16648-44-5 Usage
Description
Benzeneacetic acid, a-acetyl-, methyl ester, also known as Methyl 2-phenylacetoacetate, is an organic compound that serves as a precursor in the synthesis of amphetamines and methamphetamines. It is an analytical reference standard, primarily used for research and forensic applications. Benzeneacetic acid, a-acetyl-, methyl ester has a CAS Number of 16648-44-5 and is regulated by the Drug Enforcement Administration as a List I chemical under the Controlled Substances Act (CSA).
Uses
1. Pharmaceutical Industry:
Benzeneacetic acid, a-acetyl-, methyl ester is used as a pharmaceutical raw material for the development of various medications.
2. Dopamine Receptor Antagonist:
In the field of neuroscience and psychiatry, Benzeneacetic acid, a-acetyl-, methyl ester is used as a D1 and D2 dopamine receptor antagonist. It is also utilized as a butyrophenone antipsychotic and anti-emetic, specifically in the form of Droperidol, which is a potent antagonist of the dopamine subtype 2 receptor. Droperidol is employed to treat acute behavioral anomalies and manage postoperative nausea and vomiting.
3. Endogenous κ1b Opioid Receptor Agonist:
Benzeneacetic acid, a-acetyl-, methyl ester also functions as an endogenous κ1b opioid receptor agonist, playing a role in the development of medications targeting the opioid system.
4. Research and Forensic Applications:
As an analytical reference standard, Benzeneacetic acid, a-acetyl-, methyl ester is used in research and forensic applications to study its properties and potential uses in the synthesis of various compounds, including amphetamines and methamphetamines.
5. Illicit Drug Manufacturing:
Although not a direct application,
Preparation
Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base.
Check Digit Verification of cas no
The CAS Registry Mumber 16648-44-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,6,4 and 8 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 16648-44:
(7*1)+(6*6)+(5*6)+(4*4)+(3*8)+(2*4)+(1*4)=125
125 % 10 = 5
So 16648-44-5 is a valid CAS Registry Number.
16648-44-5Relevant articles and documents
Synthesis of Substituted Indole-3-carboxylates by Iron(II)-Catalyzed Domino Isomerization of 3-Alkyl/aryl-4-aryl-5-methoxyisoxazoles
Bodunov, Vladimir A.,Galenko, Ekaterina E.,Galenko, Alexey V.,Novikov, Mikhail S.,Khlebnikov, Alexander F.
, p. 2784 - 2798 (2018/06/08)
The iron(II)-catalyzed domino isomerization of 3-alkyl/aryl-4-arylisoxazoles provides a selective access to a wide range of structurally diverse highly substituted indole-3-carboxylates. The operational simplicity, high atom efficiency, and the use of stable starting materials and an inexpensive and low-toxicity catalyst are some of the attractive features of this tandem double ring-opening-ring-closure strategy.
PYRAZOLONE DERIVATIVES AS NITROXYL DONORS
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Page/Page column 184; 185; 193; 194; 219, (2016/01/29)
The disclosed subject matter provides pyrazolone derivative compounds, pharmaceutical compositions comprising such compounds, kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.
Mechanism of the Photochemical and Thermal Wolff Rearrangement of 2-Diazo-1,3-dicarbonyl Compounds
Tomioka, Hideo,Hayashi, Norihiro,Asano, Tsuneo,Izawa, Yasuji
, p. 758 - 761 (2007/10/02)
Thermolysis and photolysis of diazo-1,3-dicarbonyl compounds were investigated as a fuction of methanol concentration.As the methanol concentration decreased, methyl group migration increased concomitant with the suppresion of O-H insertion into methanol, whereas aryl group migration was essentially uanaltered with the methanol concentration.The results are interpreted as indicating that aryl migration occurs directly from the excited state of diazo compounds, but that methyl migration takes place un the singlet carbene in competition with O-H insertion.