1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride

• ChemBase ID: 132859
• Molecular Formular: C28H36Cl2N2O
• Molecular Mass: 487.50424
• Monoisotopic Mass: 486.22046914
• SMILES: c1ccc(cc1)CCCN1CCN(CC1)CCOC(c1ccccc1)c1ccccc1.Cl.Cl
• Canonical SMILES: c1ccc(cc1)CCCN1CCN(CC1)CCOC(c1ccccc1)c1ccccc1.Cl.Cl
• InChI: InChI=1S/C28H34N2O.2ClH/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27;;/h1-9,11-12,14-17,28H,10,13,18-24H2;2*1H
• InChIKey: NQWRSILGEXNJIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
• IUPAC Traditional name: 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
• Synonyms: 1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride; GBR 12935 dihydrochloride

Database IDs

• CAS Number: 67469-81-2
• MDL Number: MFCD00083175
• PubChem SID: 162227136; 24277959
• PubChem CID: 11957553

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.0109053
• LogD (pH = 7.4): 4.745644
• Log P: 5.95673
• Molar Refractivity: 129.9457 cm^3
• Polarizability: 50.974483 Å^3
• Polar Surface Area: 15.71 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL (with warming)
• Apperance: white powder

Safety Information

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

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - G9659

Biochem/physiol Actions
Inhibits the dopamine and norepinephrine transporters with Kis of 21.5 nM and 225 nM, respectively. Does not inhibit the serotonin transporter (Ki = 6.5 μM). Binds to a nondopaminergic piperazine site in blood platelets and brain that has been identified as cytochrome P450.