Aminopyrine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Aminopyrine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Aminopyrine?

The molecule Aminopyrine presents a molecular formula of C13H17N3O and its IUPAC name is 4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one.

Aminopyrine is an organic compound with the chemical formula C6H7N3O. It is a white solid that is soluble in water and ethanol. It has a pyridine ring fused to an amine group..

Aminopyrine is a precursor to many pharmaceuticals. It is used as an analgesic and antipyretic. It was once a popular drug for the treatment of tuberculosis..

Aminopyrine is no longer used clinically due to its toxicity. It is considered to be a dangerous drug and is not available in the United States..

3D structure

Cartesian coordinates

Geometry of Aminopyrine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Aminopyrine RMMXTBMQSGEXHJ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Aminopyrine

 

Molecule descriptors

 
IUPAC name4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one
InChI codeInChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3
InChI KeyRMMXTBMQSGEXHJ-UHFFFAOYSA-N
SMILESCc1c(N(C)C)c(=O)n(-c2ccccc2)n1C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (Dimethylamino)phenazone
  • 01704YP3MO
  • 1,5-Dimethyl-2-phenyl-4-dimethylamino-3-pyrazolone
  • 1,5-Dimethyl-4-dimethylamino-2-phenyl-3-pyrazolone
  • 1-Phenyl-2,3-dimethyl-4-(dimethylamino)-5-pyrazolone
  • 1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazol-5-one
  • 1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazolone-5
  • 2,3-Dimethyl-4-dimethylamino-1-phenyl-5-pyrazolone
  • 3-Keto-1,5-dimethyl-4-dimethylamino-2-phenyl-2,3-dihydropyrazole
  • 3-Pyrazolin-5-one, 4-(dimethylamino)-2,3-dimethyl-1-phenyl-
  • 3-Pyrazolin-5-one,3-dimethyl-1-phenyl-
  • 3-keto-1,3-dihydropyrazole
  • 3H-Pyrazol-3-one, 4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-
  • 3H-Pyrazol-3-one,4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-
  • 4,4-Dimethylaminophenazone
  • 4-(Dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
  • 4-(Dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
  • 4-(Dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one #
  • 4-(Dimethylamino)antipyrine
  • 4-(Dimethylamino)phenazone
  • 4-(dimethylamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
  • 4-(dimethylamino)-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one
  • 4-(dimethylamino)-1,5-dimethyl-2-phenyl-3-pyrazolin-3-one
  • 4-(dimethylamino)-1,5-dimethyl-2-phenyl-3-pyrazolone
  • 4-(dimethylamino)-1,5-dimethyl-2-phenyl-pyrazol-3-one
  • 4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one
  • 4-(dimethylamino)-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
  • 4-DIMETHYLAMINO-1,5-DIMETHYL-2-PHENYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE
  • 4-Dimethylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (4,4-Dimethylaminophenazone)
  • 4-Dimethylamino-1-phenyl-2,3-dimethylpyrazolone
  • 4-Dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
  • 4-Dimethylamino-2,3-dimethyl-1-phenyl-5-pyrazolone
  • 4-Dimethylamino-2,3-dimethyl-1-phenylpyrazol-5-one
  • 4-Dimethylaminoantipyrine
  • 4-Dimethylaminoantipyrine, reactive nitrogen species scavenger
  • 4-Dimethylaminophenazone
  • 4-N,N-Dimethylaminoantipyrine
  • 58-15-1
  • AC-12025
  • AMINOPYRINE
  • Amidazofen
  • Amidazophen
  • Amidazophene
  • Amidazophenum
  • Amidofebrin
  • Amidofen
  • Amidophen
  • Amidophenazone
  • Amidopyrazoline
  • Amidopyrin
  • Amidopyrine
  • Amidopyrinum
  • Aminofenazona
  • Aminofenazone
  • Aminophenazon
  • Aminophenazone (4-Dimethylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one)
  • Aminophenazone (INN)
  • Aminophenazone-[d6]
  • Aminophenazonum
  • Aminopyrin
  • Aminopyrine
  • Aminopyrine (JAN)
  • Aminopyrinum
  • Anafebrina
  • Antipyrine, 4-(dimethylamino)-
  • B1883
  • BDBM74258
  • BPBio1_000018
  • BSPBio_000016
  • Brufaneuxol
  • C07539
  • CCG-103785
  • CCRIS 2907
  • D00556
  • DB-053161
  • DB01424
  • DSSTox_CID_504
  • DSSTox_GSID_20504
  • DSSTox_RID_75627
  • Dereuma
  • Dimapyrin
  • Dimethylamino-analgesine
  • Dimethylaminoantipyrine
  • Dimethylaminoazophene
  • Dimethylaminophenazon
  • Dimethylaminophenazone
  • Dimethylaminophenyldimethylpyrazolin
  • Dimethylaminophenyldimethylpyrazolone
  • Dimethylaminophenyldimethylpyrazone
  • Dipirin
  • Dipyrin
  • Dipyrine
  • Eufibron
  • Febrinina
  • Febron
  • HMS1536B11
  • HMS1568A18
  • HMS2092E10
  • HMS2095A18
  • HMS3039C06
  • HMS3652G13
  • HMS3712A18
  • HSDB 2135
  • HY-B0533
  • Hyparon
  • Itamidone
  • MFCD00003142
  • MLS002154195
  • Mamallet a
  • Mamallet-A
  • NCGC00016257-01
  • NCGC00016257-02
  • NCGC00016257-03
  • NCGC00016257-04
  • NCGC00016257-05
  • NCGC00016257-06
  • NCGC00016257-07
  • NCGC00016257-10
  • NCGC00090878-01
  • NCGC00090878-02
  • NCGC00090878-03
  • NCGC00175173-01
  • NCGC00175173-02
  • NCGC00256436-01
  • NCGC00259094-01
  • NSC 4993
  • NSC-4993
  • NSC-757388
  • NSC4993
  • NSC757388
  • Netsusarin
  • Novamidon
  • Oprea1_080671
  • Pharmakon1600-01500621
  • Piramidon
  • Piramidone
  • Pirazon
  • Piridol
  • Piromidina
  • Polinalin
  • Prestwick0_000088
  • Prestwick1_000088
  • Prestwick2_000088
  • Prestwick3_000088
  • Prestwick_14
  • Pyradone
  • Pyramidon
  • Pyramidone
  • Q416503
  • SBI-0207073.P001
  • SMR001216566
  • SR-05000001741
  • SR-05000001741-1
  • SR-05000001741-3
  • SR-05000001741-4
  • STL356033
  • SW196332-3
  • TOCAINIDEHYDROCHLORIDE(125MG)
  • TimTec1_000737
  • WLN: T5NNVJ A1 BR& DN1&1 E1
  • aminophenazone
  • cid_6009
  • s3209

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC57115
  • CAS-58-15-1
  • UNII-01704YP3MO
  • AKOS001590378
  • BRD-K12568846-001-04-7
  • DTXSID7020504
  • CHEMBL288470
  • CHEBI:160246
  • Tox21_110333
  • Tox21_201544
  • Tox21_302830
  • Tox21_110333_1
  • EINECS 200-365-8
  • SPBio_001955
  • SCHEMBL26293

Physico-Chemical properties

IUPAC name4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one
Molecular formulaC13H17N3O
Molecular weight231.294
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity70.46
LogP1.6
Topological polar surface area30.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.