4-(2-{4-[3-(4-chlorophenyl)prop-2-en-1-yl]piperazin-1-yl}ethyl)benzoic acid; sulfuric acid

• ChemBase ID: 155007
• Molecular Formular: C22H27ClN2O6S
• Molecular Mass: 482.97758
• Monoisotopic Mass: 482.12783527
• SMILES: c1cc(ccc1CCN1CCN(CC1)C/C=C/c1ccc(cc1)Cl)C(=O)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.Clc1ccc(cc1)/C=C/CN1CCN(CC1)CCc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C22H25ClN2O2.H2O4S/c23-21-9-5-18(6-10-21)2-1-12-24-14-16-25(17-15-24)13-11-19-3-7-20(8-4-19)22(26)27;1-5(2,3)4/h1-10H,11-17H2,(H,26,27);(H2,1,2,3,4)
• InChIKey: OVMQIVIYKXXEIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-{4-[3-(4-chlorophenyl)prop-2-en-1-yl]piperazin-1-yl}ethyl)benzoic acid; sulfuric acid
• IUPAC Traditional name: 4-(2-{4-[3-(4-chlorophenyl)prop-2-en-1-yl]piperazin-1-yl}ethyl)benzoic acid; sulfuric acid
• Synonyms: 4-[2-[4-[3-(4-Chlorophenyl)-2-propenyl]-1-piperazinyl]ethyl]benzoic acid sulfate; BM 15766 sulfate

Database IDs

• CAS Number: 86621-94-5
• MDL Number: MFCD07370131
• PubChem SID: 24892089; 162249145
• PubChem CID: 71312050

CALCULATED PROPERTIES

• Acid pKa: 3.970519
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9161532
• LogD (pH = 7.4): 1.9002707
• Log P: 1.9226255
• Molar Refractivity: 112.398 cm^3
• Polarizability: 42.75874 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white powder
• Melting Point: >300 °C

Safety Information

• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H25ClN2O2 · H2SO4

DETAILS

Sigma Aldrich - B8685

Biochem/physiol Actions
Dehydrocholesterol reductase inhibitor. Inhibits 7-dehydrocholesterol reductase, which catalyzes the last step of cholesterol synthesis.