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Barbituric acid cyclohexenyl derivative

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Identification
Molecular formula
C12H18N2O3
CAS number
81-24-3
IUPAC name
5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione
State
State

At room temperature, this compound exists in a solid state. It is stable under normal conditions and should be handled to prevent moisture exposure which may affect its solid structure.

Melting point (Celsius)
156.00
Melting point (Kelvin)
429.15
Boiling point (Celsius)
356.00
Boiling point (Kelvin)
629.15
General information
Molecular weight
252.32g/mol
Molar mass
252.3220g/mol
Density
1.2800g/cm3
Appearence

The compound 5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione is typically a solid at room temperature and can appear as a crystalline or powdery solid. The color can range from white to off-white, indicating a level of purity or form variation.

Comment on solubility

Solubility of 5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione

The solubility of 5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione (C12H18N2O3) is of significant interest in various chemical and pharmaceutical applications. Understanding its solubility characteristics can aid in its effective utilization. Here are some key points to consider:

  • Polar and Nonpolar Interaction: The presence of the hydroxyl groups in its structure suggests potential interactions with polar solvents, while the cyclohexenyl group may impart some degree of nonpolarity.
  • Solvent Selection: Typical solvents that could dissolve this compound include a mix of polar aprotic solvents like:
    - Dimethyl sulfoxide (DMSO)
    - Acetone
    - Ethanol
    These solvents may promote favorable solubility conditions due to their ability to stabilize the compound's molecular structure.
  • Temperature Effect: Solubility can be affected by temperature; generally, an increase in temperature enhances solubility in many organic compounds.
  • pH Influence: The solubility may vary with pH shifts, particularly if any protonation or deprotonation occurs within the chemical structure.

In summary, the solubility of 5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione is likely contingent upon its interactions with various solvents and environmental conditions. Further experimental data would provide a more comprehensive understanding of its solubility behavior.

Interesting facts

Interesting Facts About 5-(Cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione

The compound 5-(cyclohexen-1-yl)-1,5-dimethyl-hexahydropyrimidine-2,4,6-trione is an intriguing example of a pyrimidine derivative that showcases the intersection of aromaticity and ring systems in organic chemistry. Here are some captivating aspects of this compound:

  • Structural Novelty: This compound features a unique hexahydropyrimidine ring, which is saturated, contributing to its potential stability and different reactivity compared to its unsaturated counterparts.
  • Cyclohexene Moiety: The presence of the cyclohexenyl group adds interesting stereochemical possibilities, making it a useful scaffold for various synthetic applications in organic synthesis.
  • Biological Relevance: Pyrimidine derivatives are often found in nature as components of nucleotides, making this compound a subject of interest in medicinal chemistry, especially for drug discovery.
  • Versatile Chemistry: This compound can act as a potential building block for synthesizing other more complex molecules due to its amine and carbonyl functionalities.
  • Research Potential: Investigating the reactivity of this compound can shed light on the behavior of pyrimidine derivatives in different chemical environments, paving the way for new applications.

As remarked by many chemists, "The beauty of organic chemistry lies in the diversity of structures and the possibilities that arise from them." Understanding compounds like this enables chemists to innovate and create new substances that can lead to technological advancements.

With ongoing research into the functional properties and applications of such compounds, we are likely to uncover even more fascinating aspects of their chemistry in the coming years.

Synonyms
Hexobarbital
Hexobarbitone
Methylhexabital
Methexenyl
56-29-1
Evipan
Evipal
Barbidorm
Noctivane
Sombulex
Cyclopan
Enhexymal
Narcosan
Sombucaps
Somnalert
Citopan
Methylhexabarbital
Cyclonal
Hexabarbital
Citodon
Dorico
Hexanastab oral
Enhexymalum
Hexenal (barbiturate)
Esobarbitale
Hexobarbitalum
Hexobarbital (VAN)
5-(1-CYCLOHEXEN-1-YL)-1,5-DIMETHYLBARBITURIC ACID
Hexobarbitalum [INN-Latin]
Hexobarbital ciii
N-Methyl-5-cyclohexenyl-5-methylbarbituric acid
1,5-Dimethyl-5-(1-cyclohexenyl)barbituric acid
EINECS 200-264-9
AL8Z8K3P6S
NSC 71929
NSC-71929
5-(1-Cyclohexen-1-yl)-1,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
5-(1-Cyclohexenyl-1)-1-methyl-5-methylbarbituric acid
CHEBI:5706
5-(cyclohexen-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione
DTXSID9023122
AI3-61892
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-cyclohexen-1-yl)-1,5-dimethyl-
Hexobarbital [USP:INN:BAN:JAN]
HEXOBARBITAL [MI]
HEXOBARBITAL [INN]
HEXOBARBITAL [JAN]
HEXOBARBITAL [VANDF]
5-(cyclohex-1-en-1-yl)-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
HEXOBARBITAL [MART.]
HEXOBARBITAL [WHO-DD]
Barbituric acid, 5-(1-cyclohexen-1-yl)-1,5-dimethyl-
DTXCID903122
Hexobarbitonum
HEXOBARBITAL [EP IMPURITY]
5-Cyclohex-1-enyl-1,5-dimethyl-pyrimidine-2,4,6-trione
NCGC00159430-02
NCGC00159430-03
NCGC00159430-04
Esobarbitale [DCIT]
Esobarbitale [Italian]
5-(Cyclohexen-1-yl)-1,5-dimethylbarbitursaeure
Hexobarbitalum (INN-Latin)
5-(Cyclohexen-1-yl)-1,5-dimethylbarbituric acid
HEXOBARBITAL (MART.)
HEXOBARBITAL (EP IMPURITY)
Hexobarbital (USP:INN:BAN:JAN)
5-(.delta.-1,2-cyclohexenyl)-5-methyl-N-methyl-barbitursaeure
5-cyclohexenyl-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
5-(cyclohex-1-en-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione
CAS-56-29-1
Hexobarbital (JAN/INN)
UNII-AL8Z8K3P6S
esobarbital
Tobinal
5-(delta-1,2-Cyclohexenyl)-5-methyl-N-methyl-barbitursaeure [German]
(+/-)-Hexobarbital
5-(delta-1,2-cyclohexenyl)-5-methyl-N-methyl-barbitursaeure
5-(1-Cyclohex-en-1-yl)-1,5-dimethylbarbituric acid
Barbituric acid,5-dimethyl-
CHEMBL7728
Oprea1_350917
SCHEMBL29821
MLS001143909
hexenalum (for the sodium-salt)
N01AF02
N05CA16
Hexobarbital, 1mg/ml in Methanol
HMS2272K03
AAA05629
NSC71929
Hexobarbital 1.0 mg/ml in Methanol
Tox21_111661
Tox21_111662
STK696034
5-cyclohex-1-en-1-yl-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
5-cyclohex-1-en-1-yl-2-hydroxy-1,5-dimethylpyrimidine-4,6(1H,5H)-dione
AKOS000355976
AKOS016347605
Tox21_111661_1
DB01355
AC-16076
SMR000473348
DB-052887
NS00004868
WLN: T6VMVNV FHJ D1 F1 F- AL6UTJ
D01071
Q421183
Hexobarbital, United States Pharmacopeia (USP) Reference Standard
2,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-cyclohexen-1-yl)-1,5-dimethyl-
pyrimidine-2,4,6(1H,3H,5H)-trione, 5-(1-cyclohexen-1-yl)-1,5-dimethyl-
200-264-9