P-MENTHANE-3,8-DIOL

Details

Stereochemistry	MIXED
Molecular Formula	C10H20O2
Molecular Weight	172.2646
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1CCC(C(O)C1)C(C)(C)O

InChI

InChIKey=LMXFTMYMHGYJEI-UHFFFAOYSA-N

InChI=1S/C10H20O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-9,11-12H,4-6H2,1-3H3

HIDE SMILES / InChI

Description
Sources: http://www.beyondpesticides.org/assets/media/documents/pesticides/factsheets/oillemoneucalyptus.pdf | https://www3.epa.gov/pesticides/chem_search/reg_actions/registration/fs_PC-011550_01-Apr-00.pdf | https://www.google.com/patents/WO2005087209A1?cl=en

p-Menthane-3,8-diol is a biochemical pesticide derived from eucalyptus plants. This active ingredient is used to make products that are applied to human skin and clothing for the purpose of repelling insects, such as mosquitoes. It can be used in two types of consumer pesticide products: a spray and a lotion. When used according to the label, p-Menthane-3,8-diol products are not expected to cause harm to humans or the environment. p-Menthane-3,8-diol is used on humans and their clothing to repel insects. Studies have shown that p-Menthane-3,8-diol gives protection against the biting midge, Culicoides variipennis Coquillett, the deer tick, Ixodes ricinis L., and the stable fly, Stomoxys calcitrans L. P-menthane-3,8-diol (PMD) has being studied as an antiviral agent.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Influenza A virus 9 Target ID: CHEMBL613740 Sources: https://www.google.com/patents/WO2005087209A1?cl=en	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Influenza virus infections 34 Sources: https://www.google.com/patents/WO2005087209A1?cl=en	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Acaricidal activity of eugenol based compounds against scabies mites.	2010-08-11	20711455
Acaricidal effects of Corymbia citriodora oil containing para-menthane-3,8-diol against nymphs of Ixodes ricinus (Acari: Ixodidae).	2009-07	19169833
Effective insect repellent formulation in both surfactantless and classical microemulsions with a long-lasting protection for human beings.	2009-06	19551736
Synergy between repellents and non-pyrethroid insecticides strongly extends the efficacy of treated nets against Anopheles gambiae.	2007-03-29	17394646
Repellency of MyggA Natural spray (para-menthane-3,8-diol) and RB86 (neem oil) against the tick Ixodes ricinus (Acari: Ixodidae) in the field in east-central Sweden.	2006	17103083
Efficacy of repellent products against caged and free flying Anopheles stephensi mosquitoes.	2005-11	16610644
Repellency of IR3535, KBR3023, para-menthane-3,8-diol, and deet to black salt marsh mosquitoes (Diptera: Culicidae) in the Everglades National Park.	2002-11	12495189

Patents

Sample Use Guides

In Vivo Use Guide

Products containing p-Menthane-3,8-diol can be in the form of liquids that are sprayed on skin or clothing, or lotions that are rubbed on skin.

Route of Administration: Topical

In Vitro Use Guide

The toxicity of PMD (p-Menthane-3,8-diol) at the following concentrations in cell maintenance media was determined on a cell line with MDCK cells: • 2.5mg/ml (0.25% w/v) • 5mg/ml (0.5% w/v) • 20mg/ml (2% w/v). The results showed that using an influenza virus A/Sydney/5/97 on MDCK cells, there was no viral replication as evidenced by cell survival with 2% w/v PMD in the culture medium.

Name

Type

Language

P-MENTHANE-3,8-DIOL

Systematic Name

English

FEMA NO. 4053

Preferred Name

English

1-HYDROXY-5-METHYL-2-(1-METHYL-1-HYDROXYETHYL)CYCLOHEXANE

Systematic Name

English

GERANIUM CYCLOHEXANE

Common Name

English

P-MENTHANE-3,8-DIOL, (±)-

Systematic Name

English

GERANODYLE

Common Name

English

1-HYDROXY-2-(1-METHYL-1-HYDROXYETHYL)-5-METHYLCYCLOHEXANE

Systematic Name

English

CITRIODIOL

Common Name

English

(±)-P-MENTHANE-3,8-DIOL

Systematic Name

English

CYCLOHEXANEMETHANOL, 2-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-

Systematic Name

English

Citriodiol [WHO-DD]

Common Name

English

3,8-P-MENTHANEDIOL

Common Name

English

P-MENTHANE-3,8-DIOL [FHFI]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

11550