5-Hydroxydiclofenac

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 5-Hydroxydiclofenac are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 5-Hydroxydiclofenac?

The molecule 5-Hydroxydiclofenac presents a molecular formula of C14H11Cl2NO3 and its IUPAC name is 2-[2-(2,6-dichloroanilino)-5-hydroxyphenyl]acetic acid.

5-Hydroxydiclofenac is a molecule of the phenylacetic acid derivative class of nonsteroidal anti-inflammatory drugs (NSAIDs). It is the active metabolite of diclofenac. 5-Hydroxydiclofenac was first synthesized in the early 1980s and approved for medical use in the United States in 2007..

3D structure

Cartesian coordinates

Geometry of 5-Hydroxydiclofenac in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

5-Hydroxydiclofenac VNQURRWYKFZKJZ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
5-Hydroxydiclofenac

 

Molecule descriptors

 
IUPAC name2-[2-(2,6-dichloroanilino)-5-hydroxyphenyl]acetic acid
InChI codeInChI=1S/C14H11Cl2NO3/c15-10-2-1-3-11(16)14(10)17-12-5-4-9(18)6-8(12)7-13(19)20/h1-6,17-18H,7H2,(H,19,20)
InChI KeyVNQURRWYKFZKJZ-UHFFFAOYSA-N
SMILESO=C(O)Cc1cc(O)ccc1Nc1c(Cl)cccc1Cl

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-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid
  • (2-(2,6-Dichloroanilino)-5-hydroxyphenyl)acetic acid
  • 17-iodoheptadecanoicacid
  • 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid
  • 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)aceticacid
  • 2-[(2,6-DICHLOROPHENYL)AMINO]-5-HYDROXYPHENYLACETIC ACID
  • 2-[(2,6-Dichloroanilino)-5-hydroxyphenyl]acetic acid
  • 2-[(2,6-Dichlorophenyl)amino]-5-Hydroxy Benzeneacetic Acid
  • 2-[(2,6-Dichlorophenyl)amino]-5-hydroxybenzeneacetic acid
  • 2-[(2,6-dichlorophenyl)amino]-5-hydroxy benzene acetic acid
  • 2-[2-(2,6-dichloroanilino)-5-hydroxyphenyl]acetic acid
  • 2-[2-[[2,6-bis(chloranyl)phenyl]amino]-5-oxidanyl-phenyl]ethanoic acid
  • 5-HYDROXY-DICLOFENAC
  • 5-Hydroxydiclofenac
  • 5-OH DCF
  • 5-OH-DCF
  • 5-OH-DFN
  • 5-hydroxy diclofenac
  • 69002-84-2
  • 7ZV
  • A836304
  • AMY15076
  • Acetic acid, (2-(2,6-dichloroanilino)-5-hydroxyphenyl)-
  • BDBM50228744
  • BRN 4199419
  • BS-17449
  • Benzeneacetic acid, 2-((2,6-dichlorophenyl)amino)-5-hydroxy-
  • Benzeneacetic acid, 2-[(2,6-dichlorophenyl)amino]-5-hydroxy-
  • Benzeneacetic acid,2-[(2,6-dichlorophenyl)amino]-5-hydroxy-
  • CS-0086873
  • DB-049914
  • Epitope ID:131807
  • FT-0669357
  • GLXC-25671
  • GS38436703
  • HYDROXYDICLOFENAC, 5-
  • MFCD01672033
  • Q27126805
  • {2-[(2,6-dichlorophenyl)amino]-5-hydroxyphenyl}acetic acid

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC22060327
  • UNII-GS38436703
  • AKOS028111700
  • DTXSID00219059
  • CHEMBL1031
  • CHEBI:59612
  • SCHEMBL2738864

Physico-Chemical properties

IUPAC name2-[2-(2,6-dichloroanilino)-5-hydroxyphenyl]acetic acid
Molecular formulaC14H11Cl2NO3
Molecular weight312.148
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity79.57
LogP4.1
Topological polar surface area69.6

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.