Sobrerol

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Sobrerol
Systematic (IUPAC) name
(1S)-5-(1-hydroxy-1-methylethyl)-2-methylcyclohex-2-en-1-ol
Identifiers
CAS number 42370-41-2
ATC code R05CB07
PubChem 36089
Chemical data
Formula C10H18O2 
Mol. mass 170.249 g/mol
SMILES eMolecules & PubChem
Synonyms trans-p-Menth-6-ene-2,8-diol; trans-sobrerol
Physical data
Melt. point 130-132 °C (-76 °F)
Boiling point 270-271 °C (-186 °F)
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes  ?

Sobrerol is a mucolytic.

[edit] History

Sobrerol was discovered by Ascanio Sobrero as an oxidation product of terpenes. Later the oxidation and reduction reactions of chiral pinene lead also to several possible isomeres of Carvone and Sobrerol, making it possible to determin reaction mechanism and the strucural properties of pinene and of other terpenes.

[edit] References

  • G. G. Henderson, W. J. S. Eastburn (1909). "The conversion of pinene into sobrerol". J. Chem. Soc., Trans. 95: 1465–1466. doi:10.1039/CT9099501465. 
  • H. E. Armstrong, W. J. Pope (1891). "Studies of the terpenes and allied compounds. Sobrerol, a product of the oxidation of terebenthene (oil of turpentine) in sunlight". J. Chem. Soc., Trans. 59: 315–320. doi:10.1039/CT8915900315. 
  • H. Schmidt (1953). "Über cis- und trans-Sobrerol (optisch-aktives Pinolhydrat)". Chemische Berichte 86 (11): 1437–1444. doi:10.1002/cber.19530861112. 
  • Allegra L, Bossi R, Braga PC (1981). "Action of sobrerol on mucociliary transport". Respiration 42 (2): 105–9.