77087-34-4 Usage
Description
(4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one, commonly known as cicutoxin, is a chemical compound with the molecular formula C9H10O2. It features a cyclopentenone structure with a hydroxyl group and a propynyl substituent. This highly toxic substance is found in the roots of the water hemlock plant (Cicuta spp.) and acts as a convulsant, causing central nervous system paralysis and potentially leading to death. Cicutoxin inhibits the function of GABA receptors in the brain, resulting in overexcitation of neurons and the development of seizures. Due to its potent toxicity, it is crucial to handle this compound with extreme caution.
Uses
Given the highly toxic nature of (4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one, its uses are primarily limited to research and educational purposes. However, it is important to note that the compound should not be used for any applications that could pose a risk to human health or the environment.
Used in Research and Education:
(4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one is used as a research compound for studying its chemical properties, toxic effects, and potential applications in understanding the mechanisms of GABA receptor inhibition and neuronal overexcitation. It serves as an important reference for teaching and learning about the dangers of toxic substances and the importance of proper handling and safety precautions in the laboratory.
It is crucial to emphasize that due to the extreme toxicity of (4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one, any potential applications outside of research and education are not recommended, and its use should be strictly limited to controlled environments with appropriate safety measures in place.
Check Digit Verification of cas no
The CAS Registry Mumber 77087-34-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,0,8 and 7 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 77087-34:
(7*7)+(6*7)+(5*0)+(4*8)+(3*7)+(2*3)+(1*4)=154
154 % 10 = 4
So 77087-34-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c1-3-4-7-6(2)8(10)5-9(7)11/h1,8,10H,4-5H2,2H3/t8-/m0/s1
77087-34-4Relevant articles and documents
Preparation of (4S)-4-hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopentenone by combination of enzymatic hydrolysis and chemical transformation
Danda, Hidenori,Maehara, Akira,Umemura, Takeaki
, p. 5119 - 5122 (2007/10/02)
(4S)-4-Hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopentenone ((S)-2), which is an important alcohol moiety of optically active pyrethroid insecticides, was prepared from the corresponding racemic acetate ((±)-1) by the combination of enzymatic hydrolysis and chemical transformation in high chemical and optical yields.
Process for producing optically active cyclopentenolones
-
, (2008/06/13)
Optically active cyclopentenolones, which are useful as an intermediate of pyrethroid insecticides, are produced from racemic cyclopentenolones according to the following procedures; (1) asymmetric hydrolysis of racemic carboxylate esters of the cyclopentenolones, (2) nitrate- or sulfonate-esterification of the asymmetrical hydrolysis products, and (3) hydrolysis of the esterification products.