Isoamyl nitrite

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

What is the Isoamyl nitrite?

The molecule Isoamyl nitrite presents a molecular formula of C5H11NO2 and its IUPAC name is 3-methylbutyl nitrite.

Isoamyl nitrite is an organic compound with the chemical formula C5H11NO2. It is a clear, colorless liquid with a characteristic pungent odor. It is used as a solvent and as a reagent in the synthesis of other chemicals..

Isoamyl nitrite is produced by the reduction of nitrite esters with sodium borohydride. It is used as a solvent for resins and cellulose esters. It is also used as a reagent in the synthesis of amines, amides, and other chemicals..

Isoamyl nitrite is a potent vasodilator and is used as a medication to treat angina. It is also used recreationally as a so-called "poppers" to enhance sexual pleasure. Isoamyl nitrite is considered a hazardous substance and its use is regulated in many countries..

3D structure

Cartesian coordinates

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

2D drawing

 

Isoamyl nitrite OWFXIOWLTKNBAP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Isoamyl nitrite

 

Molecule descriptors

 
IUPAC name3-methylbutyl nitrite
InChI codeInChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3
InChI KeyOWFXIOWLTKNBAP-UHFFFAOYSA-N
SMILESCC(C)CCON=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.

  • 110-46-3
  • 3-Methylbutanol nitrite
  • 3-Methylbutyl nitrite
  • 3-methyl-1-nitrosooxy-butane
  • 3-methyl-1-nitrosooxybutane
  • 5N0U5TUC9Z
  • ACT05198
  • AI3-25183
  • AMY3781
  • Amilnitrite
  • Amyl nitrit
  • Amyl nitrite (JP15/USP)
  • Amyl nitrite (JP17/USP)
  • Amyl nitrite I
  • Amyl nitrite, mixed isomers
  • Amylnitrit
  • Aspiral
  • BRN 0969510
  • C07457
  • CCRIS 1098
  • D00517
  • DB-002757
  • DSSTox_CID_2605
  • DSSTox_GSID_25455
  • DSSTox_RID_77794
  • F0001-0219
  • FT-0627442
  • HSDB 606
  • I0089
  • ISOAMYL NITRITE
  • Isoamyl nitrite
  • Isoamylnitrite
  • Isopentyl alcohol, nitrite
  • Isopentyl nitrite
  • J-802226
  • LS-13086
  • MFCD00002057
  • NCGC00091066-01
  • NCGC00091066-02
  • NCGC00258536-01
  • NCI-C50179
  • NSC 7903
  • NSC-7903
  • NSC7903
  • Nitrite Isopentyl alcohol
  • Nitrous acid 3-methylbutyl ester
  • Nitrous acid isoamyl
  • Nitrous acid, 3-methylbutyl ester
  • Nitrous acid, isopentyl ester
  • Pentanoli nitris
  • Q27888090
  • SR-01000944365
  • SR-01000944365-1
  • STL264239
  • Vaporole
  • Vaporole amyl nitrite
  • WLN: ONO2Y
  • WT82484
  • amyl nitrite(mixed isomers)
  • iso-amyl nitrite
  • iso-amylnitrite
  • isoamyInitrite
  • isopentyl ester Nitrous acid
  • isopentylnitrit
  • isopentylnitrite

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3830220
  • CAS-110-46-3
  • UNII-5N0U5TUC9Z
  • AKOS009157290
  • DTXSID9025455
  • CHEMBL1535371
  • CHEBI:2691
  • Tox21_111074
  • Tox21_200983
  • EINECS 203-770-8
  • SCHEMBL23785

Physico-Chemical properties

IUPAC name3-methylbutyl nitrite
Molecular formulaC5H11NO2
Molecular weight117.146
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity31.97
LogP1.7
Topological polar surface area38.7

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.