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Methylphenidate hydrochloride

Methylphenidate hydrochloride Structure
Methylphenidate hydrochloride
  • CAS No.298-59-9
  • Chemical Name:Methylphenidate hydrochloride
  • CBNumber:CB0188559
  • Molecular Formula:C14H20ClNO2
  • Formula Weight:269.77
  • MOL File:298-59-9.mol
Methylphenidate hydrochloride Property
  • Melting point 196-198?C
  • Flash point 9℃
  • storage temp. Store at RT
  • solubility Freely soluble in water, soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
  • form Powder
  • pka 8.9(at 25℃)
  • Water Solubility Soluble to 50 mM in water and to 100 mM in ethanol
  • BCS Class 2
  • Stability Stable. Combustible. Incompatible with strong oxidizing agents, alkalies, barbiturates.
  • 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
  • SMILES C(C(=O)OC)(C1NCCCC1)C1C=CC=CC=1.Cl
  • CAS DataBase Reference 298-59-9(CAS DataBase Reference)
  • NCI Dictionary of Cancer Terms Concerta; methylphenidate hydrochloride
  • FDA UNII 4B3SC438HI
  • NCI Drug Dictionary Concerta
  • EPA Substance Registry System Methylphenidate hydrochloride (298-59-9)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H302-H334
  • Precautionary statements P261-P264-P270-P284-P301+P312-P501

Methylphenidate hydrochloride Chemical Properties,Usage,Production

  • Chemical Properties white crystalline powder
  • Originator Ritalin,Ciba,US,1958
  • Uses 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]
  • Uses antiinflammatory
  • Uses 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.
  • Manufacturing Process As described in US Patent 2,507,631, 80 g of pulverized sodium amide are gradually added, while stirring and cooling, to a solution of 117 g of phenylacetonitrile and 113 g of 2-chloropyridine in 400 cc of absolute toluene. The mixture is then slowly heated to 110° to 120°C and maintained at this temperature for 1 hour. Water is added thereto after cooling, the toluene solution is shaken with dilute hydrochloric acid and the hydrochloric acid extracts are made alkaline with concentrated caustic soda solution. A solid mass is separated thereby which is taken up in acetic ester and distilled, αphenyl-α-pyridyl-(2)-acetonitrile passing over at 150° to 155°C under 0.5 mm pressure. When recrystallized from ethyl acetate it melts at 88° to 89°C, the yield amounting to 135 g.
    100 g of α-phenyl-α-pyridyl-(2)-acetonitrile are introduced into 400 cc of concentrated sulfuric acid, allowed to stand overnight at room temperature, poured into ice and rendered alkaline with sodium carbonate. α-Phenyl-αpyridyl-(2)-acetamide is precipitated thereby which melts at 134°C after recrystallization from ethyl acetate.
    100g of the resulting α-phenyl-α-pyridyl-(2)-acetamide, when dissolved in one liter of methyl alcohol and treated for 6 hours at water-bath temperature with hydrogen chloride, and after concentrating, diluting with water and rendering alkaline with sodium carbonate, yield 90 g of the α-phenyl-α-pyridyl-(2)-acetic acid methylester of MP 74° to 75°C (from alcohol of 50% strength).
    The α-phenyl-α-piperidyl-(2)-acetic acid methylester of BP 135° to 137°C under 0.6 mm pressure is obtained in theoretical yield by hydrogenation of 50 g of α-phenyl-α-pyridyl(2)-acetic acid methylester in glacial acetic acid in the presence of 1 g of platinum catalyst at room temperature, while taking up 6 hydrogen atoms. Reaction with HCl gives the hydrochloride. Resolution of stereoisomers is described in US Patent 2,957,880.
  • Therapeutic Function Psychostimulant
  • General Description Because methylphenidate (Ritalin) has two asymmetriccenters, there are four possible isomers. The threo racemateis the marketed compound and is about 400 times aspotent as the erythro racemate.The absolute configurationof each of the threo-methylphenidate isomers has beendetermined.Considering that the structure is fairly complex(relative to amphetamine), it is likely that one of thetwo components of the threo racemate contains most of theactivity. Evidence indicates that the (+) -(2R,2'R)threoisomer is involved principally in the behavioral andpressor effects of the racemate.As is likely with many central psychomotor stimulants, there are multiple modesof action.
    Methylphenidate, probably largely via its p-hydroxymetabolite, blocks NE reuptake, acts as a postsynapticagonist, depletes the same NE pools as reserpine, and haseffects on dopaminergic systems, such as blocking DAreuptake.
    Methylphenidate is a potent CNS stimulant. Indicationsinclude narcolepsy and attention-deficit disorder.
  • General Description Odorless white crystalline powder. Metallic taste. Solutions are acid to litmus. Absence of general acid/base catalysis.
  • Air & Water Reactions Water soluble.
  • Reactivity Profile Methylphenidate hydrochloride is incompatible with alkalis and solutions of barbiturates . Undergoes typical ester hydrolysis in aqueous solutions at 176°F.
  • Fire Hazard Flash point data for Methylphenidate hydrochloride are not available; however, Methylphenidate hydrochloride is probably combustible.
  • Biological Activity Psychomotor stimulant. Inhibitor of dopamine and noradrenalin transporters that increases the extracellular concentration of dopamine and noradrenalin. Increases locomotor activity in vivo .
  • Veterinary Drugs and Treatments Methylphenidate may be useful for treating cataplexy/narcolepsy or hyperactivity in dogs.
  • storage Store at RT
Methylphenidate hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
Methylphenidate hydrochloride Suppliers
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Methylphenidate hydrochloride Spectrum
298-59-9, Methylphenidate hydrochlorideRelated Search:
  • 298-59-9
  • ASACOL
  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Aromatics
  • Heterocyclic Compounds
  • 化工原料
  • 医药原料
  • C14H19NO2ClH
  • C14H19NO2HCl
  • 办证盐酸哌甲酯
  • 哌甲酯盐酸盐
  • 哌醋甲酯盐酸盐
  • 盐酸哌甲酯
  • ALPHA-苯基-2-哌啶乙酸甲酯盐酸盐
  • 甲醇测试标样(盐酸哌甲酯,1.0 MG/ML AS FREE BASE)
  • D-右哌甲酯盐酸盐
  • 298-59-9
  • Amylmetacresol Impurity 12
  • Concerta
  • methylphenidate hydrochloride methanol*solution
  • METHYLPHENIDATE HCL
  • Methyl (2RS)-phenyl[(2SR)-piperidin-2-yl]acetate Hydrochloride
  • Methylphenidate HydrochlorideQ: What is Methylphenidate Hydrochloride Q: What is the CAS Number of Methylphenidate Hydrochloride Q: What is the storage condition of Methylphenidate Hydrochloride Q: What are the applications of Methylphenidate Hydrochloride
  • Methylphenidate hydrochloride USP/EP/BP
  • Methyl (2RS)-phenyl[(2RS)-piperidin-2-yl]acetate hydrochloride
  • Ritalin Impurity 10
  • Methylphenidate(Ritalin)
  • JUMYIBMBTDDLNG-UHFFFAOYSA-N
  • METHYL 2-PHENYL-2-(PIPERIDIN-2-YL)ACETATE HCL
  • Methylphenidate-d9 HCl
  • Methylphenidate Hydrochloride CII (125 mg)
  • Methylphenidate Hydrochloride (CII), USP
  • Methylphenidate HCl (Racemic mixture)
  • Methylphenidate HCl, 1.0 mg/mL as free base
  • Threo-methylα-Phenyl-2-piperidineacetatehydrochloride
  • Threo-methylphenidate hydrochloride
  • Methylphenidate Hydrochloride (4:1 mixture of DL-erythro and DL-threo)
  • Metilfenidat hydrochloride
  • Methylphenidate hydrochloride (ritalin)
  • Centedin
  • Methyl phenyl(piperidin-2-yl)acetate hydrochloride
  • Methylphenidan Hydrochloride
  • Methyl Phenidylacetate Hydrochloride
  • Metadate
  • Equasym
  • Ciba 4311b
  • a-Phenyl-2-piperidineacetic Acid Methyl Ester Hydrochloride
  • Ritalin hydrochloride, threo-Methyl α-phenyl-α-(2-piperidyl)acetate hydrochloride
  • NSC 169868
  • Methyl a-phenyl-2-piperidineacetate hydrochloride
  • Metadate CD
  • Centedrine
  • Centedrin
  • 2-Piperidineacetic acid, a-phenyl-, methyl ester, hydrochloride (6CI, 8CI, 9CI)
  • METHYLPHENIDATEHYDROCHLORIDE,USP
  • threo-methyl α-phenyl-α-(2-piperidyl)acetate hydrochloride
  • METHYLPHENIDATE HYDROCHLORIDE(RITALIN HYDROCHLORIDE)

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