65733-16-6 Usage
Description
S-(+)-METHOPRENE, also known as (S)-(+)-Methoprene, is a widely-used insect growth regulator. It is particularly noted for its minimal impact on a broad range of mammals, despite some concerns regarding its effects on arthropod development. S-(+)-METHOPRENE functions as an activator of the juvenile hormone receptor, referred to as Methoprene-tolerant or Met (Kd = 12.3 nM). Upon activation with juvenile hormone or methoprene, Met acts as a transcription factor that regulates gene expression, thereby inhibiting metamorphosis.
Uses
Used in Insect Control:
S-(+)-METHOPRENE is used as an insecticide and insect growth regulator for controlling various insect species. It works by mimicking the juvenile hormone in insects, which leads to the disruption of their growth and development. This results in the prevention of metamorphosis, ultimately reducing the insect population.
Used in Agriculture:
In the agricultural industry, S-(+)-METHOPRENE is used as a biopesticide for the management of pests that damage crops. Its selective action on insects and minimal impact on mammals and other non-target organisms make it an environmentally friendly option for integrated pest management strategies.
Used in Veterinary Medicine:
S-(+)-METHOPRENE is also utilized in veterinary medicine as an insect growth regulator to control flea and tick populations on animals. Its application helps in reducing the burden of these parasites on pets and livestock, contributing to their overall health and well-being.
Used in Research:
In the field of research, S-(+)-METHOPRENE serves as a valuable tool for studying the effects of juvenile hormones on insect development and metamorphosis. It aids in understanding the complex hormonal regulation involved in these processes and can potentially lead to the development of new strategies for insect control.
Check Digit Verification of cas no
The CAS Registry Mumber 65733-16-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,5,7,3 and 3 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 65733-16:
(7*6)+(6*5)+(5*7)+(4*3)+(3*3)+(2*1)+(1*6)=136
136 % 10 = 6
So 65733-16-6 is a valid CAS Registry Number.
InChI:InChI=1/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14-/t16-/m1/s1
65733-16-6Relevant articles and documents
A juvenile hormone analogs of the preparation method
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Paragraph 0031; 0070-0071, (2017/05/10)
The invention relates to the field of insecticides, and particularly relates to a preparation method of a juvenile hormone analogue (which comprises S-methoprene and S-hydroprene). The preparation method of the juvenile hormone analogues comprises the following steps of: A. adding (2E, 4E)-11-R-3,7,11-trimethyl-2,4-dodecadienoic acid (R is hydrogen or methoxyl) serving as raw material, an organic alkali catalyst and an organic solvent to a reaction vessel, and starting stirring; B. dropwise adding an organic solvent (the same as the organic solvent in the step A) solution of pyrocarbonate; C. after the addition is completed, reacting at 0-30 DEG C for 0-3 hours; D. adding water to stop reaction, and splitting phases of reaction liquid to obtain an organic phase; E. carrying out reduced pressure concentration and distillation to obtain a product, wherein the steps can also be carried out under the condition that the addition sequences of the pyrocarbonate and an organic strongly-alkaline catalyst are exchanged. The preparation method disclosed by the invention has the advantages of mild reaction condition, high product purity, high yield, environment-friendly and safe route and good industrial prospect.
Synthesis of S-(+)-methoprene
Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisov, R. Ya.,Serebryakov, E. P.,Tolstikov, G. A.
, p. 98 - 99 (2007/10/02)
An optically active juvenile hormone analogue, S-(+)-methoprene (1), is synthesized in six steps from technical grade S-(+)-3,7-dimethyl-1,6-octadiene (''(+)-dihydromyrcene'', e.e. ca. 50percent) by a novel procedure which begins with selective hydroalumination-oxidation to give S-(-)-citronellol.This alcohol is oxidized to give S-(-)-citronellal which on reaction with allylmagnesium chloride affords 6S,10-dimethyl-1,9-undecadien-4R/S-ol (5).Smidt-Moiseev oxygenation of 5 followed by dehydration leads to 6S,10-dimethyl-3E,9-undecadien-2-one.The latter on treatment with isopropoxyethynylmagnesium bromide is transformed into isopropyl 3,7S,11-trimethyl-2E/Z,4E,10-dodecatrienoate which upon Brown solvomercuration-reduction in MeOH gives 1 in 14percent overall yield.