644-06-4 Usage
Description
PRECOCENE II is a chemical compound that acts as an anti-juvenile hormone found in plants. It is known for its ability to induce reversible precocious metamorphosis and sterilization in insects by suppressing the function of the corpora allata gland. This crystalline solid has significant applications in various industries due to its unique properties.
Uses
Used in Agricultural Industry:
PRECOCENE II is used as a pest control agent for managing insect populations. By inducing precocious metamorphosis and sterilization in insects, it helps in reducing their numbers and preventing damage to crops. This application reason is particularly useful in integrated pest management strategies, where chemical control is combined with other methods to achieve more sustainable and environmentally friendly agricultural practices.
Used in Research and Development:
PRECOCENE II is used as a research tool in the field of entomology and insect physiology. It helps scientists study the effects of juvenile hormones on insect development and reproduction, leading to a better understanding of insect biology and the development of novel pest control strategies.
Used in Pharmaceutical Industry:
PRECOCENE II is used as a potential therapeutic agent for treating conditions related to hormonal imbalances. Its ability to suppress the function of the corpora allata gland, which is responsible for producing juvenile hormones, makes it a promising candidate for developing drugs that can help regulate hormone levels in humans.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 25, p. 871, 1988 DOI: 10.1002/jhet.5570250333Synthetic Communications, 20, p. 1347, 1990 DOI: 10.1080/00397919008052847Tetrahedron Letters, 32, p. 7251, 1991 DOI: 10.1016/0040-4039(91)80489-S
Safety Profile
Questionable carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 644-06-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 4 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 644-06:
(5*6)+(4*4)+(3*4)+(2*0)+(1*6)=64
64 % 10 = 4
So 644-06-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H16O3/c1-13(2)6-5-9-7-11(14-3)12(15-4)8-10(9)16-13/h5-8H,1-4H3
644-06-4Relevant articles and documents
A quick, clean and green synthesis of methylenedioxyprecocene and other chromenes over basic montmorillonite K10 clay
Dintzner, Matthew R.,Lyons, Thomas W.,Akroush, Michael H.,Wucka, Paul,Rzepka, Adam T.
, p. 785 - 788 (2005)
The microwave-assisted, clay-catalyzed condensation of sesamol and other phenols with 3-methyl-2-butenal to give methylenedioxyprecocene 3 and other chromenes, is described.
Boronic acid/Br?nsted acid co-catalyst systems for the synthesis of 2: H -chromenes from phenols and α,β-unsaturated carbonyls
Dimakos, Victoria,Singh, Tishaan,Taylor, Mark S.
, p. 6703 - 6711 (2016/07/21)
Protocols for the synthesis of substituted 2H-chromenes from α,β-unsaturated carbonyls and phenols are described. Optimal combinations of arylboronic acids and Br?nsted acids have been identified, such that both can be employed in catalytic quantities to accelerate these condensations. The method has been used to synthesize a variety of substituted 2H-chromenes, as well as photochromic naphthopyrans. The use of pentafluorophenylboronic acid and diphenylphosphinic acid enabled an expansion of the electrophile scope to include α,β-unsaturated ketones. Hall's 'phase-switching' of boronic acids has been exploited to achieve the separation of the two co-catalysts from unpurified reaction mixtures by a simple liquid-liquid extraction.
Molecular iodine catalyst promoted synthesis of chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling
Naik, Mayuri M.,Kamat, Durga P.,Tilve, Santosh G.,Kamat, Vijayendra P.
, p. 5221 - 5233 (2014/12/10)
Molecular iodine as an inexpensive catalyst is described in the construction of 2-substituted or 2,2-disubstituted chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling. For the synthesis of chromans, phenols and allylic alcohols were refluxed in chloroform in presence of 20 mol % I2while [3+3] cyclocoupling of phenols and cinnamic acids proceeded to give 4-aryl-3,4-dihydrobenzopyran-2-ones using 30 mol % I2. Later reaction occurs via a tandem hydroarylation-esterification process at 120-130 °C under solvent free conditions. Chromans were obtained in 20-92% yields and substituted 4-aryl-3,4-dihydrobenzopyran-2-ones were obtained in 5-85% yields.
