Imidazole

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

What is the Imidazole?

The molecule Imidazole presents a molecular formula of C3H4N2 and its IUPAC name is 1H-imidazole.

Imidazole is a molecule with the molecular formula C3H4N2. It is a white solid that is soluble in water and organic solvents. It is a member of the imidazole family, which includes a variety of substituted imidazoles. Imidazole is a versatile molecule that is used in a variety of applications. It is used as a precursor to other chemicals, as a ligand in coordination chemistry, and as a biologically active molecule. Imidazole is also a common ingredient in many cosmetics and personal care products..

3D structure

Cartesian coordinates

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

2D drawing

 

Imidazole RAXXELZNTBOGNW-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Imidazole

 

Molecule descriptors

 
IUPAC name1H-imidazole
InChI codeInChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
InChI KeyRAXXELZNTBOGNW-UHFFFAOYSA-N
SMILESc1c[nH]cn1

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.

  • 1,3-Diaza-2,4-cyclopentadiene
  • 1,3-Diaza-2,4-cyclopentadiene-
  • 1,3-Diaza-2,4-cyclopentadiene;Glyoxaline
  • 1,3-Diazole
  • 1,4-cyclopentadiene
  • 1-H-imidazole
  • 1H-Imidazole
  • 1H-Imidazole (9CI)
  • 1H-Imidazole, dimer
  • 1H-imidazol
  • 2,4-Diazonia-2,4-cyclopentadiene-1-ide
  • 227760-40-9
  • 288-32-4
  • 4286D518-643C-4C69-BCE7-519D073F4992
  • 7GBN705NH1
  • AI3-24703
  • AM82000
  • BCP26547
  • BDBM7882
  • BP-11451
  • BRN 0103853
  • C01589
  • CCRIS 3345
  • CS-5135
  • DB-002018
  • DB03366
  • DSSTox_CID_9616
  • DSSTox_GSID_29616
  • DSSTox_RID_78788
  • EC 206-019-2
  • ENALAPRIL IMPURITY I
  • F2190-0638
  • FT-0627179
  • FT-0670295
  • Formamidine, N,N'-vinylene-
  • Formamidine,N'-vinylene-
  • Glioksal
  • Glyoxalin
  • Glyoxaline
  • HSDB 8449
  • HY-D0837
  • Him
  • I0001
  • I0014
  • I0288
  • I0290
  • IMD
  • Imidazol
  • Imidazole
  • Imidazole (8CI)
  • Imidazole Zone Refined (number of passes:30)
  • Imidazole-[2-13C,15N2]
  • Imidazole;1,3-diazole; glyoxaline; 1,3-diazacyclopenta-2,4-diene
  • Iminazole
  • Immidazole
  • Imutex
  • J-200340
  • MFCD00005183
  • MLS001055465
  • Methanimidamide, N,N'-1,2-ethenediyl-
  • Methanimidamide,N'-1,2-ethenediyl-
  • Miazole
  • N,N'-1,2-ethenediylmethanimidamide
  • N,N'-vinyleneformamidine
  • NCGC00090984-01
  • NCGC00090984-02
  • NCGC00257344-01
  • NCGC00259055-01
  • NCIStruc1_001975
  • NCIStruc2_000693
  • NSC 51860
  • NSC 60522
  • NSC-60522
  • NSC51860
  • NSC60522
  • P17516
  • Pyrro(b)monazole
  • Pyrro[b]monazole
  • Q328692
  • SMR000057825
  • STK362967
  • USAF EK-4733
  • WLN: T5M CNJ
  • Z1245636370
  • bmse000096
  • bmse000790
  • imidazole
  • imidazole-
  • s6006
  • {Pyrro[b]monazole}

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC901039
  • CAS-288-32-4
  • UNII-7GBN705NH1
  • AKOS000120177
  • DTXSID2029616
  • CHEMBL540
  • CHEBI:16069
  • Tox21_201504
  • Tox21_303345
  • EINECS 206-019-2

Physico-Chemical properties

IUPAC name1H-imidazole
Molecular formulaC3H4N2
Molecular weight68.0773
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity18.59
LogP0.4
Topological polar surface area28.7

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.