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
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+
DescriptionCurator's Comment: Description was created using several sources including: http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfCFR/CFRSearch.cfm?fr=310.545
http://www.fda.gov/regulatoryinformation/dockets/ucm113857.htm; https://www.drugs.com/uk/pdf/leaflet/849432.pdf; https://www.ncbi.nlm.nih.gov/pubmed/?term=19557607; https://www.ncbi.nlm.nih.gov/pubmed/?term=19551736
Curator's Comment: Description was created using several sources including: http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfCFR/CFRSearch.cfm?fr=310.545
http://www.fda.gov/regulatoryinformation/dockets/ucm113857.htm; https://www.drugs.com/uk/pdf/leaflet/849432.pdf; https://www.ncbi.nlm.nih.gov/pubmed/?term=19557607; https://www.ncbi.nlm.nih.gov/pubmed/?term=19551736
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.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Enhancement effect of p-menthane-3,8-diol on in vitro permeation of antipyrine and indomethacin through Yucatan micropig skin. | 2004 Jul |
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Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field. | 2006 Jul |
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Percutaneous absorption of an insect repellent p-menthane-3,8-DIOL: a model for human dermal absorption. | 2009 |
|
Limitation of using synthetic human odours to test mosquito repellents. | 2009 Jul 7 |
|
Adverse drug effects in hospitalized elderly: data from the healthcare cost and utilization project. | 2010 |
|
tert-Butyl 6-bromo-1,4-dimethyl-9H-carbazole-9-carboxyl-ate. | 2010 Jul 10 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/uk/pdf/leaflet/849432.pdf
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=15285341
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.
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CHEMBL1651998
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2604
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Terpin
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565-48-0
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209-279-5
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100000079907
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403856
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SUB16107MIG
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80-53-5
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201-288-2
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MPF495B08R
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m10581
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PRIMARY | Merck Index |
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD