Concerta

Base Information

• Chemical Name: Concerta
• CAS No.: 298-59-9
• Molecular Formula: C14H19NO2^.HCl
• Molecular Weight: 269.771
• Hs Code.: 2933399090
• Pharos Ligand ID: AS1ZHKH1VYVD
• Metabolomics Workbench ID: 54461
• Mol file: 298-59-9.mol

Synonyms:Centedrin;Concerta;Daytrana;Equasym;Hydrochloride, Methylphenidate;Metadate;Methylin;Methylphenidate;Methylphenidate Hydrochloride;Phenidylate;Ritalin;Ritalin SR;Ritalin-SR;Ritaline;Tsentedrin

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Concerta

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000199mmHg at 25°C
• Melting Point: 224 - 226oC
• Refractive Index: 1.523
• Boiling Point: 327.6 °C at 760 mmHg
• PKA: 8.9(at 25℃)
• Flash Point: 152 °C
• PSA: 38.33000
• Density: 1.07g/cm³
• LogP: 3.21610
• Storage Temp.: Store at RT
• Solubility.: Freely soluble in water, soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 269.1182566
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F
• Statements: 22-42-39/23/24/25-23/24/25-11
• Safety Statements: 22-26-36-45-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1CCCC[NH2+]1)C2=CC=CC=C2.[Cl-]
• Recent ClinicalTrials: Real-World Evidence of Duration of Effect of Adhansia XR (Extended-Release) for Treatment of Attention-Deficit/Hyperactivity Disorder (ADHD)
• Recent EU Clinical Trials: LAMAinDiab - lisdexamphetamine vs methylphenidate for pediatric patients with ADHD and type 1 diabetes - a randomized crossover clinical trial .
• Uses: antiinflammatory 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-Methyl phenidate exhibits the pharmacologically usually desired effects. Methylphenidate (a.k.a., Ritalin) is a schedule II drug in the United States commonly used as a psychostimulant for the treatment of attention-deficit hyperactivity disorder. It blocks dopamine and norepinephrine transporters as well as facilitates NMDA-receptor mediated synaptic transmission through σ1 receptors via PLC/PKC signaling. This interaction with the σ1 receptor has been suggested to underlie methylphenidate’s considerable abuse potential and potential psychiatric side effects. This product is intended for forensic and biological research applications.[Cayman Chemical]
• Therapeutic Function: Psychostimulant

Technology Process of Concerta

There total 19 articles about Concerta which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + (R*,R*)-7-phenyl-1-azabicyclo[4.2.0]octan-8-one → methylphenidate hydrochloride (298-59-9,19262-68-1,23644-60-2,23655-65-4,29419-95-2,29419-96-3,29419-97-4,56502-30-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo982214t

Reference yield: 95.0%

methanol (67-56-1) + 2-phenyl-2-(piperidin-2-yl)acetic acid (1076192-92-1,54631-24-2,744954-37-8) → methylphenidate hydrochloride (298-59-9,19262-68-1,23644-60-2,23655-65-4,29419-95-2,29419-96-3,29419-97-4,56502-30-8)

Guidance literature:

methanol; 2-phenyl-2-(piperidin-2-yl)acetic acid; With hydrogenchloride; at 69.4 ℃;

With Trimethyl orthoacetate; at 60 - 63 ℃; Product distribution / selectivity;

Reference yield: 89.0%

methanol (67-56-1) + Ritalinic acid (19395-41-6,1076192-92-1,54631-24-2,744954-37-8) → methylphenidate hydrochloride (298-59-9)

Guidance literature:

methanol; Ritalinic acid; With thionyl chloride; at 10 - 20 ℃;

With hydrogenchloride; In isopropyl alcohol; at 0 - 25 ℃;

upstream raw materials:

methanol

threo-ritalinic acid

dl-threo-methylphenidate

methyl (R*)-2-phenyl-2-((S*)-piperidin-2-yl)acetate

Downstream raw materials:

(+/-)-threo-Ritalinol

dl-threo-methylphenidate

methyl 2-(4-aminophenyl)-2-(piperidin-2-yl) acetate

L-threo-methylphenidate di-p-toluoyl-L-tartaric acid salt

Refernces

• 1、 -. "IMPROVEMENTS IN OR RELATING TO ORGANIC MATERIAL". Paragraph 0056; 0057. . Retrieved 2018/04/13.
• 2、 -. "PROCESS FOR THE PREPARATION OF METHYLPHENIDATE AND PHARMACEUTICAL SALTS THEREOF". Page/Page column 0345-0347. . Retrieved 2015/05/26.