40431-63-8

Basic information

• Product Name: L-erythro-Methylphenidate Hydrochloride
• Synonyms: L-erythro-Methylphenidate Hydrochloride;(2S,2'R)-(-)-threo-Methyl α-Phenyl-α-(2-piperidyl)acetate Hydrochloride;(αS,2R)-
• CAS NO: 40431-63-8
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 269.7671
• Product Categories: Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 40431-63-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 327.6±17.0 °C(Predicted)
• Appearance: /
• Density: 1.070±0.06 g/cm3(Predicted)
• PKA: 9.51±0.10(Predicted)
• CAS DataBase Reference: L-erythro-Methylphenidate Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-erythro-Methylphenidate Hydrochloride(40431-63-8)
• EPA Substance Registry System: L-erythro-Methylphenidate Hydrochloride(40431-63-8)

Safety Data

• Hazardous Substances Data: 40431-63-8(Hazardous Substances Data)

Upstream product

• 22979-35-7 Methyl phenyldiazoacetate 
• 75844-69-8 t-butyl piperidinecarboxylate 
• 7251-52-7 2-phenyl-2-(pyridin-2-yl)acetamide 
• 5005-36-7 phenyl-pyridin-2-yl-acetonitrile 
• 253680-94-3 [7-(4-benzyl-2-oxo-oxazolidin-3-yl)-5,7-dioxo-6-phenyl-heptyl]-carbamic acid tert-butyl ester 
• 253680-95-4 (S)-4-Benzyl-3-[2-phenyl-2-piperidin-(2Z)-ylidene-acetyl]-oxazolidin-2-one 
• 104266-89-9 (S)-4-benzyl-3-phenylacetyl-2-oxazolidinone 
• 103-82-2 phenylacetic acid 
• 85838-94-4 N-Boc-1,2,3,6-tetrahydropyridine 
• 67-56-1 methanol 
• 253680-96-5 (S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one 
• 113-45-1 METHYLPHENIDATE 
• 110-89-4 piperidine 
• 505-18-0 2,3,4,5-tetrahydropyridine 

Downstream Products

• 42510-61-2 (+/-)-threo-Ritalinol 

Relevant articles and documents

α-C-H Bond Functionalization of Unprotected Alicyclic Amines: Lewis-Acid-Promoted Addition of Enolates to Transient Imines

Enolizable cyclic imines, obtained in situ from their corresponding lithium amides by oxidation with simple ketone oxidants, are readily alkylated with a range of enolates to provide mono- and polycyclic β-aminoketones in a single operation, including the natural product (±)-myrtine. Nitrile anions also serve as competent nucleophiles in these transformations, which are promoted by BF3 etherate. β-Aminoesters derived from ester enolates can be converted to the corresponding β-lactams.

ABUSE DETERRENT AND ANTI-DOSE DUMPING PHARMACEUTICAL SALTS USEFUL FOR THE TREATMENT OF ATTENTION DEFICIT/HYPERACTIVITY DISORDER

A pharmaceutical composition comprising a drug substance consisting essentially of a pharmaceutically acceptable organic acid addition salt of an amine containing pharmaceutically active compound wherein the amine containing pharmaceutical active compound is selected from the group consisting of racemic or single isomer ritalinic acid or phenethylamine derivatives and the drug substance has a physical form selected from amorphous and polymorphic.

Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites

The rhodium(II)-catalyzed intermolecular C-H insertion of methyl aryldiazoacetates with either N-Boc-piperidine or N-Boc-pyrrolidine followed by deprotection with trifluoroacetic acid is a very direct method for the synthesis of methylphenidate analogues. By using either dirhodium tetraacetate or dirhodium tetraprolinate derivatives as catalyst, either the racemic or enantioenriched methylphenidate analogues can be prepared. The binding affinities of the methylphenidate analogues to both the dopamine and the serotonin transporters are described. The most notable compounds are the erythro-(2-naphthyl) analogues which display high binding affinity and selectivity for the serotonin transporter.