CN101176447A - Application of anisaldehyde as an active ingredient for repelling arthropods - Google Patents

Abstract

The invention discloses the application of anisaldehyde as an active ingredient for repelling arthropods. The test results show that anisaldehyde has obvious repelling activity, and the effective protection time of human skin application is 4.3±0.5h, which is better than geraniol, citronellal, linalool and citral which have been reported to have repelling activity. The repellent activity of cockroaches and ticks is better than that of DEET.

Description

Application of anisaldehyde as an active ingredient for repelling arthropods

technical field

The present invention relates to the new application of anisaldehyde.

Background technique

Anisaldehyde, the English name is: p-Anisaldehyde or 4-Methoxy benzaldehyde, 4-methoxy-Benzaldehyde, 4-anisaldehyde), also known as p-methoxybenzaldehyde, 4-methoxybenzaldehyde, p-anisaldehyde. CAS: 123-11-5, molecular formula: C ₈ H ₈ O ₂ , molecular mass: 136.15, boiling point: 248-249°C, relative density 1.1191 (15/4°C), refractive index 1.5730. It is a colorless to light yellow transparent oily liquid, easily soluble in ethanol, ether, acetone, chloroform and other organic solvents, insoluble in water, the structural formula is as follows:

The compound is widely found in Angraecum, Cypripedium, Fragaria, Hypecoum, Nymphaea, Ophrys and Syringa plants, and has the aroma of hawthorn seeds.

In the previous research and application, this product is temporarily allowed to be used as a food spice in my country's GB2760-86 regulations; as an excellent brightener for cyanide-free zinc plating DE additives, it can improve anodic polarization in a wide current range, Obtain a bright coating; used in the pharmaceutical industry to manufacture antimicrobial drugs such as amoxicillin, and is an intermediate of antihistamine drugs.

In the field of repellent research, DEET (N, N-diethyl-3-methylbenzamide, DEET) has been widely used as the most effective repellent since it was reported in 1954 that it has repellent activity. However, the problems about its toxicity and safety have been paid attention to by people for many years, such as literature: N.Engl.J.Med., 264:289, 1961; N.Engl.J.Med., 307(21) : 1341, 1982; Content reported in Int.J.Dev.Neurosci, 2004.

Therefore, scientists all over the world are stepping up their search for safer and more effective repellent substances. Judging from the literature in recent years, more attention has been paid to the research on plant-derived repellents. Countries such as the United States, India, Japan, Thailand, Singapore, South Africa, Kenya, and Malaysia are actively conducting research in an attempt to find more repellents from plants. Effective repellant.

Contents of the invention

The object of the present invention is to provide the application of anisaldehyde as an active ingredient for repelling arthropods, so as to meet people's needs.

The research of the inventors of the present invention has found that anisaldehyde has good repelling activity to arthropods, so it can be used to repel arthropods;

The arthropods include species within the phylum Arthropoda in the sense of animal classification including Insecta or Arachnida.

For the convenience of application, anisaldehyde can be mixed with one or more carriers, and prepared into a preparation by conventional methods;

The preparation includes an effective amount of anisaldehyde for repelling arthropods and a carrier, preferably, the weight concentration of anisaldehyde in the preparation is 0.5-99%;

Said carrier includes conventional organic solvents, excipients, fillers, binders, wetting agents, disintegrants, surfactants, adsorption carriers, lubricants, stabilizers or foaming agents in the field of pesticides and sanitation insecticides One or more of the agents, etc.;

said organic solvents such as ethanol, acetone, ethyl acetate or hexane;

Excipients such as polyethylene glycol, agar, sodium alginate or sodium carboxymethylcellulose;

fillers such as calcium carbonate, calcined clay, starch or dextrin;

Binders such as carboxymethylcellulose, shellac, vinyl acetate or rosin;

Wetting agents such as sodium alkyl sulfonate, sodium alkyl succinate sulfonate, quaternary ammonium salt or aromatic sulfonate;

Disintegrants such as croscarmellose sodium, hydroxypropyl starch, crospovidone or dry starch;

Surfactants such as lauryl dimethyl amine oxide, alkyl diphenyl ether disulfonate, sodium lauryl sulfate or glyceryl stearate;

Adsorption carriers such as diatomaceous earth, white carbon black, talc or bentonite;

Lubricants such as magnesium stearate, talc, stearic acid, or magnesium lauryl sulfate;

Stabilizers such as epoxidized cyclohexene, isoamyl alcohol, sodium dialkylsuccinate sulfonate or turpentine;

Blowing agents such as azodicarbonamide, p-toluenesulfonyl hydrazide, dinitrosopentamethylenetetramine or azobisisobutyronitrile;

The dosage form of said preparation includes liquid, emulsion, ointment, cream, gel, spray, oil, tablet, powder, soap wax block, shampoo, paint, fiber or fabric and so on.

The usage method of the preparation of the present invention can adopt methods such as smearing, burning or placing in space to naturally volatilize according to the user's requirements and dosage form.

The following experimental data are for better understanding of the present invention, but do not imply any limitation to the present invention.

1. Determination of the repellent activity of repellent compounds against mosquitoes

Experimental sample:

DEET (95.4%), produced by Huasheng Chemical Co., Ltd., Danyang City, Jiangsu Province; Linalool (99%), purchased from Sigma company; Geraniol (96%), citronellal (92%), citral (97%) %), provided by Shanghai Aipu Fragrance Co., Ltd.; anisaldehyde (99%), purchased from Shanghai Chemical Reagent Co., Ltd.

Test animals:

Aedes albopictus Skuse (Aedes albopictus Skuse) Shanghai strain, the test uses females that have not sucked blood for 5-8 days.

Experimental conditions:

25±1℃; Humidity 70±5%RH.

experimental method:

The effective protection time test of individual skin application was carried out with reference to GB/T 17322.10-1998, the indoor efficacy evaluation method of insecticides for pesticide registration and sanitation.

Experimental results:

As shown in Table 1, the results are expressed as mean ± standard error.

Table 1. Effective protection time of repellents applied to human skin

compound The number of trials (times) Effective protection time (h)±SE anisaldehyde geraniol geraniol citronellal linalool linalool citral citral 66666 4.3±0.54.0±0.42.2±0.21.5±0.40.75±0.5

This study shows that the compounds with reported repellent activity (geraniol, citronellic acid, J.Med.Entomol.41 (4): 726, 2004; linalool, US patent application number: 20050090536; citral , Phytomedicine 9(3): 259, 2002), anisaldehyde has obvious repelling activity, and the effective protection time of human skin application is 4.3±0.5h, which is better than geraniol, citronellal, linalool and lemon aldehyde.

2. Determination of the repellent activity of repellent compounds against cockroaches

Experimental samples and experimental conditions: as described in 1 above.

Experimental animals: German cockroach (Blattella germanica) male adult, 7-14 days old.

Experimental method: drop the experimental sample dissolved in methanol on half of the filter paper with a diameter of ^15cm2 according to the dosage of 1, 10, 100, and 1000 μg/ ^cm2 , and the other half is the methanol blank control. After drying, place the filter paper on a diameter of The bottom of the hollow barrel with a height of 16 cm and a height of 8 cm is coated with vaseline on the inner wall of the barrel to prevent the test insects from escaping. During the test, one test worm was introduced into the barrel each time, and the time for German cockroaches to avoid the test paper within 300 seconds was observed and calculated, and the repellency was calculated according to the following formula:

Experimental results:

As shown in Table 2, the results are expressed as mean ± standard error.

Table 2. Results of repellent rate of repellent compounds to cockroaches

compound Dose (μg/cm ² ) 0 1 10 100 1000 DEET anisaldehyde anisaldehyde 46.0±5.446.0±5.4 53.7±1.469.6±4.4 59.5±7.873.9±5.8 63.9±3.875.8±4.2 88.4±8.696.4±5.3

As shown in Table 2, anisaldehyde showed obvious repelling activity to Blattella germanica. In each concentration group, its repelling effect was better than that of DEET. With the increase of effective dose, at 1000 μg/ ^cm2 , the repelling The rate can be as high as 96.4%.

3. Determination of the repellent activity of repellent compounds against ticks

Experimental samples and experimental conditions: as described in 1 above.

Experimental method: the upper and lower ends of the tester's forearm (with an interval of 10 cm) were respectively coated with a test drug with a width of 2 cm, and no drug was applied to the 10 cm between the two ends, and the living ticks captured from the grass (each time 5 Put it on the place where the medicine was not applied, observe the ticks crawling on the arm within 5 minutes, count the total number of ticks that crossed the place where the medicine was applied, and observe every 1 hour.

Experimental results:

As shown in Table 3, the results are expressed as mean ± standard error.

Table 3 The repellent results of repellent compounds to ticks

group Number of trials Repellent effect (only) 1h 2h 3h 4h 5h Blank control DEET anisaldehyde anisaldehyde 333 4.6±1.000 5±000 4.3±0.500 5.0±000 4.6±0.21.6±0.51.3±0.3

As shown in Table 3, anisaldehyde has obvious repelling activity to ticks, and the repelling time is as high as 5 hours. After 5 hours of spraying, 1.6±0.5 test insects crossed the DEET treatment zone, while only 1.3±0.3 of the anisaldehyde treatment group , better than DEET.

Judging from the existing literature, the difference in the sensitivity of different species of insects to repellents is only the difference in the degree of sensitivity, and no fundamental difference in the type of olfactory response has been found, even in the evolutionary chain from arthropods to annelids. Members all have basically the same physiological response to repellants (Cell. 96:725, 1999; J Med. Entoml. 14(5): 536, 1978). According to the applicant's research, anisaldehyde has good repellent activity against mosquitoes and cockroaches of the insect class Arthropoda, and ticks of the class Arachnida, and it also shows a certain broad-spectrum.

Detailed ways

Example 1

Preparation of a solid mosquito repellent

The following are percentages by weight.

Mix 35% anisaldehyde, 2% menthol, and 13% polyethylene glycol at room temperature, then add 50% paraffin, heat the container to 55°C, stir, and mix well until the solids are completely dissolved. Add the coloring material and stir well, pour it into the mold to form it, and let it cool naturally. After it is completely solidified, take it out to get the solid mosquito repellent.

Example 2

A preparation of pet shampoo:

The following are percentages by weight.

12% fatty alcohol polyoxyethylene ether sodium sulfate, 3% fatty alcohol diethanolthiamine, 3% imidazoline, 1% sodium lauryl sulfate, 3% betaine, 64% distilled water, 4% sodium chloride; stir After mixing, stir and heat to 90°C for 30 minutes; add preservative sodium benzoate 2%, stir until the temperature drops to 45°C, finally add 8% anisaldehyde, stir evenly, stop stirring and let stand for 12 hours, filter and bottle .

Example 3

A kind of preparation of mosquito repellant

The following are percentages by weight.

Put 8% anisaldehyde, 7% seaweed glue, 3% pigment, 10% sodium dodecylsulfonate, and 62% water into a container, heat to 80°C and stir for 50 minutes, then lower the temperature to 40°C, and add alcohol 10%, then heat up to 75°C, stir for 60 minutes, then cool down to 40°C for subpackage to obtain the finished product.

Claims (8)

1. The application of anisaldehyde as an active ingredient for repelling arthropods. 2 . The application according to claim 1 , wherein the arthropods include species covered by the phylum Arthropoda in the sense of animal classification, including Insecta or Arachnida. 3. The application of anisaldehyde in the preparation of arthropod repelling preparations. 4. The application according to claim 3, characterized in that said preparation comprises anisaldehyde and a carrier in an effective amount for repelling arthropods. 5. The application according to claim 4, characterized in that, in the preparation, the weight concentration of anisaldehyde is 0.5-99%. 6. application according to claim 3, is characterized in that, said carrier comprises conventional organic solvent, excipient, filler, binding agent, wetting agent, disintegrating agent, One or more of surfactants, adsorption carriers, lubricants, stabilizers or foaming agents. 7. application according to claim 3, is characterized in that, the dosage form of said application comprises liquid, emulsion, ointment, cream, gel, spray, oil, tablet, powder, soap wax block , shampoo, paint, fiber or fabric. 8 . The application according to claim 3 , wherein the arthropods include species covered by the phylum Arthropoda in the sense of animal classification, including Insecta or Arachnida.