7391-67-5

Basic information

• Product Name: 1,5-dimethylbarbituric acid
• Synonyms: 1,5-dimethylbarbituric acid
• CAS NO: 7391-67-5
• Molecular Formula: C₆H₈N₂O₃
• Molecular Weight: 0
• Mol File: 7391-67-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.269g/cm³
• Refractive Index: 1.483
• CAS DataBase Reference: 1,5-dimethylbarbituric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-dimethylbarbituric acid(7391-67-5)
• EPA Substance Registry System: 1,5-dimethylbarbituric acid(7391-67-5)

Safety Data

• Hazardous Substances Data: 7391-67-5(Hazardous Substances Data)

Usage

Chemical class

Barbiturate

Traditional use

Sedative and hypnotic medication

Potential issues

Abuse and addiction

Current prescription status

Rarely prescribed

Mechanism of action

Enhances the activity of the neurotransmitter GABA

Effects on the body

Sedative and hypnotic effects

Chemical structure

Similar to other barbiturates

Known for

Depressant effects on the body

Decline in use

In favor of safer and more effective alternatives for treating sleep disorders and anxiety

InChI:InChI=1/C6H8N2O3/c1-3-4(9)7-6(11)8(2)5(3)10/h3H,1-2H3,(H,7,9,11)

Upstream product

• 609-08-5 Diethyl methylmalonate 
• 598-50-5 N-Methylurea 

Downstream Products

• 569336-78-3 5-cyclohexylamino-1,5-dimethylbarbituric acid 
• 569336-77-2 5-benzylamino-1,5-dimethylbarbituric acid 
• 4336-83-8 5-allyl-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Quaternary Barbituric Acids

The catalytic asymmetric α-functionalization of prochiral barbituric acids, a subtype of pseudosymmetric 1,3-diamides, to yield the corresponding 5,5-disubstituted (quaternary) derivatives remains essentially unsolved. In this study 2-alkylthio-4,6-dioxopirimidines are designed as key 1,3-diamide surrogates that perform exceedingly in amine-squaramide catalyzed C-C bond forming reactions with vinyl ketones or Morita-Baylis-Hillmann-type allyl bromides as electrophiles. Mild acid hydrolysis of adducts affords barbituric acid derivatives with an in-ring quaternary carbon in unprecedented enantioselectivity, offering valuable materials for biological evaluations.

Azidobarbiturates. I. Preparation of barbituric acid derivatives with an azido group at position 5

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