Compound: tolmetin
SMILES: O=C(c1ccc(C)cc1)c2n(c(CC(=O)O)cc2)C
InChIKey: UPSPUYADGBWSHF-UHFFFAOYSA-N
Synonyms: tolmetin, 26171-23-3, 1-Methyl-5-p-toluoylpyrrole-2-acetic acid, Tolmetine, Tolectin, Tolmetina, Tolmetinum, McN-2559, Tolmetino, 1H-Pyrrole-2-acetic acid, 1-methyl-5-(4-methylbenzoyl)-, 2-(1-METHYL-5-(4-METHYLBENZOYL)-1H-PYRROL-2-YL)ACETIC ACID, MCN 2559, 1-Methyl-5-(4-methylbenzoyl)-pyrrole-2-acetic acid, 5-(p-Toluoyl)-1-methylpyrrole-2-acetic acid, 2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid, D8K2JPN18B, Pyrrole-2-acetic acid, 1-methyl-5-p-toluoyl-, DTXSID2043951, CHEBI:71941, 5-22-06-00392 (Beilstein Handbook Reference), 2-{1-methyl-5-[(4-methylphenyl)carbonyl]-1H-pyrrol-2-yl}acetic acid, McN2559, Tolmetin Sodium, Dihydrate, 2-(1-methyl-5-((4-methylphenyl)carbonyl)-1H-pyrrol-2-yl)acetic acid, Sodium, Tolmetin, RefChem:56786, Anhydrous Tolmetin Sodium, Dihydrate Tolmetin Sodium, Anhydrous, Tolmetin Sodium, Sodium Anhydrous, Tolmetin, DTXCID0023951, M01AB03, M02AA21, 247-497-2, Tolmetina [DCIT], Tolmetine [INN-French], Tolmetinum [INN-Latin], Tolmetino [INN-Spanish], 2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetic acid, Acido 1-metil-5-(p-tolnil)-pirrol-2-acetico, MFCD00599595, CHEMBL1020, [1-Methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid, 1-Methyl-5-p-toluoyl-pyrrole-2-acetic acid, HSDB 3403, 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic acid, Tolmetin (USAN/INN), EINECS 247-497-2, UNII-D8K2JPN18B, BRN 0485305, Tolmetin [USAN:INN:BAN], Acido 1-metil-5-(p-tolnil)-pirrol-2-acetico [Spanish], Tolmetin (Standard), Spectrum_000935, TOLMETIN [HSDB], TOLMETIN [USAN], TOLMETIN [INN], TOLMETIN [JAN], TOLMETIN [MI], TOLMETIN [VANDF], Prestwick0_000856, Prestwick1_000856, Prestwick2_000856, Prestwick3_000856, Spectrum2_001205, Spectrum3_000603, Spectrum4_000359, Spectrum5_001194, TOLMETIN [WHO-DD], SCHEMBL3150, Oprea1_869397, BSPBio_000871, BSPBio_002106, KBioGR_000797, KBioSS_001415, BIDD:GT0468, DivK1c_000213, SPBio_000990, SPBio_002792, BPBio1_000959, GTPL7311, orb1305327, HY-B1799R, KBio1_000213, KBio2_001415, KBio2_003983, KBio2_006551, KBio3_001606, 2-[1-methyl-5-(4-methylbenzoyl)-pyrrol-2-yl]acetic acid, MSK7167, NINDS_000213, HMS2090D06, HMS3886I03, HMS5083J10, HY-B1799, MSK7167-1000AW, BDBM50295287, EBC-03893, MSK7167-100A, s4832, AKOS015850645, CCG-267033, CS-W008734, DB00500, GS-6529, SB63879, IDI1_000213, NCGC00094796-03, 1-Methyl-5-p-toluoylpyrrole-2-aceticacid, DA-59939, FM140506, SBI-0051537.P002, NS00008120, Tolmetin Solution in Acetonitrile, 100ug/mL, 1-methyl- 5-(p-toluoyl)pyrrole-2-acetic acid, C07149, D02355, EN300-6482019, 1-Methyl-5-(4-methylbenzoyl)pyrrole-2-acetic acid, Q3992411, Tolmetin Solution in Acetonitrile/Water, 1000ug/mL, BRD-K82562631-236-02-0, BRD-K82562631-236-04-6, BRD-K82562631-325-03-9, BRD-K82562631-325-04-7, F6782-4251, Z1741975772, [1-Methyl-5-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-acetic acid, [1-Methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid #, [1-Methyl-5-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-acetic acid(tolmetin), TLT
Theoretical properties:
molecular_formula: C15H15NO3
molecular_weight: 257.28 g/mol
exact_mass: 257.10519334 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 19
topological_polar_surface_area: 59.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS FROM ACETONITRILE
color: CRYSTALS FROM ACETONITRILE
Descriptions:
pubchem: Tolmetin is a monocarboxylic acid that is (1-methylpyrrol-2-yl)acetic acid substituted at position 5 on the pyrrole ring by a 4-methylbenzoyl group. Used in the form of its sodium salt dihydrate as a nonselective nonsteroidal anti-inflammatory drug. It has a role as a non-steroidal anti-inflammatory drug and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a monocarboxylic acid, a member of pyrroles and an aromatic ketone. It is a conjugate acid of a tolmetin(1-).
chebi: A monocarboxylic acid that is (1-methylpyrrol-2-yl)acetic acid substituted at position 5 on the pyrrole ring by a 4-methylbenzoyl group. Used in the form of its sodium salt dihydrate as a nonselective nonsteroidal anti-inflammatory drug.
chembl: TOLMETIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Tolmetin () is a nonsteroidal anti-inflammatory drug (NSAID) of the heterocyclic acetic acid derivative class. 
Tolmetin was originally approved by the US FDA in 1976. It is available internationally.
It is used primarily to reduce hormones that cause pain, swelling, tenderness, and stiffness in conditions such as osteoarthritis and rheumatoid arthritis, including juvenile rheumatoid arthritis. In the United States it was marketed as Tolectin and comes as a tablet or capsule.