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Details

Stereochemistry ACHIRAL
Molecular Formula C10H20O2
Molecular Weight 172.2646
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TERPIN

SMILES

CC(C)(O)[C@H]1CC[C@@](C)(O)CC1

InChI

InChIKey=RBNWAMSGVWEHFP-WAAGHKOSSA-N
InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3/t8-,10+

HIDE SMILES / InChI

Molecular Formula C10H20O2
Molecular Weight 172.2646
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Terpin hydrate is an expectorant commonly used to loosen mucus in patients presenting with acute or chronic bronchitis, and related conditions. Terpin is derived from oil of turpentine, oregano, thyme and eucalyptus. In 1855 Lepin who first investigated terpin reported that it acted upon the mucous membranes and also the nervous system in a manner similar to the oil of turpentine. Terpin hydrate was available in the USA in 1907 in the preparations such as Elixir of Terpin Hydrate alone or in combination with codein or heroin as an antitussives. It was banned by the U.S. Food and Drug Administration (FDA) in the 1990s due to lack of proof of efficacy but is a medicine available in a number of countries worldwide commonly used in combination with codein. At present it is FDA approved for as an OTC use in combination formulations (with acetaminophen and other drugs) used as internal analgesics. Terpin was recently introduced as a natural topical insect repellent.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TERPIN AND CODEINE LINCTUS

PubMed

Sample Use Guides

In Vivo Use Guide
Adults: Take 1 x 5ml (32.5 mg terpin hydrate) spoonful, diluted with water, after food. Repeat after 6 hours if required, but not more than 3 doses in 24 hours. The elderly: Ask your doctor for advice. A lower dose may be more suitable. Do not give to children under 18 years old
Route of Administration: Oral
In Vitro Use Guide
The enhancing effect of p-Menthane-3,8-diol on skin permeation of antipyrine and indomethacin through Yucatan micropig skin was studied. p-Menthane-3,8-diol partitioned to the skin relatively high concentrations of 5.9 mg/ cm^3.
Substance Class Chemical
Record UNII
MPF495B08R
Record Status Validated (UNII)
Record Version