Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)-

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)- are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)-?

The molecule Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)- presents a molecular formula of C9H15N4O4+ and its IUPAC name is ethyl N-(3-morpholin-4-yloxadiazol-3-ium-5-yl)carbamate.

Sydnone imine is a molecule with the chemical formula C11H15NO2. It is a white solid that is soluble in organic solvents. It is used as a reagent in organic synthesis..

Sydnone imine is prepared by the reaction of 3-morpholine with ethyl isocyanate..

The molecule has a three-membered ring consisting of a nitrogen atom and two carbon atoms. The nitrogen atom is bonded to a methyl group and an ethoxycarbonyl group. The molecule has a molecular weight of 185.24 g/mol..

3D structure

Cartesian coordinates

Geometry of Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)- in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)- XLFWDASMENKTKL-UHFFFAOYSA-O chemical compound 2D structure molecule svg
Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)-

 

Molecule descriptors

 
IUPAC nameethyl N-(3-morpholin-4-yloxadiazol-3-ium-5-yl)carbamate
InChI codeInChI=1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3/p+1
InChI KeyXLFWDASMENKTKL-UHFFFAOYSA-O
SMILESCCO/C(O)=N\c1c[n+](N2CCOCC2)no1

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.

  • 1,2,3-Oxadiazolium, 5-[(ethoxycarbonyl)amino]-3-(4-morpholinyl)-
  • 188472-37-9
  • 717M800
  • BSPBio_002968
  • CU-00000000395-1
  • Coruno
  • DivK1c_000603
  • FT-0628964
  • IDI1_000603
  • KBio1_000603
  • KBio2_000756
  • KBio2_003324
  • KBio2_005892
  • KBio3_002188
  • KBioGR_001295
  • KBioSS_000756
  • Lopac0_000725
  • Morial
  • N-(Ethoxycarbonyl)-3-(4-morpholinyl)sydnone imine
  • N-Carboxy-3-morpholinosydnonimine ethyl ester
  • N-Carboxy-3-morpholinosynonimine ethyl ester
  • N-Ethoxycarbonyl-3-morpholinylsydnone imine
  • NCGC00018265-01
  • NINDS_000603
  • Prestwick0_000547
  • Prestwick1_000547
  • Prestwick2_000547
  • Q27195206
  • SR-01000003151
  • SR-01000003151-2
  • SR-01000003151-4
  • SR-01000946621
  • SR-01000946621-1
  • Sydnone imine, N-(ethoxycarbonyl)-3-(4-morpholinyl)-
  • Sydnone imine, N-carboxy-3-morpholino-, ethyl ester

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC18117797
  • BRD-K63861289-001-03-0
  • DTXSID60860349
  • CHEBI:114179
  • SPBio_001195
  • SPBio_002514
  • SCHEMBL7804448
  • SCHEMBL12192334
  • Spectrum_000276
  • Spectrum2_001178
  • Spectrum3_001384
  • Spectrum4_000808
  • Spectrum5_001515

Physico-Chemical properties

IUPAC nameethyl N-(3-morpholin-4-yloxadiazol-3-ium-5-yl)carbamate
Molecular formulaC9H15N4O4+
Molecular weight243.24
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity61.78
LogP-0.4
Topological polar surface area84.2

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.