Compound: (R)-(-)-Ibuprofen
SMILES: O=C(O)[C@@H](c1ccc(CC(C)C)cc1)C
InChIKey: HEFNNWSXXWATRW-SNVBAGLBSA-N
Synonyms: (R)-(-)-Ibuprofen, 51146-57-7, (-)-Ibuprofen, l-Ibuprofen, (R)-2-(4-Isobutylphenyl)propanoic acid, (-)-Ibuprophen, Ibuprofen, (-)-, R-(-)-p-Isobutylhydratropic acid, (alphaR)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid, IBUPROFEN, (R)-, 99W8H60N62, alphaR-Sethyl-4-(2-methylpropyl)benzeneacetic acid, Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, (R)-, (-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid, (-)-.ALPHA.-METHYL-4-(2-METHYLPROPYL)BENZENEACETIC ACID, benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, (alphaR)-, BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, (R)-, (.ALPHA.R)-.ALPHA.-METHYL-4-(2-METHYLPROPYL)BENZENEACETIC ACID, BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, (.ALPHA.R)-, RefChem:789645, 610-621-4, levibuprofen, r-ibuprofen, (2R)-2-[4-(2-methylpropyl)phenyl]propanoic acid, (2R)-2-(4-isobutylphenyl)propanoic acid, MFCD00069290, (R)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid, CHEMBL427526, (r,s)-ibuprofen, (R,S)-2-(4-(2-methylpropyl)phenyl)propanoic acid, UNII-99W8H60N62, IZP, (r)(-) ibuprofen, (r)(-)-ibuprofen, (R)-IBUPROPHEN, (R)-(-)-Ibuprofen?, SCHEMBL29057, orb1706427, CHEBI:47835, DTXSID001364390, EX-A1358, BDBM50169044, EBC-06027, HY-78131B, s5899, AKOS027320481, CS-1394, FI24527, AC-32024, DS-11337, SY068330, NS00116011, EN300-6505221, F053833, (a-R)-a-Methyl-4-(2-methylpropyl)benzeneacetic Acid, Q27120818, (|AR)-|A-Methyl-4-(2-methylpropyl)benzeneacetic Acid, Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, (alphaR)- (9CI)
Theoretical properties:
molecular_formula: C13H18O2
molecular_weight: 206.28 g/mol
exact_mass: 206.130679813 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 15
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Levibuprofen is an ibuprofen. It is an enantiomer of a dexibuprofen.
chembl: (R)-IBUPROPHEN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID) that is used to relieve pain, fever, and inflammation. This includes painful menstrual periods, migraines, and rheumatoid arthritis. It can be taken orally (by mouth) or intravenously. It typically begins working within an hour.
Common side effects include heartburn, nausea, indigestion, and abdominal pain. Potential side effects include gastrointestinal bleeding. Long-term use has been associated with kidney failure, and rarely liver failure, and it can exacerbate the condition of people with heart failure. At low doses, it does not appear to increase the risk of myocardial infarction (heart attack); however, at higher doses it may. Ibuprofen can also worsen asthma. While its safety in early pregnancy is unclear, it appears to be harmful in later pregnancy, so it is not recommended during that period. It works by inhibiting the production of prostaglandins by decreasing the activity of the enzyme cyclooxygenase (COX). Ibuprofen is a weaker anti-inflammatory agent than other NSAIDs.
Ibuprofen was discovered in 1961 in Nottingham, UK, by Stewart Adams and John Nicholson while working at Boots the Chemists and initially sold as Brufen. It is available under a number of brand names including Advil, Brufen, Motrin, and Nurofen. Ibuprofen was first sold in 1969 in the United Kingdom and in 1974 in the United States. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2023, it was the 32nd most commonly prescribed medication in the United States, with more than 17 million prescriptions.