1-methyl-4-[6-(methylsulfanyl)-2-thiatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl]piperazine; methanesulfonic acid

• ChemBase ID: 132305
• Molecular Formular: C21H28N2O3S3
• Molecular Mass: 452.65362
• Monoisotopic Mass: 452.12620577
• SMILES: CN1CCN(CC1)C1Cc2ccccc2Sc2c1cc(cc2)SC.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CSc1ccc2c(c1)C(Cc1c(S2)cccc1)N1CCN(CC1)C
• InChI: InChI=1S/C20H24N2S2.CH4O3S/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20;1-5(2,3)4/h3-8,14,18H,9-13H2,1-2H3;1H3,(H,2,3,4)
• InChIKey: CZMDZGZYKOGLJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-[6-(methylsulfanyl)-2-thiatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl]piperazine; methanesulfonic acid
• IUPAC Traditional name: 1-methyl-4-[6-(methylsulfanyl)-2-thiatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl]piperazine; methanesulfonic acid
• Synonyms: 1-[10,11-Dihydro-8-(methylthio)dibenzo[b,f]thiepin-10-yl]-4-methylpiperazine mesylate salt; Metitepine mesylate salt; Methiothepin mesylate salt

Database IDs

• CAS Number: 74611-28-2
• MDL Number: MFCD00153831
• PubChem SID: 24278104; 162226582
• PubChem CID: 3039995

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9840964
• LogD (pH = 7.4): 3.7579117
• Log P: 4.6783843
• Molar Refractivity: 109.0736 cm^3
• Polarizability: 42.299477 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble13 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - M149

Biochem/physiol Actions
Methiothepin mesylate salt is a 5-HT1, 5-HT6, 5-HT7 serotonin receptor antagonist, which blocks serotonin autoreceptors.