Aprobarbital

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Aprobarbital are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Aprobarbital?

The molecule Aprobarbital presents a molecular formula of C10H14N2O3 and its IUPAC name is 5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione.

Aprobarbital (also known as butabarbital) is a medication used to treat anxiety and insomnia. It is a member of the barbiturate class of drugs, which are central nervous system depressants. Aprobarbital is a short-acting drug, meaning that its effects only last for a few hours. It is typically only used on an as-needed basis for anxiety or insomnia, rather than being taken on a regular basis..

Aprobarbital works by binding to the GABA receptors in the brain. This increases the activity of the neurotransmitter GABA, which leads to the sedative and hypnotic effects of the drug. Aprobarbital is a Schedule IV controlled substance in the United States, meaning that it has a low potential for abuse and dependence..

Side effects of aprobarbital include drowsiness, dizziness, and lightheadedness. More serious side effects include slowed breathing, impaired coordination, and low blood pressure. Aprobarbital should not be taken with alcohol or other central nervous system depressants. It can also interact with a number of other medications, so it is important to talk to a doctor or pharmacist before taking aprobarbital..

Aprobarbital is a safe and effective medication for anxiety and insomnia when used as directed. However, as with all medications, there are potential risks and side effects associated with its use..

3D structure

Cartesian coordinates

Geometry of Aprobarbital in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Aprobarbital UORJNBVJVRLXMQ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Aprobarbital

 

Molecule descriptors

 
IUPAC name5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
InChI codeInChI=1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15)
InChI KeyUORJNBVJVRLXMQ-UHFFFAOYSA-N
SMILESC=CCC1(C(C)C)C(=O)NC(=O)NC1=O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylethyl)-5-(2-propenyl)-
  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylethyl)-5-(2-propenyl)- (9CI)
  • 2,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylethyl)-5-(2-propenyl)-
  • 5-(1-Methylethyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
  • 5-(1-methylethyl)-5-prop-2-en-1-ylpyrimidine-2,4,6(1H,3H,5H)-trione
  • 5-(prop-2-en-1-yl)-5-(propan-2-yl)-1,3-diazinane-2,4,6-trione
  • 5-(propan-2-yl)-5-(prop-2-en-1-yl)pyrimidine-2,4,6(1H,3H,5H)-trione
  • 5-ALLYL-5-ISOPROPYL-BARBITURIC ACID
  • 5-Allyl-5-isopropyl-2,4,6(1H,3H,5H)-pyrimidinetrione
  • 5-Allyl-5-isopropylbarbiturate
  • 5-Allyl-5-isopropylbarbituric acid
  • 5-Isopropyl-5-allylbarbituric acid
  • 5-allyl-5-isopropylpyrimidine-2,4,6(1H,3H,5H)-trione
  • 5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
  • 77-02-1
  • APROBARBITAL
  • Alurate
  • Alurate elixir verdum
  • Allional
  • Allonal
  • Allylisopropylbarbituric acid
  • Allylisopropylmalonylurea
  • Allylpropymal
  • Allypropymal
  • Allypropymalum
  • Aprobarbita
  • Aprobarbital
  • Aprobarbital (INN)
  • Aprobarbitale
  • Aprobarbitalum
  • Aprobarbitone
  • Aprozal
  • BRN 0180858
  • Barbituric acid, 5-allyl-5-isopropyl-
  • C07826
  • CCRIS 7088
  • CS-7223
  • D00698
  • DB01352
  • HSDB 3290
  • HY-U00166
  • Isonal (swedish)
  • Isopropylallylbarbituric acid
  • NSC 120769
  • NSC-120769
  • NSC120769
  • Numal
  • Q0YKG9L6RF
  • Q411940
  • WLN: T6VMVMV FHJ FY1&1 F2U1

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC18167382
  • UNII-Q0YKG9L6RF
  • AKOS003404772
  • DTXSID8022616
  • CHEMBL7863
  • CHEBI:2791
  • EINECS 200-997-4
  • SCHEMBL78101
  • SCHEMBL15364625
  • SCHEMBL22556213

Physico-Chemical properties

IUPAC name5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
Molecular formulaC10H14N2O3
Molecular weight210.23
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity61.76
LogP1.2
Topological polar surface area75.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.