10236-14-3 Usage
Description
TRIETHYL 4-PHOSPHONOCROTONATE is a clear light yellow liquid that serves as a versatile reactant in various chemical and pharmaceutical applications due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
TRIETHYL 4-PHOSPHONOCROTONATE is used as a reactant for the synthesis of Iminodipropionic acid, which acts as a leaving group for DNA polymerization by HIV-1 reverse transcriptase. This application is crucial in the development of antiretroviral drugs to combat HIV.
Used in Antibiotic Production:
In the field of antibiotic development, TRIETHYL 4-PHOSPHONOCROTONATE is utilized in the stereoselective preparation of the C1-C19 fragment of the macrolide antibiotic aplyronine A. This process involves diastereoselective Nozaki-Hiyama-Kishi coupling reactions, contributing to the advancement of new antibiotic compounds.
Used in GPR40 Agonist Synthesis:
TRIETHYL 4-PHOSPHONOCROTONATE plays a role in the synthesis of orally bioavailable GPR40 agonists, which are important in the treatment of type 2 diabetes and other metabolic disorders.
Used in mGlu4R Agonist Preparation:
TRIETHYL 4-PHOSPHONOCROTONATE is also employed in the preparation of mGlu4R agonists, which have potential applications in the treatment of neurological disorders such as Fragile X syndrome, autism, and schizophrenia.
Used in Enzyme Inhibition:
TRIETHYL 4-PHOSPHONOCROTONATE is used in the synthesis of fluoroketone inhibitors of group VIA calcium-independent phospholipase A2. These inhibitors are essential in studying the role of phospholipase A2 in various biological processes and diseases.
Used in Organic Chemistry:
In the realm of organic chemistry, TRIETHYL 4-PHOSPHONOCROTONATE is involved in the dearomatizing cyclization of nicotinyl-substituted esters and ketones, a process that contributes to the synthesis of complex organic molecules with potential applications in various industries.
Check Digit Verification of cas no
The CAS Registry Mumber 10236-14-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,3 and 6 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 10236-14:
(7*1)+(6*0)+(5*2)+(4*3)+(3*6)+(2*1)+(1*4)=53
53 % 10 = 3
So 10236-14-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H19O5P/c1-5-9(10(11)13-6-2)16(12,14-7-3)15-8-4/h5H,6-8H2,1-4H3/b9-5+
10236-14-3Relevant articles and documents
Synthesis and antischistosomal activity of linker- and thiophene-modified biaryl alkyl carboxylic acid derivatives
Peter Ventura, Alejandra M.,Haeberlein, Simone,Konopka, Leonie,Obermann, Wiebke,Grünweller, Arnold,Grevelding, Christoph G.,Schlitzer, Martin
, (2021)
Schistosomiasis is a neglected tropical disease caused by blood flukes of the genus Schistosoma and causes severe morbidity in infected patients. In 2018, 290.8 million people required treatment, and 200,000 deaths are reported per year. Treatment of this disease depends on a single drug, praziquantel (PZQ). However, in the past few years, reduced sensitivity of the parasites toward PZQ has been reported. Therefore, there is an urgent need for new drugs against this disease. In the past few years, we have focused on a new substance class called biaryl alkyl carboxylic acid derivatives, which showed promising antischistosomal activity in vitro. Structure–activity relationship (SAR) studies of the carboxylic acid moiety led to three promising carboxylic amides (morpholine, thiomorpholine, and methyl sulfonyl piperazine) with an antischistosomal activity down to 10 μM (morpholine derivative) and no cytotoxicity up to 100 μM. Here, we show our continued work on this substance class. We investigated, in extended SAR studies, whether modification of the linker and the thiophene ring could improve the antischistosomal activity. We found that the exchange of the alkyl linker by a pentadienyl or benzyl linker was tolerated and led to similar antischistosomal effects, whereas the exchange of the thiophene ring was not tolerated. Our data suggest that the thiophene ring is important for the antischistosomal activity of this compound class.
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Hudlicky,T.,Frazier,J.O.,Seoane,G.
, p. 3755 (1986)
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