Furazolidone

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

What is the Furazolidone?

The molecule Furazolidone presents a molecular formula of C8H7N3O5 and its IUPAC name is 3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one.

Furazolidone is a nitrofuran derivative with antibacterial and antiprotozoal properties. It is used for the treatment of various infections, including those of the gastrointestinal tract, genitourinary tract, and skin. Furazolidone is also used as an adjuvant in the treatment of tuberculosis..

The exact mechanism of action of furazolidone is not known. However, it is thought to work by inhibiting the production of nucleic acids and proteins in bacteria and protozoa. This action leads to the death of the microorganisms..

Furazolidone exists as tablets and suspension. It is usually taken four times a day. The tablets should be taken with food. The suspension should be taken on an empty stomach..

Common side effects of furazolidone include nausea, vomiting, diarrhea, and abdominal pain. Furazolidone may also cause dizziness, headache, and rashes. These side effects are usually mild and resolve with continued use of the medication..

Furazolidone is an effective medication for the treatment of various infections. However, it should be used with caution in patients with liver or kidney disease..

3D structure

Cartesian coordinates

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

2D drawing

 

Furazolidone PLHJDBGFXBMTGZ-WEVVVXLNSA-N chemical compound 2D structure molecule svg
Furazolidone

 

Molecule descriptors

 
IUPAC name3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
InChI codeInChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
InChI KeyPLHJDBGFXBMTGZ-WEVVVXLNSA-N
SMILESO=C1OCCN1/N=C/c1ccc([N+](=O)[O-])o1

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.

  • 2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-
  • 2-Oxazolidinone, 3-(((5-nitro-2-furanyl)methylene)amino)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidene)amino)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)-
  • 2-Oxazolidinone, 3-[(5-nitrofurfurylidene)amino]-
  • 2-Oxazolidinone, 3-[(5-nitrofurfurylidine)amino]-
  • 2-Oxazolidinone, 3-[[(5-nitro-2-furanyl)methylene]amino]-
  • 3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone
  • 3-(((5-Nitrofuran-2-yl)methylene)amino)oxazolidin-2-one
  • 3-((5-Nitrofurfurylidene)amino)-2-oxazolidinone
  • 3-((5-Nitrofurfurylidene)amino)-2-oxazolidone
  • 3-((5-Nitrofurfurylidine)amino)-2-Oxazolidinone
  • 3-((5-Nitrofurylidene)amino)-2-oxazolidone
  • 3-(5'-Nitrofurfuralamino)-2-oxazolidone
  • 3-([(5-Nitro-2-furyl)methylidene]amino)-1,3-oxazolidin-2-one #
  • 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone
  • 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone
  • 3-[(5-Nitrofurfurylidine)amino]-2-Oxazolidinone
  • 3-[(5-Nitrofurylidene)amino]-2-oxazolidone
  • 3-[(E)-(5-nitro-2-furanyl)methylideneamino]-2-oxazolidinone
  • 3-[(E)-(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one
  • 3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
  • 3-[[(5-Nitro-2-furanyl)methylene]-amino]-2-oxazolidinone
  • 3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone
  • 3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone, 9CI
  • 3-{[(1E)-(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one
  • 3-{[(5-Nitro-2-furanyl)methylene]amino}-2-oxazolidinone
  • 3-{[(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one
  • 3-{[(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
  • 3-{[(E)-(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
  • 5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine
  • 5J9CPU3RE0
  • 67-45-8
  • A16011
  • A835757
  • AB00052000_03
  • AB00443658
  • AC-11695
  • AC-32486
  • BIDD:GT0182
  • BPBio1_000743
  • BSPBio_000675
  • BSPBio_002052
  • Bifuron
  • C07999
  • CCG-266758
  • CCG-40233
  • CS-4897
  • Corizium
  • Coryzium
  • D00830
  • DB00614
  • DSSTox_CID_21997
  • DSSTox_GSID_41997
  • DSSTox_RID_79899
  • Diafuron
  • Enterotoxon
  • F-8900
  • FZL
  • Fiurox aerosol powder
  • Furall
  • Furaxon
  • Furaxone
  • Furazol
  • Furazolidine
  • Furazolidon
  • Furazolidona
  • Furazolidone
  • Furazolidone (USP/INN)
  • Furazolidone, Antibiotic for Culture Media Use Only
  • Furazolidonum
  • Furazon
  • Furidon
  • Furovag
  • Furox
  • Furoxal
  • Furoxane
  • Furoxon
  • Furoxone
  • Furoxone Swine Mix
  • Furozolidine
  • Giardil
  • Giarlam
  • HMS1920O22
  • HMS2091H03
  • HMS500E07
  • HY-B1336
  • IDI1_000085
  • MFCD00010550
  • MLS000069727
  • MLS001304180
  • Medaron
  • N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone
  • N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one
  • NCGC00095304-01
  • NCGC00095304-02
  • NCGC00095304-03
  • NCGC00095304-04
  • NCGC00095304-05
  • NCGC00095304-06
  • NCGC00188974-01
  • NF 180
  • NF 180 custom mix ten
  • NSC-6469
  • NSC-757038
  • NSC6469
  • NSC757038
  • Neftin
  • Nicolen
  • Nifulidone
  • Nifuran
  • Nifurazolidone
  • Nitrofurazolidone
  • Nitrofurazolidonum
  • Nitrofuroxon
  • Opera_ID_256
  • Optazol
  • Ortazol
  • Pharmakon1600-01500309
  • Prestwick2_000808
  • Prestwick3_000808
  • Puradin
  • Roptazol
  • SBI-0051388.P003
  • SMR000058228
  • SPECTRUM1500309
  • SR-05000001632
  • SR-05000001632-1
  • SR-05000001632-3
  • STK388219
  • Sclaventerol
  • Tikofuran
  • Topazone
  • Tricofuron
  • Tricoron
  • Trichofuron
  • Trifurox
  • Usaf ea-1
  • Viofuragyn
  • WLN: T5OJ BNW E1UN- AT5NVOTJ
  • component of Topazone
  • component of Tricofuron
  • furazolidone
  • s4528

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC7997571
  • CAS-67-45-8
  • AKOS001678302
  • BRD-K10647544-001-02-0
  • BRD-K11756522-001-03-2
  • BRD-K11756522-001-04-0
  • CHEMBL1103
  • CHEBI:5195
  • Tox21_111502
  • Tox21_111502_1
  • SCHEMBL64996
  • Spectrum5_000742

Physico-Chemical properties

IUPAC name3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
Molecular formulaC8H7N3O5
Molecular weight225.158
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity56.97
LogP1.4
Topological polar surface area100.9

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.