(2Z)-but-2-enedioic acid; 1-{6-chloro-2-thiatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl}-4-methylpiperazine

• ChemBase ID: 132769
• Molecular Formular: C23H25ClN2O4S
• Molecular Mass: 460.9736
• Monoisotopic Mass: 460.12235597
• SMILES: CN1CCN(CC1)C1Cc2ccccc2Sc2c1cc(cc2)Cl.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN1CCN(CC1)C1Cc2ccccc2Sc2c1cc(Cl)cc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C19H21ClN2S.C4H4O4/c1-21-8-10-22(11-9-21)17-12-14-4-2-3-5-18(14)23-19-7-6-15(20)13-16(17)19;5-3(6)1-2-4(7)8/h2-7,13,17H,8-12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: GWKBZIADWSOIQV-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 1-{6-chloro-2-thiatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl}-4-methylpiperazine
• IUPAC Traditional name: clorotepine; maleic acid
• Synonyms: 1-(8-Chloro-10,11-dihydrodibenzo[b,f]thiepin-10-yl)-4-methyl-piperazine maleate salt; Octoclothepin maleate salt

Database IDs

• CAS Number: 4789-68-8
• MDL Number: MFCD00153855
• PubChem SID: 162227046; 24277921
• PubChem CID: 11957654

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1431653
• LogD (pH = 7.4): 3.912068
• Log P: 4.654212
• Molar Refractivity: 101.1195 cm^3
• Polarizability: 39.238426 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >21 mg/mL
• Apperance: white solid

Safety Information

• RTECS: TL1575000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... DRD2(1813), HTR2A(3356), HTR2B(3357), HTR2C(3358)

DETAILS

Sigma Aldrich - O111

Biochem/physiol Actions
D2 dopamine receptor antagonist; 5-HT2 serotonin receptor antagonist.