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Phenobarbital

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Identification
Molecular formula
C12H12N2O3
CAS number
50-06-6
IUPAC name
5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione
State
State

Solid at room temperature

Melting point (Celsius)
175.00
Melting point (Kelvin)
448.15
Boiling point (Celsius)
146.50
Boiling point (Kelvin)
419.65
General information
Molecular weight
232.25g/mol
Molar mass
232.2450g/mol
Density
1.1000g/cm3
Appearence

White crystalline powder

Comment on solubility

Solubility of 5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione

The solubility of 5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione, with the chemical formula C12H12N2O3, can be described as follows:

  • Solvent Dependency: The solubility of this compound is likely to depend on the solvent used. It may exhibit different solubility properties in polar versus non-polar solvents.
  • Influence of Functional Groups: The presence of the hexahydropyrimidine ring and the carbonyl groups in its structure may enhance solubility in water due to possible hydrogen bonding.
  • Temperature Effects: Like many organic compounds, solubility can change with temperature, potentially increasing in warmer conditions.
  • Crystalline Structure: The physical form—be it amorphous or crystalline—can also impact solubility, with amorphous forms generally being more soluble.

Given these factors, it is essential to conduct solubility tests in various conditions to fully understand the behavior of this intriguing compound.

Interesting facts

Interesting Facts about 5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione

5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione is a fascinating compound that belongs to the class of pyrimidine derivatives, which are essential in the field of organic chemistry. Here are some intriguing aspects of this compound:

  • Biological Relevance: Compounds featuring the pyrimidine ring system play a crucial role in the structure of nucleic acids. They often serve as building blocks for genetic material, making them fundamental to biological processes.
  • Pharmacological Applications: Some pyrimidine derivatives are known for their therapeutic potential. They are studied for their effectiveness in treating various diseases, including cancers and viral infections. The unique structure of 5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione may also inspire research into innovative drug designs.
  • Versatile Chemistry: The presence of an ethyl and a phenyl group in this compound yields a unique electronic distribution, leading to interesting reactivity and synthetic pathways in organic synthesis.
  • Research Potential: The compound’s structural attributes are a point of interest in material science, possibly lending themselves to applications in polymers or other advanced materials due to their unique properties.
  • Historical Context: The study of pyrimidines dates back to the early 20th century, and this compound represents the advancements in chemical synthesis techniques that have occurred since then, allowing for more complex structures to be explored.

In conclusion, 5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione exemplifies the complexity and diversity of chemistry, showcasing that even compounds with intricate names can lead to significant scientific discoveries and advancements. As one scholar aptly stated, "The beauty of chemistry lies in its ability to bridge the gap between the microscopic and the macroscopic worlds, transforming simple compounds into complex biological functions."

Synonyms
phenobarbital
Phenobarbitone
Phenobarbitol
Luminal
50-06-6
Phenylethylbarbiturate
Fenobarbital
Phenobarbituric acid
Phenylethylmalonylurea
Phenemal
Adonal
Nunol
Phenylethylbarbituric acid
Dormiral
Gardenal
Gardepanyl
Neurobarb
Phenaemal
Amylofene
Aphenylbarbit
Aphenyletten
Barbiphenyl
Barbophen
Bialminal
Calmetten
Codibarbita
Coronaletta
Dezibarbitur
Fenylettae
Glysoletten
Hennoletten
Hypnaletten
Hypnolone
Hypnoltol
Lepinaletten
Lumesettes
Lumofridetten
Pharmetten
Phenemalum
Phenobarbyl
Phenoluric
Phenolurio
Phenoturic
Phenyletten
Polcominal
Promptonal
Sedizorin
Sedonettes
Somnolens
Somnoletten
Spasepilin
Starilettae
Versomnal
Aephenal
Agrypnal
Barbenyl
Barbipil
Barbita
Barbivis
Barbonal
Bardorm
Cabronal
Calminal
Cardenal
Chinoin
Cratecil
Doscalun
Duneryl
Ensobarb
Ensodorm
Epidorm
Episedal
Epsylone
Eskabarb
Etilfen
Euneryl
Fenbital
Fenemal
Fenosed
Haplopan
Henotal
Hypnette
Hypnogen
Hysteps
Lepinal
Linasen
Liquital
Lixophen
Lubergal
Lubrokal
Lumesyn
Luphenil
Luramin
Molinal
Nirvonal
Parkotal
Phenobal
Phenomet
Phenonyl
Phenyral
Sedabar
Sedicat
Sedofen
Sedonal
Sedophen
Sevenal
Solfoton
Sombutol
Somnosan
Somonal
Starifen
Teolaxin
Bartol
Epanal
Epilol
Haplos
Leonal
Lumen
Noptil
Sedlyn
Seda-Tablinen
Blu-phen
Nova-Pheno
Solu-Barb
Hypno-Tablinetten
Phen-Bar
Stental Extentabs
Phenobarb
PHOB
Talpheno
Triabarb
Triphenatol
5-Ethyl-5-phenylbarbituric acid
Phenobarbitalum
Tridezibarbitur
Barbinal
Barbiphen
Lephebar
Teoloxin
Theoloxin
Zadoletten
Damoral
Dormina
Lefebar
Stental
Zadonal
5-Phenyl-5-ethylbarbituric acid
SK-Phenobarbital
Austrominal
Thenobarbital
5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
Fenobarbitale
Elixir of phenobarbital
Phenylethylbarbitursaeure
Phenylaethylbarbitursaeure
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-phenyl-
Phenylethyl barbituric acid
Barbinol
Dormital
5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione
Barbilehae (barbilettae)
Fenobarbital [INN-Spanish]
Phenobarbitalum [INN-Latin]
Barbituric acid, 5-ethyl-5-phenyl-
CCRIS 502
5-Ethyl-5-phenyl-pyrimidine-2,4,6-trione
CHEBI:8069
Phenobar
PHENOBARBITAL CIV
5-Ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione
Acido 5-fenil-5-etilbarbiturico
HSDB 3157
UNII-YQE403BP4D
NSC-9848
EINECS 200-007-0
YQE403BP4D
component of Tedral
Sedonal (sedative)
component of Slowten
NSC 128143
NSC-128143
TEDRIGEN
THEOPHED
component of Antrocol
component of Hecadrol
DTXSID5021122
AI3-02726
component of Bronkotabs
5-Ethyl-5-phenyl-2,4,6-(1H,3H,5H)pyrimidinetrione
TEDRAL SUSPENSION
component of Primatene P
CHEMBL40
component of Valpin 50-PB
DTXCID701122
Phenobarbitonum
NSC9848
Phenobarbital [USP:INN:BAN:JAN]
NSC128143
NSC-128143-
barbapil
barbellen
barbellon
phenylral
theominal
NCGC00159493-02
Fenobarbitale [DCIT]
Phenobarbitalum [INN]
Chardonna-2
Fenobarbital (INN-Spanish)
PHENOBARBITAL (IARC)
PHENOBARBITAL [IARC]
Phenobarbitalum (INN-Latin)
PHENOBARBITAL (MART.)
PHENOBARBITAL [MART.]
Phenyl-ethyl-barbituric acid
WLN: T6VMVMV FHJ F2 FR
PHENOBARBITAL (EP IMPURITY)
PHENOBARBITAL [EP IMPURITY]
PHENOBARBITAL CIV (USP-RS)
PHENOBARBITAL CIV [USP-RS]
Fenemal recip
Phenobarbital (USP:INN:BAN:JAN)
Phenobarbital (5.0mg/ml in DMSO)
PHENOBARBITAL (EP MONOGRAPH)
PHENOBARBITAL [EP MONOGRAPH]
PHENOBARBITAL (USP MONOGRAPH)
PHENOBARBITAL [USP MONOGRAPH]
Phenobarbital (1.0mg/mL in Methanol)
Phenobarbital (5.0mg/ml in Methanol)
CAS-50-06-6
Levsin PB Drops and Tablets
Luminal (TN)
phenobarbital (PB)
PRIMIDONE IMPURITY B (EP IMPURITY)
PRIMIDONE IMPURITY B [EP IMPURITY]
Acido 5-fenil-5-etilbarbiturico [Italian]
5-Ethyl-5-phenyl-2,6(1H,3H,5H)-pyrimidinetrione
METHYLPHENOBARBITAL IMPURITY A (EP IMPURITY)
METHYLPHENOBARBITAL IMPURITY A [EP IMPURITY]
Acid, Phenylethylbarbituric
2,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-phenyl-
pheno
Nobatol
Phenobarbital Oral
Tedral (Salt/Mix)
Kinesed (Salt/Mix)
Antrocol (Salt/Mix)
Donnatal (Salt/Mix)
Phenylathylbarbitursaure
Phenylethylbarbitursaure
Donnazyme (Salt/Mix)
Quadrinal (Salt/Mix)
Mephobarbital M (nor)
Barbidonna (Salt/Mix)
Bronkotabs (Salt/Mix)
Chardonna-2 (Salt/Mix)
PHENOBARBITAL [MI]
Epitope ID:116048
Phenobarbital Oral Solution
PHENOBARBITAL [INN]
PHENOBARBITAL [JAN]
PHENOBARBITAL [HSDB]
BIDD:PXR0061
Oprea1_384816
SCHEMBL16583
5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione
Methylphenobarbital, M(nor-)
MLS001240232
DivK1c_000987
PHENOBARBITALUM [HPUS]
PHENOBARBITAL [WHO-DD]
PHENOBARBITAL [WHO-IP]
GTPL2804
SCHEMBL11114624
SCHEMBL25330743
Acido-5-fenil-5-etilbarbiturico
HMS503E15
KBio1_000987
Phenobarbital (JP17/USP/INN)
NINDS_000987
HMS2272G06
Phenobarbital, 1mg/ml in Methanol
YCA73805
Tox21_111713
Tox21_200510
BDBM50021437
STL367898
component of Primatene P (Salt/Mix)
Phenobarbital 0.1 mg/ml in Methanol
Phenobarbital 1.0 mg/ml in Methanol
AKOS000605404
AKOS015964976
Barbituric acid, 5-ethyl-5-phenyl-,
PHENOBARBITALUM [WHO-IP LATIN]
AB02704
DB01174
component of Valpin 50-PB (Salt/Mix)
IDI1_000987
Levsin PB Drops and Tablets (Salt/Mix)
NCGC00159493-03
NCGC00159493-04
NCGC00258064-01
SMR000058986
DB-051722
NS00010275
C07434
D00506
A827956
Q407241
SR-01000313151
SR-01000313151-1
pyrimidine-2,4,6(1H,3H,5H)-trione, 5-ethyl-5-phenyl-
Phenobarbital, United States Pharmacopeia (USP) Reference Standard
11097-06-6
200-007-0
InChI=1/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17
UQA