4-Hydroxypyridine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-Hydroxypyridine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 4-Hydroxypyridine?

The molecule 4-Hydroxypyridine presents a molecular formula of C5H5NO and its IUPAC name is 4-hydroxypyridine.

Pyridine is an organic compound with the chemical formula C5H5N. It is a colourless liquid with a strong, unpleasant odour. Pyridine is basic, and forms salts with acids. It is a precursor to many pharmaceuticals and pesticides. It is used as a solvent and as a reagent in organic synthesis..

Pyridine was first isolated in 1849 by the Scottish chemist Thomas Anderson as one of the products of the distillation of coal tar. It is named after the Greek pyrrhos, meaning "red-haired"..

Pyridine is a basic compound. The pyridine ring is planar and aromatic. The nitrogen atoms are each bonded to two hydrogen atoms and to one carbon atom. The carbon atoms are bonded to each other by single bonds..

Pyridine is used as a solvent for many organic reactions. It is also used as a reagent in the synthesis of many organic compounds..

Pyridine is a precursor to many pharmaceuticals. It is used in the manufacture of the antimalarial drug quinine, the anticancer drug etoposide, and the antipsychotic drug chlorpromazine..

Pyridine is also used in the manufacture of pesticides. It is a component of the insecticide naled and the herbicide paraquat..

Pyridine is a human health hazard. Exposure to pyridine can cause liver and kidney damage. Pyridine is also a fire hazard..

3D structure

Cartesian coordinates

Geometry of 4-Hydroxypyridine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-Hydroxypyridine GCNTZFIIOFTKIY-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-Hydroxypyridine

 

Molecule descriptors

 
IUPAC name4-hydroxypyridine
InChI codeInChI=1S/C8H10O2/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3
InChI KeyGCNTZFIIOFTKIY-UHFFFAOYSA-N
SMILESn1ccc(cc1)O

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.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC name4-hydroxypyridine
Molecular formulaC5H5NO
Molecular weight95.0993
Melting point (ºC)-
Boiling point (ºC)-
Density (g/cm3)-
Molar refractivity26.26
LogP0.8
Topological polar surface area29.5

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.