(2Z)-but-2-enedioic acid; 2-cyclohexyl-1-[4-(1H-imidazol-4-yl)piperidin-1-yl]ethane-1-thione

• ChemBase ID: 134395
• Molecular Formular: C20H29N3O4S
• Molecular Mass: 407.52696
• Monoisotopic Mass: 407.18787742
• SMILES: c1c(nc[nH]1)C1CCN(CC1)C(=S)CC1CCCCC1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: S=C(N1CCC(CC1)c1c[nH]cn1)CC1CCCCC1.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C16H25N3S.C4H4O4/c20-16(10-13-4-2-1-3-5-13)19-8-6-14(7-9-19)15-11-17-12-18-15;5-3(6)1-2-4(7)8/h11-14H,1-10H2,(H,17,18);1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: REZRBLGMJZZSID-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 2-cyclohexyl-1-[4-(1H-imidazol-4-yl)piperidin-1-yl]ethane-1-thione
• IUPAC Traditional name: 2-cyclohexyl-1-[4-(1H-imidazol-4-yl)piperidin-1-yl]ethanethione; maleic acid
• Synonyms: MR-12842; N-Cyclohexyl-4-(1H-imidazol-4-yl)-1-piperidinecarbothioamide maleate salt; Thioperamide maleate salt

Database IDs

• CAS Number: 148440-81-7
• MDL Number: MFCD00083209
• PubChem SID: 24277809; 162228671
• PubChem CID: 16220001

CALCULATED PROPERTIES

• Acid pKa: 13.071338
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.1222005
• LogD (pH = 7.4): 2.8444772
• Log P: 2.8916395
• Molar Refractivity: 87.37 cm^3
• Polarizability: 34.209297 Å^3
• Polar Surface Area: 31.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble12 mg/mL; ethanol: soluble3 mg/mL; H2O: >10 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: desiccated; under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... HRH3(11255)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - T123

Biochem/physiol Actions
Potent and selective H3 histamine receptor antagonist that crosses the blood-brain barrier.