WO2000072676A1 - Utilization of dodecanoic acid as tick repellant - Google Patents

Utilization of dodecanoic acid as tick repellant Download PDF

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Publication number
WO2000072676A1
WO2000072676A1 PCT/DE2000/001679 DE0001679W WO0072676A1 WO 2000072676 A1 WO2000072676 A1 WO 2000072676A1 DE 0001679 W DE0001679 W DE 0001679W WO 0072676 A1 WO0072676 A1 WO 0072676A1
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WO
WIPO (PCT)
Prior art keywords
use
dodecanoic acid
acid according
dodecanoic
ticks
Prior art date
Application number
PCT/DE2000/001679
Other languages
German (de)
French (fr)
Inventor
Hans Dautel
Monika Hilker
Olaf Kahl
Karsten Siems
Original Assignee
Analyticon Discovery Gmbh
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to DE1999125838 priority Critical patent/DE19925838C1/en
Priority to DE19925838.4 priority
Application filed by Analyticon Discovery Gmbh filed Critical Analyticon Discovery Gmbh
Publication of WO2000072676A1 publication Critical patent/WO2000072676A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof

Abstract

The invention relates to the utilization of dodecanoic acid as tick repellant. In addition to its repellent effect, dodecanoic acid is also suitable for removing adhered ticks. Dodecanoic acid is further used as tick barrier outdoors.

Description

Using lauric acid as Zeckenrepellent

The present invention relates to the use of Do- decansaure as Zeckenrepellent.

The population is very sensitive to the potential danger posed by tick bites because ticks diseases as a transmitter of viral and bacterial infection, in particular TBE (early summer-Meningoenze- phalιtιs) and Lyme disease occur. Alone with Germany fall ill each year more than 10,000 new cases of Lyme disease. In contrast to Lyme disease can be prevented advertising against TBE vaccine the can. This possibility is readily accepted, even if the risk of disease with up to 300 cases per year is very low compared to Lyme disease

The approximately 850 species of ticks worldwide (Ixodoidea) are among the mites (Acari), which in turn, together with spiders and scorpions, the group of arachnids (Arachnida). Arachnids are only distantly related to the insects, they differ in some essential aspects of these. Such is important for the host recognition olfactory organ of the tick not localized like insects on the antenna (arachnids have no antennas), but in the so-called Haller see 'organ in the bottom of the first pair of legs. Also have ticks on their Fussen Geschmacksharchen with which they contact at z. As skin lipids can perceive their host. The Haller 'organ see is a morphological feature and occurs only in ticks in this form.

Some of the most important in human medicine tick species of the northern hemisphere are hard ticks genus I xodes, especially I. πcinus m Europe, I. scapularis and I. m North America persulcatus in Eastern Europe / Russia. All three developmental stages (larva, nymph and Adultus) must suck blood in order to continue to develop and lay eggs can. Ticks are known for their Hungertahigkeit which will allow it to make do for months and sometimes years without food. To gain access to a host, they position themselves in the lower vegetation (eg on blades of grass) and wait until a suitable host comes along. Here, especially the adult ticks focus demonstrably along animal crossing, paths and trails, that at points at which humans easily comes with them m contact. On contact with a host, the parasites cling firmly within fractions of a second and wander in search of a free skin surface z. B. on the clothes up so that they u. U. prick until the neck or head area.

One of the most important measures for the prevention of disease units, which are transmitted by ticks, is the protection against tick bites by using repellents.

A universally applicable repellent, for example, the active ingredient DEET (N, N-Dιethyl-3-methyl-benzamιd). Although DEET appears quite opposite when mosquitoes (insects), but the activity against ticks is not satisfactory (Schreck, CE, Fish, D. McGovern, TP (1995) Activités ty of Applied repellents to skin for protection agamst Amblyomma ameπcanum and Ioxdes scapularis ticks (Acari: Ixodidae), J. Amer Mosquito Control Assoc 136-140)...

In particular, DEET has in ticks only a duration of up to 2 hours, which is considered to be optimal.

Furthermore, from the document DE-A 196 18 089 a pipe- ridmderivat known which saureestern with fatty acids or fat, in particular caprylic and caproic acid as a systems nergisten is applied. Such synthetic compounds always contain a high toxicological risk.

Object of the present invention is therefore to provide a Zeckenrepellent for disposal, which overcomes the disadvantages of the prior art.

The object is inventively solved in that Do- decansaure is used as Zeckenrepellent. The object is solved m the same way, characterized in that lauric acid is used together with auxiliaries and additives, for the manufacture of preparations as Zeckenrepellent.

Dodecanoic (Lauπnsaure) (H 3 C- (CH 2) IO -COOH, Cι 2 H 24 0 2, M R = 200.31, CAS 143-07-7) is a naturally occurring carboxylic acid and forms colorless needles, with a melting point of 44 ° C, a boiling point of 131 ° C (1.3 mbar), is insoluble in water, soluble in alcohol and ether, and is found in coconut oil and palm kernel oil as a glyceride. Traces the free acid is very widespread and can be detected on the human skin.

Surprisingly, it was found that dodecanoic acid having similar effect compared to DEET at ten-fold lower concentration. Further, it was surprisingly found that the duration of action of dodecanoic acid at a comparable concentration is significantly longer than that of DEET.

These findings are all the more surprising since the effect of lauric acid on insects and arachnids m very different ways described in the prior art. When the sand fly Lutzomyia longipalpis dodecanoic acts as Ovipositionspheromon, that is attractive to pregnant females who are looking for a suitable nesting substrate (Dougherty, M, Hamilton, G (1997) Dodecanoic acid is the oviposition pheromone of Lutzomyia longipalpis J Chem Ecol. 23: 2657-2671 ).

In addition, dodecanoic is attractive to cockroaches (scarf, C Hamilton, R 1 (1990) Integrated suppression of system-nanthropic cockroaches Ann Rev Entomol. 35: 521-551), while it has no deterrent effect on certain species of ants (Dani, FR, cannoni, S, Turillazzi, S, Morgan, ED (1996) Ant repellent effect of the sternal gland secretion of Polistes dominulus and P. sulcifer (Hymenoptera: Vespidae) J Chem Ecol. 22: 37-48).

In the malaria mosquito Anopheles gambiae a mixture of 12 different fatty acids having a low proportion of dodecanoic acid at a high concentration showed a repel- lente, whereas an attractive effect (in low concentration Knol, BGJ, Van Loon, JJA, Cork, A., Robinson, RD Adam, W, Meijerink, J, De Jong, R, Takken, W (1997) behavioral and electro physiological responses of the female malaria mosquito Anopheles gambiae (Diptera: Culicidae) to Limburger cheese volatile Bull Ent Res. 87: 151-159) ,

These examples show that the effect of lauric acid is very uneven on insects, and can in no way speak of a general repellent. In addition, ticks are kinship defined as mites and arachnids anyway significantly from insects. In arachnids, it is known that dodecanoic for a particular Hausstaubmilbenart is attractive (Sato M, Kuwahara, Y, Matsuyama, S, Suzuki, T (1993) Chemical ecology of astigmatid mites XXXVII. Fatty acid as food attractant of astigmatid mites, lts scope and . 1Imitation Appl Ent zool. 28: 565-569).

E n further object of the present invention, the use of dodecanoic acid is further .. together with auxiliaries and additives, for the manufacture of preparations as Zeckenrepellent in humans and animals, as ticks gentle removal agent and as a barrier to ticks m their habitat

As auxiliaries or additives known to the person skilled in raw materials coming m question for the preparation of erfmdungsge- extent topical application forms and in the field usable formulations. Such Formulierun- are gen example, Hager's Handbook of Pharmaceutical Practice, 5th ed., 1990-1995 Springer-Verlag, Berlin, or m Umbach (ed.), Cosmetics, 2nd ed., Thieme-Verlag, Stuttgart, 1995, and Mr. Bach e .: Effect of dodecanoic acid on the colonization of sugar beet by aphids and the secondary spread of virus yellows; Ann.

Appl. Biol. (1987) 111, 477-482, is known. Other additives may also be the odor-improving substances which can optionally have a repellent effect in addition such as essential oils.

It is erfmdungsgemaß preferred lauric acid in preparations m the form of, for example, pastes, ointments, creams, gels, Hautolen, sticks, sprays, lotions, solutions, tinctures, emulsions, powders, powder, microcapsule be aerosols or shampoos for use in

Humans and animals as well as in non-cosmetic range in the form of granules, powders or Spruhmitteln to use the latter also m slow-release formulations.

It is further contemplated erfmdungsgemaß to apply these formulations on flat structures, for example, woven, knitted, cardboard or paper, and to apply these sheet-like structures on the garment or on the body of the protection to forming vertebrate.

This planar structure may be m the form of strips, rings, RIBBONS, sleeves, gaiters or formed like. Suitable woven or knitted fabrics may be of natural or artificial fibers or yarn.

According to the invention it is further provided the use of dodecanoic acid containing pasty, semi-solid or halbflussigen preparations, such as pastes, ointments, creams, gels, Hautole, sticks, lotions or emulsions for unlocking fixed gesogener ticks already fernung. The proper preparation of the injection site is placed and the tick removed easily after some time.

Finally, it is inventively provided, preparation forms such as granules, powders, Spruhmittel or slow-release formulations in habitat of ticks, for example. As along frequently used by people forest roads to install a barrier against ticks, to reduce the local risk of infection for humans. Thus, for example, along trails or in

Parks of sanatoria areas are created that are largely free of ticks and thus the risk of infection can be significantly reduced by tick bites.

The following examples illustrate the invention:

example 1

The repellente effect of dodecanoic acid was tested in an in vitro test method, wherein in the laboratory of the U of the tick transition to a host was simulated. each 30 field ticks were tested per test run and test concentration.

Here, dodecanoic "2 surface to be significantly repellent, was observed while using the known repellent DEET at the same concentration no significant deterrent. Only when an amount of 0.01 mg cm" turned in a concentration of 0.001 mg cm 2, ie at ten-fold higher concentration DEET showed a comparable, significant deterrent effect.

example 2

An ethanolic solution of dodecanoic acid (1 wt .-%) was applied to strip-shaped limbs. The ticks are virtually gone m into the treated area. Are they still went to the treated surface, the ticks began after a short time to "stumble" and are either running out of the treated area out or fallen from the limb down.

example 3

A solution of lauric acid in 2-propanol (10 wt .-%) with the addition of a fragrance mixture is filled in a pump spray bottle. The solution is sprayed on clothing or directly to the skin.

example 4

The solution according to Example 3 is sprayed in a conventional soaking textile leg holder with Velcro for cyclists. The Velcro bands are placed around the ankle cuffs and tight.

example 5

Dodecanoic acid is applied in a salbenformigen or flussigen preparation (20 wt .-%) to the skin immediately around the injection site a fixed engorged tick. The tick is easily removable after a contact time of 5 to 10 minutes, without mouth tools remain in the skin.

example 6

Dodecanoic acid is in aqueous solution (10 wt .-%) with addition of 0.1 wt .-% Natπumdodecylsulfat with a sprayed Pumpzerstauber m about 1 m width on the vegetation along a woodland path that leads through a zeckenin- Audited area.

Claims

claims
1. Use of dodecanoic as Zeckenrepellent.
2. Use of dodecanoic acid along with auxiliary substances and additives for the production of preparations as Zeckenrepellent.
3. Use of dodecanoic acid according to claim 1 or 2 in the form of pastes, ointments, creams, gels, Hautolen, sticks, sprays, lotions, solutions, tinctures, emulsions, powders, powders, microcapsules, aerosols, or shampoos for use in humans and animals
4. Use of dodecanoic acid according to claim 3, characterized in that these forms are applied to flachigen structures made of woven, knitted or cardboard or paper, and in that the flat structure clothing at the working or mounted on the skin of the square forming vertebrate.
5. Use of dodecanoic acid according to claim 3, characterized in that corresponding pasty, semi-solid or halbflussige forms are applied directly to the injection site a fixed engorged tick for their removal.
6. Use of dodecanoic acid according to claim 1 or 2 in the form of granules, powders or Spruhmitteln and slow-release formulations for application in the field.
7. Use of dodecanoic acid according to claim 6, characterized in that these forms are applied in the field in cement ckeninfestiertem area.
PCT/DE2000/001679 1999-06-01 2000-05-23 Utilization of dodecanoic acid as tick repellant WO2000072676A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE1999125838 DE19925838C1 (en) 1999-06-01 1999-06-01 Using lauric acid as Zeckenrepellent
DE19925838.4 1999-06-01

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AU59628/00A AU5962800A (en) 1999-06-01 2000-05-23 Utilization of dodecanoic acid as tick repellant

Publications (1)

Publication Number Publication Date
WO2000072676A1 true WO2000072676A1 (en) 2000-12-07

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Country Status (3)

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AU (1) AU5962800A (en)
DE (1) DE19925838C1 (en)
WO (1) WO2000072676A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015063238A1 (en) * 2013-11-04 2015-05-07 Wageningen Universiteit Insect repellent compositions and methods of use

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4226581C1 (en) * 1992-08-11 1994-02-03 Perycut Chemie Ag Use of coconut fatty acid insect repellent

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
GIBSON, R. W. ET AL: "The effects of the repellents dodecanoic acid and polygodial on acquisition of non-, semi- and persistent plant viruses by the aphid Myzu persicae", ANN. APPL. BIOL. (1982), 100(1), pages 55 - 59, XP000919039 *
HWANG, YIH SHEN ET AL: "Fatty acids as oviposition repellents for mosquitoes", PROC. PAP. ANNU. CONF. CALIF. MOSQ. VECTOR CONTROL ASSOC. (1982), 49TH, pages 106 - 107, XP000941086 *
HWANG, YIH SHEN ET AL: "Ovipositional repellency of fatty acids and their derivatives a Culex and Aedes mosquitoes", ENVIRON. ENTOMOL. (1982), 11(1), pages 223 - 226, XP000941102 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015063238A1 (en) * 2013-11-04 2015-05-07 Wageningen Universiteit Insect repellent compositions and methods of use

Also Published As

Publication number Publication date
DE19925838C1 (en) 2001-03-01
AU5962800A (en) 2000-12-18

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