Terpin

Terpin
Clinical data
Other namesDipenteneglycol, p-menthane-1,8-diol
ATC code
  • None
Identifiers
  • 4-(2-Hydroxypropan-2-yl)-1-methylcyclohexan-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H20O2
Molar mass172.268 g·mol−1
3D model (JSmol)
  • CC1(CCC(CC1)C(C)(C)O)O
  • InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3
  • Key:RBNWAMSGVWEHFP-UHFFFAOYSA-N

Terpin is an expectorant, used to loosen mucus in patients with bronchitis and related conditions. It is used as the hydrate (terpin·H2O). It is derived from sources such as turpentine, oregano, thyme, and eucalyptus. It was used in the United States in the late nineteenth century, but was removed from marketed medications in the 1990s after the Food and Drug Administration (FDA) found a lack of evidence of safety and effectiveness.[1] Elixirs of terpin hydrate are still available with a prescription, but must be prepared by a compounding pharmacy.

It can be prepared from other volatile oils like geraniol and linalool by adding dilute acids (5% sulfuric acid) to them.[2]

  1. ^ United States Food and Drug Administration: Code of Federal Regulations, Title 21, Volume 5, April 1, 2009
  2. ^ Perkin WH (1904). "LXVI.—Experiments on the synthesis of the terpenes. Part I. Synthesis of terpin, inactive terpineol, and dipentene". Journal of the Chemical Society, Transactions. 85: 654–671. doi:10.1039/CT9048500654.

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