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

General Description

1-Cyclohexyl-5-ethylbarbituric acid, also known as cyclohexyl ethylbarbituric acid, is a barbiturate derivative with sedative and hypnotic properties. It is a central nervous system depressant that acts by enhancing the activity of the neurotransmitter GABA, leading to a decrease in brain activity and a calming effect. This chemical is commonly used in the treatment of insomnia, anxiety, and seizure disorders. However, it has a high potential for dependence and addiction, and prolonged use can lead to tolerance, physical and psychological dependence, and withdrawal symptoms upon discontinuation. It is classified as a controlled substance in many countries due to its abuse potential.

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

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

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.