methyl 2-phenyl-2-[(2,3,3,4,4,5,5,6,6-2H9)piperidin-2-yl](2H)acetate hydrochloride

• ChemBase ID: 174169
• Molecular Formular: C14H20ClNO2
• Molecular Mass: 269.7671
• Monoisotopic Mass: 269.11825657
• SMILES: C1CCC(NC1)C(C(=O)OC)c1ccccc1.Cl
• Canonical SMILES: COC(=O)C(c1ccccc1)C1CCCCN1.Cl
• InChI: InChI=1S/C14H19NO2.ClH/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12;/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3;1H
• InChIKey: JUMYIBMBTDDLNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-phenyl-2-[(2,3,3,4,4,5,5,6,6-^2H₉)piperidin-2-yl](^2H)acetate hydrochloride
• IUPAC Traditional name: methyl 2-phenyl-2-[(2,3,3,4,4,5,5,6,6-^2H₉)piperidin-2-yl](^2H)acetate hydrochloride
• Synonyms: Concerta-d10; Medikinet-d10; Meridil-d10; Metadate CD-d10; NSC 169868-d10; Ritalin-d10 Hydrochloride; Ritalin SR-d10; Methylphenidate-d10 (Major) Hydrochloride; α-Phenyl-2-piperidineacetic Acid-d10 Methyl Ester Hydrochloride; Methyl Phenidylacetate-d10 Hydrochloride; Methylphenidan-d10 Hydrochloride; Ciba 4311b-d10; Centedrin-d10; Centedrine-d10

Database IDs

• PubChem SID: 164230079
• PubChem CID: 71750543

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.8258359
• LogD (pH = 7.4): 0.5692904
• Log P: 2.254935
• Molar Refractivity: 66.7282 cm^3
• Polarizability: 26.622828 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 225-227°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M325882

Controlled substance (stimulant). CNS stimulant. Four isomers of Methylphenidate are known to exist. One pair of threo isomers and one pair of erythro are distinguished, from which only d-threo-Methylphenidate exhibits the pharmacologically usually desire

REFERENCES

• Greenblatt, E.N., et al.: J. Pharmacol. Exp. Ther., 131, 115 (1961)
• Padmanabhan, G.R., Anal. Profiles Drug Subs., 10, 473 (1961)
• Srinivas, N.R., et al.: Pharm. Res., 10, 14 (1961)