2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine; benzenesulfonic acid

• ChemBase ID: 154266
• Molecular Formular: C27H32N2O4S3
• Molecular Mass: 544.74898
• Monoisotopic Mass: 544.15242051
• SMILES: CN1CCCCC1CCN1c2ccccc2Sc2c1cc(cc2)S(=O)C.c1ccc(cc1)S(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)c1ccccc1.CN1CCCCC1CCN1c2ccccc2Sc2c1cc(cc2)S(=O)C
• InChI: InChI=1S/C21H26N2OS2.C6H6O3S/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23;7-10(8,9)6-4-2-1-3-5-6/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3;1-5H,(H,7,8,9)
• InChIKey: CRJHBCPQHRVYBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine; benzenesulfonic acid
• IUPAC Traditional name: benzenesulfonic acid; mesoridazine
• Synonyms: mesoridazine besylate; 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)-10H-phenothiazine; Mesoridazine benzenesulfonate

Database IDs

• CAS Number: 32672-69-8
• MDL Number: MFCD00800983
• PubChem SID: 162248405
• PubChem CID: 36207

CALCULATED PROPERTIES

• Acid pKa: 19.359158
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9448053
• LogD (pH = 7.4): 2.718917
• Log P: 3.5745034
• Molar Refractivity: 115.1253 cm^3
• Polarizability: 44.35003 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white powder

Safety Information

• RTECS: DB7176700
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: besylate
• Empirical Formula (Hill Notation): C27H32N2O4S3

DETAILS

Sigma Aldrich - M4068

Biochem/physiol Actions
Mesoridazine benzenesulfonate is a D2 dopamine receptor antagonist; antipsychotic.