(R)-chlorphenesin

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

What is the (R)-chlorphenesin?

The molecule (R)-chlorphenesin presents a molecular formula of C9H11ClO3 and its IUPAC name is (2R)-3-(4-chlorophenoxy)propane-1,2-diol.

Chlorphenesin is an organic molecule with the molecular formula C8H9ClO. It is a white solid that is insoluble in water, but soluble in organic solvents. It is used as a preservative in cosmetics and pharmaceuticals..

Chlorphenesin is an ester of chloroacetic acid and phenethyl alcohol. It is produced by the reaction of these two compounds in the presence of a strong acid catalyst..

The molecule has two chiral centers, so it exists as two enantiomers, (R)-chlorphenesin and (S)-chlorphenesin. The (R)-enantiomer is the more active form and is the form used in cosmetics and pharmaceuticals..

The mechanism of action of chlorphenesin is not fully understood, but it is thought to work by inhibiting the growth of bacteria and fungi. It is effective against a wide range of microorganisms, including some that are resistant to other preservatives..

Chlorphenesin is used in a wide variety of cosmetics and personal care products, including skin creams, hair care products, and deodorants. It is also used as a preservative in some pharmaceuticals, such as eye drops and ear drops..

Chlorphenesin is generally considered to be safe for use in cosmetics and personal care products. However, it can cause skin irritation in some people. If you experience any skin irritation after using a product containing chlorphenesin, stop using the product and consult your doctor..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-chlorphenesin MXOAEAUPQDYUQM-MRVPVSSYSA-N chemical compound 2D structure molecule svg
(R)-chlorphenesin

 

Molecule descriptors

 
IUPAC name(2R)-3-(4-chlorophenoxy)propane-1,2-diol
InChI codeInChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2/t8-/m1/s1
InChI KeyMXOAEAUPQDYUQM-MRVPVSSYSA-N
SMILESOC[C@@H](O)COc1ccc(Cl)cc1

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.

  • (2R)-3-(4-chlorophenoxy)-1,2-propanediol
  • (2R)-3-(4-chlorophenoxy)propane-1,2-diol
  • (2R)-3-(p-chlorophenoxy)-1,2-propanediol
  • (2R)-3-(p-chlorophenoxy)propane-1,2-diol
  • (R)-chlorphenesin
  • (R)-glycerol alpha-p-chlorophenyl ether
  • (R)-p-chlorophenyl-alpha-glyceryl ether
  • (r)-3-(4-chlorophenoxy)propane-1,2-diol
  • 112652-61-6
  • 471UZB51YK
  • Chlorphenesin, (R)-
  • Q27126732

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC135
  • UNII-471UZB51YK
  • CHEBI:59479
  • SCHEMBL21194

Physico-Chemical properties

IUPAC name(2R)-3-(4-chlorophenoxy)propane-1,2-diol
Molecular formulaC9H11ClO3
Molecular weight202.635
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity49.88
LogP1.1
Topological polar surface area49.7

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.