Paraldehyde

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

What is the Paraldehyde?

The molecule Paraldehyde presents a molecular formula of C6H12O3 and its IUPAC name is 2,4,6-trimethyl-1,3,5-trioxane.

Paraldehyde is a clear, colorless liquid with a characteristic odor. It is a volatile, flammable, and poisonous substance. Paraldehyde is a molecule composed of three carbon atoms and six hydrogen atoms. It lies as a volatile organic compound (VOC)..

Paraldehyde was first synthesized in 1829 by the French chemist Jean-Baptiste Dumas. It was used as a surgical antiseptic and as a treatment for convulsions. Paraldehyde was first introduced into clinical use in 1852..

Paraldehyde is used as a sedative and hypnotic. It is also used to treat seizures, as an anticonvulsant, and to relieve anxiety. Paraldehyde has a rapid onset of action and a short duration of action..

Paraldehyde is rapidly absorbed from the gastrointestinal tract and is distributed to all tissues of the body. It is metabolized in the liver and excreted in the urine..

The therapeutic dose of paraldehyde is 0.5 to 2 g. The lethal dose is 4 to 8 g..

Paraldehyde is a dangerous fire hazard. It is incompatible with strong oxidizing agents..

Paraldehyde is a Schedule II controlled substance in the United States..

3D structure

Cartesian coordinates

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

2D drawing

 

Paraldehyde SQYNKIJPMDEDEG-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Paraldehyde

 

Molecule descriptors

 
IUPAC name2,4,6-trimethyl-1,3,5-trioxane
InChI codeInChI=1S/C6H12O3/c1-4-7-5(2)9-6(3)8-4/h4-6H,1-3H3
InChI KeySQYNKIJPMDEDEG-UHFFFAOYSA-N
SMILESCC1OC(C)OC(C)O1

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.

  • (2alpha,4alpha,6alpha)-2,4,6-Trimethyl-1,3,5-trioxane
  • 1,3,5-Trimethyl-2,4,6-trioxane
  • 1,3,5-Trioxane, 2,4,6-trimethyl-
  • 1,5-Trimethyl-2,4,6-trioxane
  • 1,5-Trioxane, 2,4,6-trimethyl-
  • 123-63-7
  • 1499-02-1
  • 2,4,6-Trimethyl-1,3,5-trioxaan
  • 2,4,6-Trimethyl-1,3,5-trioxacyclohexane
  • 2,4,6-Trimethyl-1,3,5-trioxan
  • 2,4,6-Trimethyl-1,3,5-trioxane
  • 2,4,6-Trimethyl-s-trioxane
  • 2,4,6-Trimetil-1,3,5-triossano
  • 2,6-Trimethyl-1,3,5-trioxaan
  • 2,6-Trimethyl-1,3,5-trioxacyclohexane
  • 2,6-Trimethyl-1,3,5-trioxane
  • 2,6-Trimethyl-s-trioxane
  • 2,6-Trimetil-1,3,5-triossano
  • 26893-98-1
  • A805128
  • AI3-03115
  • Acetaldehyde trimer
  • Acetaldehyde, trimer
  • Aldehyde (para)
  • BBL011471
  • BRN 0080142
  • C07834
  • D00705
  • DB09117
  • DEA No. 2585
  • DSSTox_CID_3419
  • DSSTox_GSID_23419
  • DSSTox_RID_77020
  • EC 204-639-8
  • Elaldehyde
  • F1908-0170
  • FEMA NO. 4010
  • FT-0650173
  • HSDB 3375
  • J-523868
  • MFCD00036208
  • NCGC00159367-02
  • NCGC00159367-03
  • NCGC00159367-04
  • NCGC00257534-01
  • NSC 9799
  • NSC-9799
  • NSC9799
  • P0019
  • PARALDEHYDE
  • PCHO
  • Paraacetaldehyde
  • Paracetaldehyde
  • Paral
  • Paraldehyd
  • Paraldehyd(german)
  • Paraldehyde
  • Paraldehyde Draught (BPC 1973)
  • Paraldehyde Enema (BPC 1973)
  • Paraldehyde civ
  • Paraldeide
  • Q424342
  • S6M3YBG8QA
  • STL146583
  • Triacetaldehyde
  • Trimethyl trioxane
  • UN 1264
  • UN1264
  • VS-02956
  • WLN: T6O CO EOTJ B1 D1 F1
  • cis-2,4,6-Trimethyl-1,3,5-trioxane
  • s-Trimethyltrioxymethane
  • s-Trimethyltrioxymethylene
  • s-Trioxane, 2,4,6-trimethyl-
  • s-Trioxane,4,6-trimethyl-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1886
  • CAS-123-63-7
  • UNII-S6M3YBG8QA
  • AKOS000120195
  • DTXSID9023419
  • DTXSID301271154
  • CHEMBL1410743
  • CHEBI:27909
  • Tox21_111607
  • Tox21_111608
  • Tox21_301299
  • Tox21_111607_1
  • EINECS 204-639-8
  • SCHEMBL22870
  • SCHEMBL20072682

Physico-Chemical properties

IUPAC name2,4,6-trimethyl-1,3,5-trioxane
Molecular formulaC6H12O3
Molecular weight132.158
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity32.10
LogP1.1
Topological polar surface area27.7

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.