Compound: 4-Aminoantipyrine
SMILES: O=c1n(n(C)c(c1N)C)-c2ccccc2
InChIKey: RLFWWDJHLFCNIJ-UHFFFAOYSA-N
Synonyms: 4-Aminoantipyrine, AMPYRONE, 83-07-8, 4-Aminophenazone, Aminoantipyrine, Metapirazone, 4-Aminoantipyrene, Aminoantipyrin, Solvapyrin-A, Aminoazophene, Solnapyrin-A, Aminoazophenazone, 4-AAP, 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-, 4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one, DTXSID8048860, CHEBI:59026, 0M0B7474RA, NSC-60242, DTXCID1028786, 4 Aminophenazone, 4 aminoantipyrine, RefChem:517541, 4 Amino 1,5 Dimethyl 2 Phenyl 3H Pyrazolone, 4-Amino-1,5-Dimethyl-2-Phenyl-3H-Pyrazolone, 201-452-3, Antipyrine, 4-amino-, 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one, 4-Amminoantipirina, 4-Amminoantipirina [Italian], MFCD00003145, NSC 60242, 4-amino-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one, 1,5-Dimethyl-2-phenyl-4-aminopyrazoline, BRN 0181635, 4-AA, 3-Pyrazolin-5-one, 4-amino-2,3-dimethyl-1-phenyl-, AI3-14639, 4-amino-1,5-dimethyl-2-phenylpyrazol-3-one, 4-amino-1,5-dimethyl-2-phenyl-pyrazol-3-one, NSC60242, s4509, CAS-83-07-8, NCGC00016328-01, solvapyrin A, 4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (Ampyrone), NSC1740, CCRIS 2906, SR-01000399288, EINECS 201-452-3, Aminoantipyrene, Minoazophene, Aminoanti, UNII-0M0B7474RA, 4-aminoantipyrin, 4-Aminopyrine, Prestwick_16, Spectrum_000758, Prestwick0_000181, Prestwick1_000181, Prestwick2_000181, Prestwick3_000181, Spectrum2_000934, Spectrum3_000604, Spectrum4_000386, Spectrum5_001583, 4-Amino-1-phenyl-2,3-dimethyl-5-pyrazolone, bmse000147, Epitope ID:124938, Ampyrone, NSC 60242, 4-Aminoantipyrine ACS grade, Oprea1_651348, BSPBio_000101, BSPBio_002108, KBioGR_000911, KBioSS_001238, 5-25-14-00096 (Beilstein Handbook Reference), MLS002154229, DivK1c_000454, SCHEMBL128544, SPECTRUM1500621, SPBio_000868, SPBio_002022, Antipyrine, 4-amino- (8CI), BPBio1_000113, 4-AMINOANTIPYRINE [MI], CHEMBL1165011, 4-Aminoantipyrine, reagent grade, BDBM85515, HMS501G16, KBio1_000454, KBio2_001238, KBio2_003806, KBio2_006374, KBio3_001608, Metamizole Sodium EP Impurity B, MSK7117, NINDS_000454, AA METABOLITE OF METAMIZOLE, HMS1568F03, HMS1921K17, HMS2095F03, HMS2235D04, HMS3373A14, HMS3712F03, HMS5083H03, ALBB-037248, HY-B1398, NSC_2151, STR05569, Tox21_113352, 4-Aminoantipyrine, p.a., 99.0%, CCG-39099, EBC-03665, Metamizole EP Impurity B (Ampyrone), MSK7117-100M, NSC782758, SBB003514, STK171821, AKOS000119290, MSK7117-1000M, Tox21_113352_1, CS-4903, FA10254, ND-1774, NSC-782758, CAS_83-07-8, IDI1_000454, NCGC00016328-02, NCGC00016328-03, NCGC00016328-04, NCGC00016328-05, NCGC00016328-08, NCGC00094814-01, NCGC00094814-02, NCGC00178813-01, NCGC00178813-02, SMR001233503, ST009520, SY010890, DB-056681, A0256, A1302, A2254, EU-0001364, NS00000326, 4-Amino-1,5-dimethyl-2-phenyl-3-pyrazolone, EN300-17058, 4-Aminoantipyrine, analytical reference material, 4-Aminoantipyrine Solution in Methanol, 100ug/mL, 4-Aminoantipyrine, >=99.0%, JIS special grade, F358185, 4-Aminoantipyrine Solution in Methanol, 1000ug/mL, Q3599043, SR-01000399288-1, SR-01000399288-3, BRD-K20484910-001-13-9, BRD-K20484910-001-14-7, Z56869298, F0044-0041, 4-Aminoantipyrine, puriss. p.a., Reag. Ph. Eur., >=99%, METAMIZOLE SODIUM MONOHYDRATE IMPURITY B [EP IMPURITY], pyrazole, 4-amino-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-, 4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one #, 4-Aminoantipyrine, for spectrophotometric det. of H2O2 and phenols, >=98.0%, InChI=1/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H
Theoretical properties:
molecular_formula: C11H13N3O
molecular_weight: 203.24 g/mol
exact_mass: 203.105862047 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 15
topological_polar_surface_area: 49.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4-aminoantipyrine is a pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antirheumatic drug, a drug metabolite, a peripheral nervous system drug and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It is functionally related to an antipyrine.
chebi: A pyrazolone, a member of the class of  pyrazoles that is antipyrine substituted at C-4 by an amino group.  It is a metabolite of aminopyrine and of metamizole.
chembl: AMPYRONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Ampyrone is a metabolite of aminopyrine with analgesic, anti-inflammatory, and antipyretic properties. While the parent drug, aminopyrine, has been discouraged due to the risk of agranulocytosis, ampyrone itself has significantly lower toxicity. It is used as a reagent for biochemical reactions producing peroxides or phenols. Ampyrone stimulates liver microsomes and is also used to measure extracellular water.
By applying an ampyrone solution, scientists can make skin temporarily transparent (to red light);  and e.g. see directly into the brain (of living young mice, when the skull is very thin, thus transparent, the solution doesn't have such an effect on it): "This opens a literal window to peek into the brain's development .. Not only can we image the structures of these neurons, but we can also image the neural activity over time in an animal model. In the future, this approach could enable us to look at how these circuits form during the development of an animal."