Compound: antipyrine
SMILES: O=c1n(n(C)c(c1)C)-c2ccccc2
InChIKey: VEQOALNAAJBPNY-UHFFFAOYSA-N
Synonyms: antipyrine, Phenazone, 60-80-0, Analgesine, Antipyrin, Fenazone, Antipyrinum, 2,3-Dimethyl-1-phenyl-5-pyrazolone, Phenazonum, Fenazona, 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl-, 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, 1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one, 1,5-Dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one, 1,5-dimethyl-2-phenylpyrazol-3-one, DTXSID6021117, CHEBI:31225, 1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one, T3CHA1B51H, DTXCID401117, RefChem:54230, N02BB01, S02DA03, 200-486-6, Anodynin, Anodynine, Azophen, Antipirin, Phenozone, Phenylone, Dimethyloxychinizin, Apirelina, Azophene, Methozin, Parodyne, Pyrazophyl, Sedatine, Dimethyloxyquinazine, Oxydimethylquinazine, Azophenum, Phenylon, 3-Antipyrine, Fenazon [Czech], Oxydimethylquinizine, Fenazona [INN-Spanish], Phenazone (pharmaceutical), Fenazon, 1-Phenyl-2,3-dimethyl-5-pyrazolone, MFCD00003146, 1-Phenyl-2,3-dimethylpyrazole-5-one, NSC 7945, Phenazone;Phenazon, Phenazone [INN], 1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one, 1,5-dimethyl-2-phenyl-pyrazol-3-one, Phenazone (INN), NSC-7945, s3173, CAS-60-80-0, NCGC00016274-04, Antipyrine [JAN], 2-Trideuteromethyl-3-methyl-1-phenyl-3-pyrazolin-5-one, Phenazonum [INN-Latin], SMR000238140, CCRIS 1369, Antipyrine [USP:JAN], SR-05000001566, EINECS 200-486-6, pyrazole, 2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-, UNII-T3CHA1B51H, Antipyrien, AI3-15293, Phenazone CRS, .beta.-Antipyrine, Prestwick_26, component of Auralgan, Antipyrine (Standard), Spectrum_000058, ANTIPYRINE [MI], Prestwick0_000029, Prestwick1_000029, Prestwick2_000029, Prestwick3_000029, Spectrum2_000088, Spectrum3_000305, Spectrum4_000152, Spectrum5_000842, ANTIPYRINE [VANDF], ANTIPYRINUM [HPUS], Antipyrine (JP17/USP), Epitope ID:124927, PHENAZONE [MART.], EC 200-486-6, PHENAZONE [WHO-DD], 1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one, ANTIPYRINE [USP-RS], Auralgan component antipyrine, SCHEMBL20452, BSPBio_000097, BSPBio_001870, KBioGR_000624, KBioSS_000438, MLS001331753, MLS001332401, MLS001332402, MLS002154179, DivK1c_000484, SPECTRUM1500128, SPBio_000016, SPBio_002018, Antipyrine, analytical standard, BPBio1_000107, CHEMBL277474, orb1310338, orb3139301, SCHEMBL3065572, PHENAZONE [EP IMPURITY], PHENAZONE [EP MONOGRAPH], HMS501I06, HY-B0171R, KBio1_000484, KBio2_000438, KBio2_003006, KBio2_005574, KBio3_001370, ANTIPYRINE [USP IMPURITY], MSK7125, NSC7945, Antipyrine, >=99.0% (RT), NINDS_000484, ANTIPYRINE [USP MONOGRAPH], HMS1568E19, HMS1920E09, HMS2091K09, HMS2095E19, HMS2272G04, HMS3652C09, HMS3712E19, HMS3885C11, HMS5081O22, Pharmakon1600-01500128, WLN: T5NNVJ A1 BR& E1, HY-B0171, Tox21_110342, Tox21_201600, Tox21_303026, Antipyrine, Sigma Reference Standard, BDBM50103600, CCG-38904, EBC-03511, NSC755874, SBB017226, STK328171, 1,5-Dimethyl-2-phenyl-3-pyrazolone, AKOS000588788, MSK7125-1000A, Tox21_110342_1, CS-2044, DB01435, FD75059, NSC-755874, IDI1_000484, Phenazone 10 microg/mL in Acetonitrile, Antipyrine, analytical reference material, Antipyrine, tested according to Ph.Eur., Antipyrine; Propyphenazone EP Impurity A, NCGC00016274-01, NCGC00016274-02, NCGC00016274-03, NCGC00016274-05, NCGC00016274-06, NCGC00016274-07, NCGC00016274-09, NCGC00016274-10, NCGC00094591-01, NCGC00094591-02, NCGC00094591-03, NCGC00178937-01, NCGC00178937-02, NCGC00256527-01, NCGC00259149-01, AS-13248, ST009485, SBI-0051287.P003, Antipyrine, Vetec(TM) reagent grade, 98%, D1876, NS00000287, SW196343-3, T0734, EN300-17057, BIM-0051287.0001, D01776, H11233, PROPYPHENAZONE IMPURITY A [EP IMPURITY], Antipyrine Solution in Acetonitrile, 1000ug/mL, AF-960/00437050, F358184, Q415578, SR-05000001566-1, SR-05000001566-3, BRD-K46937689-001-05-1, BRD-K46937689-001-08-5, BRD-K46937689-001-14-3, BRD-K46937689-001-15-0, Z56869297, F2173-0728, 1,5-Dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one #, Phenazone, European Pharmacopoeia (EP) Reference Standard, Antipyrine, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C11H12N2O
molecular_weight: 188.23 g/mol
exact_mass: 188.094963011 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 14
topological_polar_surface_area: 23.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
density: Relative density (water = 1): 1.19
Descriptions:
pubchem: Antipyrine is a pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, a xenobiotic, a cyclooxygenase 3 inhibitor and an environmental contaminant.
chebi: A  pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2.
chembl: ANTIPYRINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Phenazone (INN and BAN; also known as phenazon, antipyrine (USAN), antipyrin, or analgesine) is an analgesic (pain reducing), antipyretic (fever reducing) and anti-inflammatory drug. While it predates the term, it is often classified as a nonsteroidal anti-inflammatory drug (NSAID). Phenazone was one of the earliest synthetic medications — when it was patented in 1883, the only synthetic medical chemicals on the market were chloral hydrate, a sedative (as well as at least one derivative of that chemical), trimethylamine, and iodol (tetraiodopyrrol), an early antiseptic. One of the earliest widely used analgesics and antipyretics, phenazone was gradually replaced in common use by other medications including phenacetin (itself later withdrawn because of safety concerns), aspirin, paracetamol and modern NSAIDs such as ibuprofen. However, it is still available in several countries either as an over-the-counter or prescribed drug.