(2R,3R)-2,3-dihydroxybutanedioic acid; 3,5-dichloro-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2-hydroxy-6-methoxybenzamide

• ChemBase ID: 132793
• Molecular Formular: C19H26Cl2N2O9
• Molecular Mass: 497.32374
• Monoisotopic Mass: 496.10153578
• SMILES: CCN1CCC[C@H]1CNC(=O)c1c(c(cc(c1OC)Cl)Cl)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.CCN1CCC[C@H]1CNC(=O)c1c(O)c(Cl)cc(c1OC)Cl
• InChI: InChI=1S/C15H20Cl2N2O3.C4H6O6/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2;5-1(3(7)8)2(6)4(9)10/h7,9,20H,3-6,8H2,1-2H3,(H,18,21);1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1
• InChIKey: QULBVRZTKPQGCR-NDAAPVSOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 3,5-dichloro-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2-hydroxy-6-methoxybenzamide
• IUPAC Traditional name: L(+)-tartaric acid; raclopride
• Synonyms: 3,5-Dichloro-N-(1-ethylpyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxybenzamide (+)-tartrate salt; S(-)-Raclopride (+)-tartrate salt

Database IDs

• CAS Number: 98185-20-7
• MDL Number: MFCD00274072
• PubChem SID: 24277931; 162227070
• PubChem CID: 16219926

CALCULATED PROPERTIES

• Acid pKa: 6.259372
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.2700703
• LogD (pH = 7.4): 2.0286963
• Log P: 2.004544
• Molar Refractivity: 88.0657 cm^3
• Polarizability: 33.83828 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble89 mg/mL
• Apperance: white solid

Safety Information

• RTECS: CV3465000
• 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: >97%

DETAILS

Sigma Aldrich - R121

Biochem/physiol Actions
Selective D2 dopamine receptor antagonist.
Caution
Photosensitive
Legal Information
Sold with permission from Astra Arcus AB.