(2S)-2-phenyl-2-[(2S)-(2,3,3,4,4,5,5,6,6-2H9)piperidin-2-yl](2H)acetic acid

• ChemBase ID: 177568
• Molecular Formular: C13H17NO2
• Molecular Mass: 219.27958
• Monoisotopic Mass: 219.12592879
• SMILES: C1CC[C@H](NC1)[C@H](c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](c1ccccc1)[C@@H]1CCCCN1
• InChI: InChI=1S/C13H17NO2/c15-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-14-11/h1-3,6-7,11-12,14H,4-5,8-9H2,(H,15,16)/t11-,12-/m0/s1
• InChIKey: INGSNVSERUZOAK-RYUDHWBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-phenyl-2-[(2S)-(2,3,3,4,4,5,5,6,6-^2H₉)piperidin-2-yl](^2H)acetic acid
• IUPAC Traditional name: (S)-phenyl(2S)-(2,3,3,4,4,5,5,6,6-^2H₉)piperidin-2-yl(^2H)acetic acid
• Synonyms: (αS,2S)-α-Phenyl-2-piperidineacetic Acid-d10; L-threo-Ritalinic Acid-d10 (Major); (αR,2R)-rel-α-Phenyl-2-piperidineacetic Acid-d10; DL-threo-Ritalinic Acid-d10 (Major)

Database IDs

• CAS Number: 1330180-60-3
• PubChem SID: 164233478
• PubChem CID: 71752089

CALCULATED PROPERTIES

• Acid pKa: 3.734133
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3683553
• LogD (pH = 7.4): -0.3631216
• Log P: -0.36274523
• Molar Refractivity: 61.9591 cm^3
• Polarizability: 24.523537 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 196-199°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R533122

A labelled metabolite of Methylphenidate.typical lot contain: 51.8% d10, 33% d9, 10% d80.1% d0

Toronto Research Chemicals - R533132

A labelled metabolite of Methylphenidate.

REFERENCES

• Schweri, M., et al.: J., Neurochem., 45, 1062 (1985)
• Modi, N., et al.: J. Clin. Pharm., 40, 1141 (2000)
• Zhang, J., et al.: Pharm. Res., 20, 1881 (2000)
• Balcioglu, A., et al.: Neuropharmacol., 57, 687 (2000)