38527-73-0

Basic information

• Product Name: 3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione
• Synonyms: 3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione;3-ETHYL-3-(4-NITROPHENYL)-2,6-PIPERIDINEDIONE;nitroglutethimide;2-(p-nitrophenyl)-2-ethylglutarimide;2-ethyl-2-(p-nitrophenyl)-glutarimid;3-ethyl-3-(4-nitrophenyl)-6-piperidinedione;p-nitroglutethimide;3-(4-Nitrophenyl)-3-ethylpiperidine-2,6-dione
• CAS NO: 38527-73-0
• Molecular Formula: C₁₃H₁₄N₂O₄
• Molecular Weight: 262.26126
• EINECS: 253-987-7
• Mol File: 38527-73-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 473.3°Cat760mmHg
• Flash Point: 240°C
• Appearance: /
• Density: 1.263g/cm³
• Vapor Pressure: 3.98E-09mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione(38527-73-0)
• EPA Substance Registry System: 3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione(38527-73-0)

Safety Data

• Hazardous Substances Data: 38527-73-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H14N2O4/c1-2-13(8-7-11(16)14-12(13)17)9-3-5-10(6-4-9)15(18)19/h3-6H,2,7-8H2,1H3,(H,14,16,17)

Upstream product

• 77-21-4 Glutethimide 
• 192927-32-5 methyl 4-cyano-2-ethyl-2-(4-nitrophenyl)butanoate 
• 203808-68-8 4-(ethoxycarbonyl)-4-(4'-nitrophenyl)hexanonitrile 
• 6973-78-0 2-(4-Nitrophenyl)-buttersaeureethylester 
• 98-95-3 nitrobenzene 
• 7463-53-8 2RS-(4-nitrophenyl)butanoic acid 
• 24646-25-1 methyl 2-(4-nitrophenyl)butanoate 
• 74220-50-1 2-ethyl-2-phenylglutarodinitrile 
• 769-68-6 2-phenylbutanenitrile 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 125-84-8 aminoglutethimide 

Relevant articles and documents

Nitro derivatives of glutethimide

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The synthesis of (±)-aminoglutethimide via vicarious nucleophilic aromatic substitution of hydrogen

The synthesis of aminoglutethimide via a one-pot coupling of nitrobenzene, ethyl 2-chlorobutyrate and 3-bromopropionitrile has been achieved via a process involving sequential vicarious nucleophilic aromatic substitution and alkylation.

Aromatase Inhibitors. Synthesis and Evaluation of Mammary Tumor Inhibiting Activity of 3-Alkylated 3-(4-Aminophenyl)piperidine-2,6-diones

The synthesis and biological evaluation of 3-alkyl-substituted 3-(4-aminophenyl)piperidine-2,6-diones as inhibitors of estrogen biosynthesis are described .In vitro compounds 4-14 showed a stronger inhibition of human placental aromatase compared to aminoglutethimide (AG, compound 3), which recently has become used for the treatment of hormone-dependent breast cancer.The most active derivative, compound 10, showed a 93-fold stronger inhibition than AG.With the exception of 5, 7, and 8, all other compounds exhibited similar or decreased inhibition of bovine adrenal desmolase compared to AG.Compounds 4 and 6-12 showed a stronger inhibition of the plasma estradiol concentration of pregnant mare serum gonadotropin (PMSG) primed Sprague-Dawley (SD) rats compared to the parent compound.Compounds 4, 6-8, 10, and 12 inhibited the testosterone-stimulated tumor growth of ovariectomized 9,10-dimethyl-1,2-benzanthracene (DMBA) tumor-bearing SD rats more strongly than AG.Being stronger and more selective inhibitors of the estrogen biosynthesis than AG, some of the newly developed derivatives of AG might be better candidates for the treatment of the hormone-dependent human breast cancer.