Allopurinol

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

What is the Allopurinol?

The molecule Allopurinol presents a molecular formula of C5H4N4O and its IUPAC name is 1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one.

Allopurinol is a medication that is used to reduce the production of uric acid in the body. It is commonly used to prevent and treat gout, a type of arthritis that is caused by high levels of uric acid in the blood. Allopurinol is also used to prevent kidney stones and to treat certain types of leukemia..

Allopurinol works by inhibiting the enzyme xanthine oxidase, which is responsible for the production of uric acid. By reducing the production of uric acid, allopurinol can help to lower uric acid levels in the blood and prevent the formation of gout crystals in the joints..

Allopurinol is generally well-tolerated, but it can cause side effects, including nausea, diarrhea, and rash. It may also interact with certain medications, such as aspirin and diuretics. It is important to follow the dosage and frequency instructions provided by a healthcare provider when taking allopurinol and to inform the healthcare provider about any other medications being taken..

Summary

From all the above, this molecule is a medication that is used to reduce the production of uric acid in the body and to prevent and treat gout. It is generally well-tolerated, but can cause side effects and may interact with certain medications. It is important to follow the dosage and frequency instructions provided by a healthcare provider when taking allopurinol and to inform the healthcare provider about any other medications being taken..

3D structure

Cartesian coordinates

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

2D drawing

 

Allopurinol OFCNXPDARWKPPY-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Allopurinol

 

Molecule descriptors

 
IUPAC name1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one
InChI codeInChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)
InChI KeyOFCNXPDARWKPPY-UHFFFAOYSA-N
SMILESc1n[nH]c2c1c(=O)[nH]cn2

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.

  • 1,2-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE
  • 1,4-d]pyrimidin-4-one
  • 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidin-4-one
  • 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidine-4-one
  • 1,5-Dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
  • 1,5-Dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one Synonym: Allopurinol
  • 1,5-Dihydro-pyrazolo[3,4-d]pyrimidin-4-one
  • 1,5-Dihydropyrazolo[3,4-d]pyrimidin-4-one
  • 1,5-dihydropyrazolo[3,4-d]-pyrimidin-4-one
  • 180749-06-8
  • 180749-07-9
  • 180749-08-0
  • 180749-09-1
  • 184789-03-5
  • 184856-42-6
  • 1H,2H,4H-pyrazolo[3,4-d]pyrimidin-4-one
  • 1H,4H,5H-pyrazolo[3,4-d]pyrimidin-4-one
  • 1H-Pyrazolo(3,4-d)pyrimidin-4-ol
  • 1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-one
  • 1H-Pyrazolo[3,4-d]pyrimidin-4-ol
  • 1H-Pyrazolo[3,4-d]pyrimidin-4-ol (9CI)
  • 1H-Pyrazolo[3,4-d]pyrimidin-4-ol;1H-PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE
  • 1H-pyrazolo[3,4-d]pyrimidin-4(2H)-one
  • 1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one
  • 291279-53-3
  • 2H-Pyrazolo[3,4-d]pyrimidin-4-ol
  • 2H-Pyrazolo[3,4-d]pyrimidin-4-ol (9CI)
  • 315-30-0
  • 4'-Hydroxypyrazolol(3,4-d)pyrimidine
  • 4'-Hydroxypyrazolol[3,4-d]pyrimidine
  • 4-HPP
  • 4-Hydroxy-1H-pyrazolo(3,4-d)pyrimidine
  • 4-Hydroxy-1H-pyrazolo[3,4-d]pyrimidine
  • 4-Hydroxy-3,4-pyrazolopyrimidine
  • 4-Hydroxy-pyrazolo[3,4-d]pyrimidin
  • 4-Hydroxypyrazolo(3,4-d)pyrimidine
  • 4-Hydroxypyrazolo[3,4-d]pyrimidine
  • 4-Hydroxypyrazolopyrimidine
  • 4-Hydroxypyrazolyl(3,4-d)pyrimidine
  • 4-Hydroxypyrazolyl[3,4-d]pyrimidine
  • 4H-Pyrazolo(3,4-d)pyrimidin-4-one
  • 4H-Pyrazolo(3,4-d)pyrimidin-4-one, 1,5-dihydro-
  • 4H-Pyrazolo[3, 1,5-dihydro-
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 1,2-dihydro-
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 1,5-dihydro-
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 1,7-dihydro- (9CI)
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 2,5-dihydro- (9CI)
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 2,7-dihydro- (9CI)
  • 4H-Pyrazolo[3,4-d]pyrimidin-4-one,1,2-dihydro-
  • 4H-pyrazolo[3,4-d]pyrimidin-4-one, 1,7-dihydro-
  • 4h-pyrazolo[3,4-d]pyrimidin-4-one,1,7-dihydro-
  • 4h-pyrazolo[3,4-d]pyrimidin-4-one,2,5-dihydro-
  • 4h-pyrazolo[3,4-d]pyrimidin-4-one,2,7-dihydro-
  • 63CZ7GJN5I
  • 73334-58-4
  • 9002-17-9
  • A 8003
  • A0907
  • AB-323/25048497
  • AB00173448-03
  • AB00173448-04
  • AB00173448_05
  • AB01274719-01
  • AB01274719_02
  • AC-019
  • ACT02732
  • AL-100
  • AMY18272
  • ATH008
  • Adenock
  • Ailural
  • Ailurial
  • Aloprim
  • Alopurinol
  • Aloral
  • Alositol
  • Aluline
  • Aluline 100
  • Aluline 300
  • Allo-Puren
  • Allopur
  • Allopurinol
  • Allopurinol (4-Hydroxypyrazolo[3,4-d]pyrimidine)
  • Allopurinol (JP17/USP/INN)
  • Allopurinol (Zyloprim)
  • Allopurinol(I)
  • Allopurinol, xanthine oxidase inhibitor
  • Allopurinolum
  • Allozym
  • Allural
  • Anoprolin
  • Anzief
  • Apulonga
  • Apurin
  • Apurol
  • Atisuril
  • B. W. 56-158
  • BBL009959
  • BCP26973
  • BDBM181133
  • BDBM35440
  • BDBM50016784
  • BDBM50140241
  • BIM-0061756.0001
  • BSPBio_001798
  • BW 56-158
  • BW 56158
  • BW-56-158
  • BW-56158
  • Bleminol
  • Bloxanth
  • CCG-204197
  • CCG-221406
  • CCG-266128
  • CCG-38916
  • CCRIS 626
  • Caplenal
  • Cellidrin
  • Cosuric
  • D00224
  • DB-065332
  • DB00437
  • DSSTox_CID_2573
  • DSSTox_GSID_22573
  • DSSTox_RID_76636
  • DUZALLO COMPONENT ALLOPURINOL
  • Dabrosin
  • Dabroson
  • DivK1c_000685
  • Dura Al
  • EU-0100102
  • Embarin
  • Epidropal
  • Epuric
  • F18007
  • F2173-0394
  • F3329-0375
  • FT-0602537
  • FT-0661492
  • FT-0685730
  • FT-0764079
  • Foligan
  • GTPL6795
  • Geapur
  • Gichtex
  • Gotax
  • HMS1920A15
  • HMS2091G15
  • HMS2234M09
  • HMS3259K13
  • HMS3260E06
  • HMS3371I11
  • HMS3651O13
  • HMS3714L22
  • HMS502C07
  • HSDB 3004
  • HY-B0219
  • Hamarin
  • Hamarin 100
  • Hamarin 300
  • Hexanurat
  • Hexanuret
  • IDI1_000685
  • J-504736
  • KBio1_000685
  • KBio2_000386
  • KBio2_002954
  • KBio2_005522
  • KBio3_001298
  • KBioGR_000550
  • KBioSS_000386
  • Ketanrift
  • Ketobun-A
  • LP00102
  • Ledopur
  • Lopac-A-8003
  • Lopac0_000102
  • Lopurin
  • Lysuron
  • MFCD00599413
  • MLS000069453
  • MLS001148183
  • Milurit
  • Miniplanor
  • Monarch
  • NC00492
  • NCGC00015094-01
  • NCGC00015094-02
  • NCGC00015094-03
  • NCGC00015094-04
  • NCGC00015094-05
  • NCGC00015094-06
  • NCGC00015094-07
  • NCGC00015094-08
  • NCGC00015094-22
  • NCGC00091134-01
  • NCGC00091134-02
  • NCGC00091134-03
  • NCGC00094580-01
  • NCGC00094580-02
  • NCGC00094580-04
  • NCGC00094580-05
  • NCGC00188948-01
  • NCGC00258476-01
  • NCGC00260787-01
  • NCIOpen2_001825
  • NINDS_000685
  • NSC 101655
  • NSC 1390
  • NSC-101655
  • NSC-1390
  • NSC-755858
  • NSC101655
  • NSC1390
  • NSC755858
  • Nektrohan
  • Opera_ID_1680
  • Pharmakon1600-01500108
  • Prestwick_511
  • Progout
  • Q412486
  • Remid
  • Riball
  • SB10164
  • SBI-0050090.P004
  • SC1118
  • SC2251
  • SDCCGSBI-0050090.P005
  • SMR000059083
  • SPECTRUM1500108
  • SR-01000075595
  • SR-01000075595-1
  • SR-05000001983
  • SR-05000001983-1
  • SR-05000001983-2
  • STK378584
  • STK711106
  • STR05189
  • SW199406-4
  • Sigapurol
  • Suspendol
  • TS-00028
  • Takanarumin
  • US9138393, Allopurinol
  • US9144538, Allopurinol
  • Urbol
  • Uricemil
  • Uricto
  • Uriprim
  • Uripurinol
  • Uritas
  • Urobenyl
  • Urolit
  • Urosin
  • Urtias
  • Urtias 100
  • VU0611037-1
  • W-106892
  • WLN: T56 BMN GN INJ FQ
  • Xanthine oxidase
  • Xanthomax-100
  • Xanthomax-300
  • Xanturat
  • Z228474686
  • Zyloprim
  • Zyloric
  • Zyloric-300
  • allopurinol
  • cid_2094
  • s1630

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC13298313
  • CAS-315-30-0
  • UNII-63CZ7GJN5I
  • AKOS000267490
  • AKOS000269759
  • AKOS024255717
  • DTXSID4022573
  • CHEMBL1467
  • CHEBI:40279
  • Tox21_110082
  • Tox21_200922
  • Tox21_500102
  • Tox21_110082_1
  • EINECS 206-250-9
  • SPBio_000056
  • SCHEMBL4627
  • SCHEMBL1128219
  • Spectrum_000026
  • Spectrum2_000098
  • Spectrum3_000289
  • Spectrum4_000135
  • Spectrum5_000768

Physico-Chemical properties

IUPAC name1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one
Molecular formulaC5H4N4O
Molecular weight136.11
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity34.5
LogP-0.7
Topological polar surface area74.4

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.