6-5-7-9-19)21-14-18(15-24)10-11-22(21)25/h5-11,14,16-17,20,24-25H,12-13,15H2,1-4H3/t20-/m1/s1 |
Molecular Formula | C22H31NO2 |
Molar Mass | 341.49 |
Density | 1.060±0.06 g/cm3(Predicted) |
Melting Point | 68-72°C |
Boling Point | 490.7±45.0 °C(Predicted) |
Flash Point | 233.165°C |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 0mmHg at 25°C |
Appearance | Solid |
Color | Off-White to Pale Yellow |
pKa | 9.61±0.48(Predicted) |
Storage Condition | -20°C Freezer |
Refractive Index | 1.563 |
In vitro study | 5-hydroxymethyl tolterodine is a major pharmacologically active metabolite of tolterodine. 5-hydroxymethyl tolterodine competitively inhibits carbacol-induced contraction of isolated guinea pig bladder strips with concentration-dependent characteristics. 5-hydroxymethyl tolterodine antagonized the muscarinic receptor with a pA 2 value of 9.1. 5-hydroxymethyl tolterodine can inhibit (-) 5-hydroxymethyl tolterodine in guinea pig bladder, parotid gland, heart and cerebral cortex homogenates with pharmacological properties similar to that of tolterodine. Intravenous injection of 5-hydroxymethyl tolterodine inhibits bladder volume-induced bladder contraction, which is representative of micturition pressure, in a dose-dependent manner. |
In vivo study | 5-hydroxymethyl tolterodine inhibited acetylcholine-induced bladder contraction in anesthetized cats more effectively than electrical stimulation-induced salivation with ID50 of 15 and 40 nmol/kg, respectively. 5-hydroxymethyl tolterodine is three times more effective in the bladder than in the salivary glands. |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 2.928 ml | 14.642 ml | 29.283 ml |
5 mM | 0.586 ml | 2.928 ml | 5.857 ml |
10 mM | 0.293 ml | 1.464 ml | 2.928 ml |
5 mM | 0.059 ml | 0.293 ml | 0.586 ml |