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2,5-Pyrrolidinedione, 3-phenyl-, commonly known as phenytoin, is an organic compound that serves as an anticonvulsant medication. It is a hydantoin derivative with a chemical structure featuring a pyrrolidine ring and a phenyl group attached to the third carbon atom. Phenytoin functions by stabilizing the electrical activity in the brain, thereby preventing the excessive firing of neurons that can trigger seizures.

3464-18-4

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3464-18-4 Usage

Uses

Used in Pharmaceutical Industry:
2,5-Pyrrolidinedione, 3-phenylis used as an anticonvulsant for the treatment of various types of seizures. It helps in stabilizing the electrical activity in the brain, preventing the excessive firing of neurons that can lead to seizures.
Used in Cardiology:
2,5-Pyrrolidinedione, 3-phenylis used to treat certain types of irregular heart rhythms, providing a therapeutic option for patients with specific cardiac conditions.
Used in Neuroprotection and Anti-Inflammatory Research:
2,5-Pyrrolidinedione, 3-phenylhas been investigated for its potential neuroprotective and anti-inflammatory properties, indicating its possible use in the development of treatments for neurological disorders and conditions involving inflammation.
Note: While phenytoin has several applications, it is important to consider its side effects, such as dizziness, drowsiness, and gastrointestinal disturbances. Additionally, caution should be exercised when administering the medication to patients with liver or kidney disease.

Check Digit Verification of cas no

The CAS Registry Mumber 3464-18-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,6 and 4 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3464-18:
(6*3)+(5*4)+(4*6)+(3*4)+(2*1)+(1*8)=84
84 % 10 = 4
So 3464-18-4 is a valid CAS Registry Number.

3464-18-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-phenylpyrrolidine-2,5-dione

1.2 Other means of identification

Product number -
Other names 2-phenylsuccinimide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3464-18-4 SDS

3464-18-4Relevant academic research and scientific papers

Iron-catalyzed hydroaminocarbonylation of alkynes: Selective and efficient synthesis of primary α,β-unsaturated amides

Huang, Zijun,Jiang, Xiongwei,Lan, Donghui,Li, Yuehui,Pi, Shaofeng,Tan, Zhengde,Tang, Jia,Xie, Tianle,Yi, Bing,Zhang, Minmin

supporting information, (2022/02/22)

α,β-Unsaturated primary amides are important intermediates and building blocks in organic synthesis. Herein, we report a ligand-free iron-catalyzed hydroaminocarbonylation of alkynes using NH4HCO3 as the ammonia source, enabling the highly efficient and regioselective synthesis of linear α,β-unsaturated primary amides. Various aromatic and aliphatic alkynes are transformed into the desired linear α,β-unsaturated primary amides in good to excellent yields. Further studies show that using NH4HCO3 as the ammonia source is key to obtain good yields and selectivity. The utility of this route is demonstrated with the synthesis of linear α,β-unsaturated amides including vanilloid receptor-1 antagonist TRPV-1.

Stereoselective One-Pot Synthesis of cis-1,2-Dicyanoalkenes from 1,1-Bis(benzenesulfonyl)alkenes and KCN

Zhang, Yue,Wei, Yi,Li, Shen,Ma, Jun-An

, p. 199 - 203 (2019/01/04)

An efficient synthesis of cis-1,2-dicyanoalkenes by the reaction of 1,1-bis(benzenesulfonyl)alkenes with KCN was developed. This reaction was conducted in the presence of tetrabutylammonium bromide and NH4Cl/K3PO4 under phase-transfer conditions. A series of cis-1,2-dicyanoalkenes were obtained in good to high yields. Further transformation of the obtained product allows for access to imide and dicarboxylic acid compounds.

Mild Decarboxylative C?H Alkylation: Computational Insights for Solvent-Robust Ruthenium(II) Domino Manifold

Kumar, N. Y. Phani,Rogge, Torben,Yetra, Santhivardhana Reddy,Bechtoldt, Alexander,Clot, Eric,Ackermann, Lutz

supporting information, p. 17449 - 17453 (2017/10/23)

Computational studies on decarboxylative C?H alkenylations provided key insights into the solvent-robust nature of C?H activation/decarboxylation domino reactions. These properties were exploited for ruthenium(II)-catalyzed C?H alkylations by a decarboxylative process with ample scope under copper-free and silver-free reaction conditions.

Selective and tunable synthesis of 3-arylsuccinimides and 3-arylmaleimides from arenediazonium tetrafluoroborates and maleimides

Yang, Zhen-Hua,Chen, Zhong-Hui,An, Yu-Long,Zhao, Sheng-Yin

, p. 23438 - 23447 (2016/03/12)

A highly efficient synthetic strategy for synthesizing 3-arylsuccinimides has been developed from arenediazonium tetrafluoroborates and maleimides in the presence of TiCl3. The reactions generated 3-arylsuccinimides in satisfactory yields under mild reaction conditions. In addition, 3-arylmaleimides were obtained by the coupling of arenediazonium tetrafluoroborate and maleimides catalyzed by CuCl. This methodology provided the selective and tunable synthesis of two classes of products by simply switching different metal reagents. The methods are simple, efficient and practical.

Synthetic derivatives of isoquinoline, dicarboxylic acid imides and thioimides as bioactive compounds

Solecka, Jolanta,Rajnisz, Aleksandra,Postek, Magdalena,Laudy, Agnieszka E.,Szawka?o, Joanna,Czarnocki, Zbigniew

, p. 1181 - 1189 (2016/10/17)

This study is a continuation of a research program aimed at identifying potent drugs against bacterial infections, in which a series of organic compounds: dicarboxylic acid imides and thioimides, isoquinoline derivatives and open chain compounds, were examined for antimicrobial properties against Staphylococcus aureus and Escherichia coli. In effect of this investigation, the most active compounds (35-40, 47) were selected for in vitro tests against fourteen clinically important pathogenic isolates, the methicillin resistant Staphylococcus aureus (MRSA) and several reference Gram-negative bacteria: Proteus vulgaris, Pseudomonas aeruginosa, Klebsiella pneumonia, Stenotrophomonas maltophilia, and Acinetobacter baumannii. The obtained data revealed that seven compounds (three dithioimides, 35, 39, 47, and four thioimides, 36-38, 40) exhibit effective antibacterial activity against the tested Staphylococcus aureus MSSA and MRSA strains. Among them, dicarboxylic acid thioimides 37 and 38 were proven to be the most active.

Design, synthesis and anticonvulsant properties of new N-Mannich bases derived from 3-phenylpyrrolidine-2,5-diones

Kamiński, Krzysztof,Obniska, Jolanta,Chlebek, Iwona,Wiklik, Beata,Rzepka, Sabina

, p. 6821 - 6830 (2013/10/22)

The synthesis and anticonvulsant properties of new N-Mannich bases of 3-phenyl- (9a-d), 3-(2-chlorophenyl)- (10a-d), 3-(3-chlorophenyl)- (11a-d) and 3-(4-chlorophenyl)-pyrrolidine-2,5-diones (12a-d) were described. The key synthetic strategies involve the

Rh-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones with DIFLUORPHOS and SYNPHOS analogues

Berhal, Farouk,Wu, Zi,Genet, Jean-Pierre,Ayad, Tahar,Ratovelomanana-Vidal, Virginie

scheme or table, p. 6320 - 6326 (2011/10/05)

Applications of electron-deficient DIFLUORPHOS and SYNPHOS analogues in the rhodium-catalyzed asymmetric conjugate addition of boronic acids to α,β-unsaturated ketones afford the 1,4-addition adducts in yields up to 92% and with 99% ee. Particularly, a Rh-catalyzed asymmetric 1,4-addition of arylboronic acids to nonsubstituted maleimide substrates using the (R)-3,5-diCF3-SYNPHOS ligand is also reported. This protocol provides access to various enantioenriched 3-substituted succinimide units of biological interest, in high yields and good to excellent ee up to 93%, which could be upgraded up to 99% ee, after a single crystallization.

Synthesis, physicochemical and anticonvulsant properties of new N-[(4-arylpiperazin-1-yl)alkyl]-3-phenyl- and 3-(3-methyl-phenyl)-pyrrolidine-2, 5-diones

Obniska, Jolanta,Chlebek, Iwona,Pichor, Joanna,Kopytko, Maciej,Kaminski, Krzysztof

experimental part, p. 639 - 647 (2010/08/05)

The series of N-[(4-arylpiperazin-1-yl)-alkyl]-3-phenyl- and 3-(3-methylphenyl)-pyrrolidine-2,5-diones [VIII-XXV] were synthesized and evaluated for anticonvulsant and neurotoxic properties. Initial anticonvulsant screening was performed in mice, using in

Microwave-enhanced rhodium-catalyzed conjugate-addition of aryl boronic acids to unprotected maleimides

Iyer, Pravin S.,O'Malley, Meaghan M.,Lucas, Matthew C.

, p. 4413 - 4418 (2008/02/03)

Various boronic acids were treated with a rhodium (I) catalyst enabling their 1,4-conjugate addition to unprotected maleimide. The scope of the reaction was explored to include both electron-rich and electron poor boronic acids. These reactions were also

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