3-chloro-5-ethyl-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-6-hydroxy-2-methoxybenzamide hydrochloride

• ChemBase ID: 132791
• Molecular Formular: C17H26Cl2N2O3
• Molecular Mass: 377.30594
• Monoisotopic Mass: 376.13204806
• SMILES: CCc1cc(c(c(c1O)C(=O)NC[C@@H]1CCCN1CC)OC)Cl.Cl
• Canonical SMILES: CCN1CCC[C@H]1CNC(=O)c1c(O)c(CC)cc(c1OC)Cl.Cl
• InChI: InChI=1S/C17H25ClN2O3.ClH/c1-4-11-9-13(18)16(23-3)14(15(11)21)17(22)19-10-12-7-6-8-20(12)5-2;/h9,12,21H,4-8,10H2,1-3H3,(H,19,22);1H/t12-;/m0./s1
• InChIKey: HFJFXXDHVWLIKX-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-5-ethyl-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-6-hydroxy-2-methoxybenzamide hydrochloride
• IUPAC Traditional name: 3-chloro-5-ethyl-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-6-hydroxy-2-methoxybenzamide hydrochloride
• Synonyms: FLB 131; S-(-)-3-Chloro-5-ethyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-6-hydroxy-2-methoxybenzamide hydrochloride; S-(-)-Eticlopride hydrochloride

Database IDs

• CAS Number: 97612-24-3
• MDL Number: MFCD00055132
• PubChem SID: 162227068; 24278428
• PubChem CID: 6917728

CALCULATED PROPERTIES

• Acid pKa: 7.8603234
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.86016554
• LogD (pH = 7.4): 2.537926
• Log P: 2.84713
• Molar Refractivity: 92.9031 cm^3
• Polarizability: 35.489624 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble7 mg/mL; ethanol: soluble2.6 mg/mL; H2O: soluble >10 mg/mL
• Apperance: off-white powder
• Optical Rotation: [α]27/D -7.2°, c = 0.3 in methanol(lit.)

Safety Information

• RTECS: CV2450000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD2(1813)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - E101

Biochem/physiol Actions
Potent and selective D2 dopamine receptor antagonist.
Preparation Note
Solutions may be stored at 4° C for several days
Legal Information
Manufactured and sold with the permission of Astra AB.