N-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butyl}-9H-fluorene-2-carboxamide hydrochloride

• ChemBase ID: 155066
• Molecular Formular: C28H30Cl3N3O
• Molecular Mass: 530.9163
• Monoisotopic Mass: 529.14544564
• SMILES: c1ccc2c(c1)Cc1c2ccc(c1)C(=O)NCCCCN1CCN(CC1)c1cccc(c1Cl)Cl.Cl
• Canonical SMILES: O=C(c1ccc2c(c1)Cc1c2cccc1)NCCCCN1CCN(CC1)c1cccc(c1Cl)Cl.Cl
• InChI: InChI=1S/C28H29Cl2N3O.ClH/c29-25-8-5-9-26(27(25)30)33-16-14-32(15-17-33)13-4-3-12-31-28(34)21-10-11-24-22(19-21)18-20-6-1-2-7-23(20)24;/h1-2,5-11,19H,3-4,12-18H2,(H,31,34);1H
• InChIKey: PFIWYJNBKGCVFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butyl}-9H-fluorene-2-carboxamide hydrochloride
• IUPAC Traditional name: N-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butyl}-9H-fluorene-2-carboxamide hydrochloride
• Synonyms: N-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butyl]-9H-fluorene-2-carboxamide hydrochloride; NGB 2904 hydrochloride

Database IDs

• CAS Number: 189061-11-8
• MDL Number: MFCD09971107
• PubChem SID: 162249204
• PubChem CID: 19366304

CALCULATED PROPERTIES

• Acid pKa: 14.912016
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.532218
• LogD (pH = 7.4): 6.090118
• Log P: 6.355632
• Molar Refractivity: 142.5358 cm^3
• Polarizability: 55.169914 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥25 mg/mL
• Apperance: white to tan powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H29Cl2N3O·HCl

DETAILS

Sigma Aldrich - SML0066

Biochem/physiol Actions
NGB 2904 is a potent and selective dopamine D3 receptor antagonist with a D3/D2 ratio of 800 for rat and high binding affinity (1.4 nM) at the hD3 receptor with 150-fold selectivity for primate D3 receptors over primate D2L receptors. It attenuates the rewarding effects of cocaine and methamphetamine.