Compound: methylphenidate
SMILES: O=C(OC)C(c1ccccc1)C2NCCCC2
InChIKey: DUGOZIWVEXMGBE-UHFFFAOYSA-N
Synonyms: methylphenidate, Methylphenidan, Phenidylate, Calocain, 113-45-1, Plimasine, Methyl phenidylacetate, Metilfenidato, Methylphenidatum, Methyl phenidate, 4311/B Ciba, Daytrana, alpha-Phenyl-2-piperidineacetic acid methyl ester, Methyl alpha-phenyl-alpha-(2-piperidyl)acetate, NCI-C56280, Methyl 2-phenyl-2-(piperidin-2-yl)acetate, 2-Piperidineacetic acid, alpha-phenyl-, methyl ester, Cotempla XR-ODT, Methyl alpha-phenyl-alpha-2-piperidinylacetate, alpha-Phenyl-alpha-(2-piperidyl)acetic acid methyl ester, Metilfenidat hydrochloride, Threo-dl-methylphenidate, Prc-063, Methylphenidate extended release, DTXSID5023299, Ritaline, methyl 2-phenyl-2-piperidin-2-ylacetate, RefChem:6033, CHEBI:6887, DTXCID003299, Methylphenidate Transdermal System, N06BA04, 204-028-6, 207ZZ9QZ49, Meridil, Concerta, Metilfenidato [Italian], Metilfenidato [INN-Spanish], Methylphenidatum [INN-Latin], Methyl phenidyl acetate, methyl phenyl(piperidin-2-yl)acetate, CHEMBL796, 2-Piperidineacetic acid, .alpha.-phenyl-, methyl ester, Methylfenidan, .alpha.-Phenyl-2-piperidineacetic acid methyl ester, d-methylphenidate HCl, Daytrana (TN), HSDB 3126, Methyl (2-phenyl-2-(2-piperidyl)acetate), EINECS 204-028-6, C 4311, Methylphenidate (USAN/INN), Rubifen, Tuzulby, DEA No. 1724, Methylphenidate [USAN:INN:BAN], Ritalin (Salt/Mix), Methylin (Salt/Mix), Ritaline (Salt/Mix), Centedein (Salt/Mix), Centedrin (Salt/Mix), Centedrine (Salt/Mix), SCHEMBL37178, GTPL7236, CHEBI:84276, Jornay PM (a.k.a. HLD200), HY-B1091, BDBM50062912, methyl alpha-piperid-2-ylphenylacetate, Methyl phenyl(2-piperidinyl)acetate #, CS-4657, DB00422, NCGC00248587-01, NCGC00248587-03, FM112030, Methyl .alpha.-phenyl-2-piperidineacetate, SBI-0206868.P001, Methyl .alpha.-phenyl-2-piperidine-acetate, NS00010412, C07196, D04999, phenyl-piperidin-2-yl-acetic acid methyl ester, AB01563134_01, 2-Piperidineacetic acid, ?-phenyl-, methyl ester, L001307, Q422112, Methyl .alpha.-phenyl-.alpha.-(2-piperidyl)acetate, Methyl .alpha.-phenyl-.alpha.-2-piperidinylacetate, BRD-A19585813-003-01-7, BRD-A19585813-003-03-3
Theoretical properties:
molecular_formula: C14H19NO2
molecular_weight: 233.31 g/mol
exact_mass: 233.141578849 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 17
topological_polar_surface_area: 38.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from ethanol (aqueous)
color: Crystals from ethanol (aqueous)
boiling_point: BP: 135 to 137 °C at 0.6 mm Hg
melting_point: 74-75 °C
solubility: 1255mg/L
Descriptions:
{"pubchem": "Methyl phenyl(piperidin-2-yl)acetate is a amino acid ester that is methyl phenylacetate in which one of the hydrogens alpha to the carbonyl group is replaced by a piperidin-2-yl group. It is a methyl ester, a member of piperidines and a beta-amino acid ester.", "chebi": "A amino acid ester that is methyl phenylacetate in which one of the hydrogens \u03b1 to the carbonyl group is replaced by a piperidin-2-yl group.", "chembl": "METHYLPHENIDATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Methylphenidate, sold under the brand name Ritalin and Concerta, among others, is a central nervous system (CNS) stimulant used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. It may be taken by mouth or applied to the skin, and different formulations have varying durations of effect. For ADHD, the effectiveness of methylphenidate is comparable to atomoxetine but modestly lower than amphetamine. However, methylphenidate is preferred as a first-line treatment in children, while amphetamine is preferred in adults. Methylphenidate reduces core ADHD symptoms and may do so in part by enhancing executive functions, such as working memory, sustained attention, and inhibitory control.\nAt therapeutic doses, methylphenidate increases alertness and concentration and reduces hyperactivity and impulsive behavior in individuals with ADHD. Common side effects include loss of appetite, weight loss, trouble sleeping, and small increases in heart rate and blood pressure. Long-term treatment in children has been associated with slightly slower growth. Methylphenidate can be misused; dependence and withdrawal are mainly reported with high-dose or non-medical use and are uncommon at therapeutic doses.\nMethylphenidate is believed to work by blocking the reuptake of dopamine and norepinephrine by neurons. It is a central nervous system (CNS) stimulant of the phenethylamine and piperidine classes. It is available as a generic medication. In 2023, it was the 50th most commonly prescribed medication in the United States, with more than 13 million prescriptions."}