CAS 32672-69-8|Mesoridazine besylate
| Common Name | Mesoridazine besylate | ||
|---|---|---|---|
| CAS Number | 32672-69-8 | Molecular Weight | 544.74900 |
| Density | / | Boiling Point | 570.5ºC at 760mmHg |
| Molecular Formula | C27H32N2O4S3 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 298.9ºC |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | mesoridazine besylate |
|---|---|
| Synonym | More Synonyms |
Mesoridazine besylate BiologicalActivity
| Description | Mesoridazine (TPS-23) benzenesulfonate, a metabolite of Thioridazine (HY-B0965A), acts as an orally active phenothiazine antipsychotic agent. Mesoridazine benzenesulfonate is a potent and rapid open-channel blocker of human ether-a-go-go related gene (hERG) channels and blocks hERG currents with an IC50 of 550 nM (at 0 mV) in human embryonic kidney 293 cells[1].Mesoridazine benzenesulfonate can be used for the research of schizophrenia, as well as certain other psychiatric disorders[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel |
| In Vitro | Mesoridazine blocks human ether-a-go-go-related gene (HERG) currents in a concentration-dependent manner (IC50 = 550 nM at 0 mV), block increased significantly over the voltage range where HERG activates and saturates at voltages eliciting maximal HERG channel activation[1]. Mesoridazine (15 mM; 24 h) shows total absorption of 15.94 ± 4.04% and 39.24 ± 5.11% in nude mouse and pig skin, respectively[3]. |
| In Vivo | Mesoridazine (15 mM; topical administration; once or daily for 7 consecutive days) displays potent activity and a long period of analgesia at blocking cutaneous pain[3]. Mesoridazine (15 mM) shows intradermal concentration of 0.34 0.74 nmol/mg after topical application on nude mouse back for 6 h[3]. Animal Model: Eight-week-old female nude mice[3] Dosage: 15 mM Administration: Topical administration, once (analgesia test) or daily for 7 consecutive days (irritation test) Result: Showed analgesic effect. A slight transepidermal water loss (TEWL) increased from 7.8 to 9.9 g/m2/h was observed. |
| References | [1]. Zhi Su, et al. Mesoridazine: an open-channel blocker of human ether-a-go-go-related gene K+ channel. J Mol Cell Cardiol. 2004 Jan;36(1):151-60. [2]. I S M Salih, et al. Comparison of the effects of thioridazine and mesoridazine on the QT interval in healthy adults after single oral doses. Clin Pharmacol Ther. 2007 Nov;82(5):548-54. [3]. Liu KS, et al. Topically applied mesoridazine exhibits the strongest cutaneous analgesia and minimized skin disruption among tricyclic antidepressants: The skin absorption assessment. Eur J Pharm Biopharm. 2016 Aug;105:59-68. |
Chemical & Physical Properties
| Boiling Point | 570.5ºC at 760mmHg |
|---|---|
| Molecular Formula | C27H32N2O4S3 |
| Molecular Weight | 544.74900 |
| Flash Point | 298.9ºC |
| Exact Mass | 544.15200 |
| PSA | 130.81000 |
| LogP | 7.78380 |
| InChIKey | CRJHBCPQHRVYBS-UHFFFAOYSA-N |
| SMILES | CN1CCCCC1CCN1c2ccccc2Sc2ccc(S(C)=O)cc21.O=S(=O)(O)c1ccccc1 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 40 mg/kg
- TOXIC EFFECTS :
- Cardiac - arrhythmias (including changes in conduction) Cardiac - other changes Nutritional and Gross Metabolic - changes in calcium
- REFERENCE :
- AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038) Volume(issue)/page/year: 17,1074,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6153 No. of Facilities: 92 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 4525 (estimated) No. of Female Employees: 4107 (estimated)
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Precautionary Statements | P301 + P312 + P330 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | 22 |
| RIDADR | NONH for all modes of transport |
| RTECS | DB7176700 |
Articles2
More Articles| Thioridazine steady-state plasma concentrations are influenced by tobacco smoking and CYP2D6, but not by the CYP2C9 genotype. Eur. J. Clin. Pharmacol. 59 , 45-50, (2003) Approximately 7% of Caucasians have genetically impaired activity of the cytochrome P450 enzyme CYP2D6 and are classified as poor metabolizers (PM). The disposition of thioridazine has been related to... | |
| Inverse agonist actions of typical and atypical antipsychotic drugs at the human 5-hydroxytryptamine(2C) receptor. J. Pharmacol. Exp. Ther. 299 , 83-89, (2001) Atypical antipsychotic drugs, which are distinguished from typical antipsychotic drugs by a lower incidence of extra-pyramidal side effects and less propensity to elevate serum prolactin levels (e.g.,... |
Synonyms
| benzenesulfonic acid,10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine |
| 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)-10H-phenothiazine |
| Mesoridazine benzenesulfonate |
