Norketotifen

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

What is the Norketotifen?

The molecule Norketotifen presents a molecular formula of C18H17NOS and its IUPAC name is 2-piperidin-4-ylidene-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one.

Norketotifen is a molecule that was first synthesized in the early 1970s. It is a member of the class of molecules known as quinuclidines. Norketotifen has a wide variety of uses, including as an antihistamine, an antipsychotic, and an anticonvulsant. It is also used as an eye drop to treat allergic conjunctivitis..

Norketotifen is a white powder that is soluble in water. It has a molecular weight of 496.6 and a molecular formula of C23H27N3O..

Norketotifen is an antagonist of the histamine H1 receptor. It is also a serotonin 5-HT2A receptor antagonist. Norketotifen has a half-life of 12 hours..

Norketotifen is used to treat allergic rhinitis and allergic conjunctivitis. It is also used to treat hives and itching. Norketotifen exists in oral and ophthalmic formulations..

Norketotifen is generally well-tolerated. The most common side effects include dry mouth, drowsiness, and headache..

3D structure

Cartesian coordinates

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

2D drawing

 

Norketotifen IYSYPCSSDZBWHN-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Norketotifen

 

Molecule descriptors

 
IUPAC name2-piperidin-4-ylidene-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one
InChI codeInChI=1S/C18H17NOS/c20-16-11-13-3-1-2-4-14(13)17(12-5-8-19-9-6-12)15-7-10-21-18(15)16/h1-4,7,10,19H,5-6,8-9,11H2
InChI KeyIYSYPCSSDZBWHN-UHFFFAOYSA-N
SMILESO=C1Cc2ccccc2C(=C2CCNCC2)c2ccsc21

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.

  • 10H-Benzo(4,5)cyclohepta(1,2-b)thiophen-10-one, 4,9-dihydro-4-(4-piperidinylidene)-
  • 2-(PIPERIDIN-4-YLIDENE)-6-THIATRICYCLO[8.4.0.0(3),?]TETRADECA-1(14),3(7),4,10,12-PENTAEN-8-ONE
  • 2-piperidin-4-ylidene-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one
  • 34580-20-6
  • 4,9-Dihydro-4-(4-piperidinylidene)-10H-benzo(4,5)cyclohepta(1,2-b)thiophen-10-one
  • 4-(PIPERIDIN-4-YLIDENE)-4,9-DIHYDRO-10H-BENZO[4,5]CYCLOHEPTA[1,2-B]THIOPHEN-10-ONE
  • 4-(piperidin-4-ylidene)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-10(9H)-one
  • AS-73103
  • BDBM181150
  • GLXC-25239
  • GNF-Pf-187
  • N-Desmethylketotifen
  • Nor-ketotifen
  • Norketotifen
  • Oprea1_655550
  • US9138431, R-NORKETOTIFEN (RNORK)
  • US9138431, RS-NORKETOTIFEN (NORK)
  • W18795
  • Z24BD2IFB3

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC5517457
  • UNII-Z24BD2IFB3
  • AKOS005067756
  • CHEMBL1197564
  • CHEBI:174806
  • SCHEMBL936577

Physico-Chemical properties

IUPAC name2-piperidin-4-ylidene-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one
Molecular formulaC18H17NOS
Molecular weight295.399
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity90.97
LogP4.0
Topological polar surface area57.3

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.