3,5-dichloro-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dihydroxybenzamide hydrobromide

• ChemBase ID: 134239
• Molecular Formular: C14H19BrCl2N2O3
• Molecular Mass: 414.12226
• Monoisotopic Mass: 411.99560984
• SMILES: CCN1CCC[C@H]1CNC(=O)c1c(c(cc(c1O)Cl)Cl)O.Br
• Canonical SMILES: CCN1CCC[C@H]1CNC(=O)c1c(O)c(Cl)cc(c1O)Cl.Br
• InChI: InChI=1S/C14H18Cl2N2O3.BrH/c1-2-18-5-3-4-8(18)7-17-14(21)11-12(19)9(15)6-10(16)13(11)20;/h6,8,19-20H,2-5,7H2,1H3,(H,17,21);1H/t8-;/m0./s1
• InChIKey: RIWAHQQBHAKCTN-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dichloro-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dihydroxybenzamide hydrobromide
• IUPAC Traditional name: 3,5-dichloro-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dihydroxybenzamide hydrobromide
• Synonyms: (S)-3,5-Dichloro-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,6-dihydroxybenzamide hydrobromide; S-(+)-O-Desmethylraclopride hydrobromide

Database IDs

• CAS Number: 113310-88-6
• MDL Number: MFCD00671777
• PubChem SID: 24893602; 162228516
• PubChem CID: 16219220

CALCULATED PROPERTIES

• Acid pKa: 6.022591
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.9358531
• LogD (pH = 7.4): 2.08114
• Log P: 2.290187
• Molar Refractivity: 83.5834 cm^3
• Polarizability: 31.942959 Å^3
• Polar Surface Area: 72.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: white solid
• Optical Rotation: [α]23/D +11.0°, c = 1.08 in ethanol(lit.)

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - D204

Application
Precursor to radiolabeled S-(+)-raclopride.
Caution
Light sensitive