5-hydroxymethyl Tolterodine (PNU 200577, 5-HMT, 5-HM)
5-hydroxymethyl Tolterodine (PNU 200577, 5-HMT, 5-HM) structure
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Common Name | 5-hydroxymethyl Tolterodine (PNU 200577, 5-HMT, 5-HM) | ||
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| CAS Number | 207679-81-0 | Molecular Weight | 341.487 | |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 490.7±45.0 °C at 760 mmHg | |
| Molecular Formula | C22H31NO2 | Melting Point | 68-72°C | |
| MSDS | N/A | Flash Point | 233.2±27.4 °C | |
Use of 5-hydroxymethyl Tolterodine (PNU 200577, 5-HMT, 5-HM)(R)-5-Hydroxymethyl Tolterodine(PNU-200577; Desfesoterodine) is a potent and selective muscarinic receptor antagonist with a Kb and a pA2 of 0.84 nM and 9.14, respectively. IC50 value: 0.84 nM (Kb)Target: mAChR(R)-5-Hydroxymethyl Tolterodine is a major pharmacologically active metabolite of tolterodine. In vitro, (R)-5-Hydroxymethyl Tolterodine prevented carbachol-induced contraction of guinea-pig isolated urinary bladder strips in a competitive and concentration-dependent manner. In vivo, (R)-5-Hydroxymethyl Tolterodine was significantly more potent at suppressing acetylcholine-induced urinary bladder contraction than electrically induced salivation in the anaesthetised cat (ID50=15 and 40 nmol/kg, respectively). In radioligand binding studies carried out in homogenates of guinea-pig tissues and Chinese hamster ovary cell lines expressing human muscarinic m1-m5 receptors, (R)-5-Hydroxymethyl Tolterodine was not selective for any muscarinic receptor subtype. Thus, (R)-5-Hydroxymethyl Tolterodine is similar to tolterodine in terms of antimuscarinic potency, functional selectivity for the urinary bladder in vivo and absence of selectivity for muscarinic receptor subtypes in vitro. The results of this study clearly indicate that (R)-5-Hydroxymethyl Tolterodine contributes to the therapeutic action of tolterodine, in view of its high antimuscarinic potency, similar serum concentration and lower degree of protein binding. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | 5-hydroxymethyl Tolterodine |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | (R)-5-Hydroxymethyl Tolterodine(PNU-200577; Desfesoterodine) is a potent and selective muscarinic receptor antagonist with a Kb and a pA2 of 0.84 nM and 9.14, respectively. IC50 value: 0.84 nM (Kb)Target: mAChR(R)-5-Hydroxymethyl Tolterodine is a major pharmacologically active metabolite of tolterodine. In vitro, (R)-5-Hydroxymethyl Tolterodine prevented carbachol-induced contraction of guinea-pig isolated urinary bladder strips in a competitive and concentration-dependent manner. In vivo, (R)-5-Hydroxymethyl Tolterodine was significantly more potent at suppressing acetylcholine-induced urinary bladder contraction than electrically induced salivation in the anaesthetised cat (ID50=15 and 40 nmol/kg, respectively). In radioligand binding studies carried out in homogenates of guinea-pig tissues and Chinese hamster ovary cell lines expressing human muscarinic m1-m5 receptors, (R)-5-Hydroxymethyl Tolterodine was not selective for any muscarinic receptor subtype. Thus, (R)-5-Hydroxymethyl Tolterodine is similar to tolterodine in terms of antimuscarinic potency, functional selectivity for the urinary bladder in vivo and absence of selectivity for muscarinic receptor subtypes in vitro. The results of this study clearly indicate that (R)-5-Hydroxymethyl Tolterodine contributes to the therapeutic action of tolterodine, in view of its high antimuscarinic potency, similar serum concentration and lower degree of protein binding. |
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| Related Catalog | |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 490.7±45.0 °C at 760 mmHg |
| Melting Point | 68-72°C |
| Molecular Formula | C22H31NO2 |
| Molecular Weight | 341.487 |
| 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 |
| InChIKey | DUXZAXCGJSBGDW-HXUWFJFHSA-N |
| SMILES | CC(C)N(CCC(c1ccccc1)c1cc(CO)ccc1O)C(C)C |
| Storage condition | -20?C Freezer |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| HS Code | 2922509090 |
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This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
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| DownStream 3 | |
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CAS#:380636-50-0This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| 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% |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| (R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-(hydroxymethyl)phenol |
| 2-[(1R)-3-(Diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol |
| (R)-5-Hydroxymethyl tolterodine |
| 5-hydroxymethyl tolterodine (PNU 200577) |
| (R)-HYDROXYTOLTERODINE-D14 |
| (R)-5-HYDROXYTOLTERODINE |
| R-(+)-2(3-DIISOPROPYLAMINO-1-PHENYLPROPYL)-4-HYDROXYMETHYLPHENOL |
| R-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol |
| R-5-Hydroxymethyl Tolterodine |
| 3-[(1R)-3-[Bis(1-Methylethyl)Amino]-1-Phenylpropyl]-4-Hydroxy-Benzenemethanol |
| Desfesoterodine |
| 3-[(1R)-3-[BIS(1-METHYLETHYL)AMINO]-1-PHENYLPROPYL]-4-HYDROXYBENZENEMETHANOL |
| Fesoterodine fumarate Intermediate 2 |
| Fesoterodine Impurity 1 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the polar surface area (PSA) of 5-hydroxymethyl Tolterodine? |
| A: Polar surface area (PSA) of 5-hydroxymethyl Tolterodine is 43.70000. |
| Q: What is the boiling point of 5-hydroxymethyl Tolterodine? |
| A: Boiling point of 5-hydroxymethyl Tolterodine is 490.7±45.0 °C at 760 mmHg. |
| Q: What is the English name of 5-hydroxymethyl Tolterodine? |
| A: The English name of 5-hydroxymethyl Tolterodine is 5-hydroxymethyl Tolterodine. |
| Q: What are the upstream materials of 5-hydroxymethyl Tolterodine? |
| A: Related upstream materials(CAS) of 5-hydroxymethyl Tolterodine: 156755-37-2;1294517-15-9;108-18-9;1333234-72-2;200801-70-3;214601-12-4;99-76-3. |
| Q: What is the InChIKey of 5-hydroxymethyl Tolterodine? |
| A: InChIKey of 5-hydroxymethyl Tolterodine is DUXZAXCGJSBGDW-HXUWFJFHSA-N. |
| Q: What is the molecular formula of 5-hydroxymethyl Tolterodine? |
| A: Molecular formula of 5-hydroxymethyl Tolterodine is C22H31NO2. |
| Q: What is the CAS number of 5-hydroxymethyl Tolterodine? |
| A: CAS number of 5-hydroxymethyl Tolterodine is 207679-81-0. |
| Q: What is the molecular weight of 5-hydroxymethyl Tolterodine? |
| A: Molecular weight of 5-hydroxymethyl Tolterodine is 341.487. |
| Q: What is the SMILES notation of 5-hydroxymethyl Tolterodine? |
| A: SMILES notation of 5-hydroxymethyl Tolterodine is CC(C)N(CCC(c1ccccc1)c1cc(CO)ccc1O)C(C)C. |
| Q: What is the melting point of 5-hydroxymethyl Tolterodine? |
| A: Melting point of 5-hydroxymethyl Tolterodine is 68-72°C. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |