837-32-1

Basic information

• Product Name: 1-Cyclohexyl-5-ethylbarbituric acid
• Synonyms: 1-Cyclohexyl-5-ethylpyrimidine-2,4,6(1H,3H,5H)-trione;3-Cyclohexyl-5-ethylbarbituric acid;5-Ethyl-1-cyclohexylpyrimidine-2,4,6(1H,3H,5H)-trione;1-cyclohexyl-5-ethyl-1,3-diazinane-2,4,6-trione
• CAS NO: 837-32-1
• Molecular Formula: C₁₂H₁₈N₂O₃
• Molecular Weight: 238.28
• EINECS: 212-653-0
• Mol File: 837-32-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.187g/cm³
• Refractive Index: 1.517
• CAS DataBase Reference: 1-Cyclohexyl-5-ethylbarbituric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexyl-5-ethylbarbituric acid(837-32-1)
• EPA Substance Registry System: 1-Cyclohexyl-5-ethylbarbituric acid(837-32-1)

Safety Data

• Hazardous Substances Data: 837-32-1(Hazardous Substances Data)

Usage

Description

1-Cyclohexyl-5-ethylbarbituric acid, also known as cyclohexyl ethylbarbituric acid, is a barbiturate derivative characterized by its sedative and hypnotic properties. It functions as a central nervous system depressant, enhancing the activity of the neurotransmitter GABA, which results in reduced brain activity and a calming effect.

Uses

Used in Pharmaceutical Industry:
1-Cyclohexyl-5-ethylbarbituric acid is used as a therapeutic agent for the treatment of conditions such as insomnia, anxiety, and seizure disorders. Its ability to depress the central nervous system makes it effective in managing these conditions.
However, due to its high potential for dependence and addiction, as well as the risks of tolerance, physical and psychological dependence, and withdrawal symptoms associated with its use, 1-Cyclohexyl-5-ethylbarbituric acid is classified as a controlled substance in many countries. This classification is to mitigate the abuse potential of this chemical.

InChI:InChI=1/C12H18N2O3/c1-2-9-10(15)13-12(17)14(11(9)16)8-6-4-3-5-7-8/h8-9H,2-7H2,1H3,(H,13,15,17)

Upstream product

• 133-13-1 ethyl diethyl malonate 
• 698-90-8 N'-cyclohexylurea 

Downstream Products

• 72771-77-8 1-cyclohexyl-5-ethyl-5-morpholin-4-ylmethyl-pyrimidine-2,4,6-trione 
• 72771-83-6 1-cyclohexyl-5-ethyl-3,5-bis-morpholin-4-ylmethyl-pyrimidine-2,4,6-trione 
• 83128-61-4 5-Brom-1-cyclohexyl-5-ethyl-barbitursaeure 
• 221679-69-2 5-amino-1-cyclohexyl-5-ethylbarbituric acid 
• 83129-39-9 (+/-)-1-Cyclohexyl-5-ethyl-5-dimethylamino-barbitursaeure 
• 345932-03-8 (+/-)-1-Cyclohexyl-5-ethyl-5-pyrrolidino-barbitursaeure 
• 83128-82-9 (+)-1-Cyclohexyl-5-ethyl-5-pyrrolidino-barbitursaeure 
• 83128-82-9 (-)-1-Cyclohexyl-5-ethyl-5-pyrrolidino-barbitursaeure 
• 101693-71-4 (RS)-1-cyclohexyl-5-ethyl-5-(1-piperidinyl)-2,4,6(1H,3H,5H)-pyrimidinetrione 
• 83128-75-0 (+)-1-Cyclohexyl-5-ethyl-5-piperidino-barbitursaeure 
• 83128-75-0 (-)-1-Cyclohexyl-5-ethyl-5-piperidino-barbitursaeure 

Relevant articles and documents

A new one-pot synthesis of 5,5-disubstituted hydantoins from diethyl acetamidomalonates and ureas

A new one-pot synthesis of 5,5-disubstituted hydantoins 3 is reported. Diethyl 2-acetamido-2-alkylmalonates were found to react with substituted ureas in the presence of sodium ethoxide to produce the 5-alkyl-5- carbamoylhydantoins 3 a-e. The reaction involves a ring contraction of intermediate 5-aminobarbituric acids to the final hydantoin derivatives. The 5-aminobarbituric acids 2 d-f were prepared from azido derivatives 6 d-f. On treatment with sodium ethoxide, 2 d-f underwent the rearrangement to afford the hydantoins 3 d-f.