Quetiapine

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

What is the Quetiapine?

The molecule Quetiapine presents a molecular formula of C21H25N3O2S and its IUPAC name is 2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol.

Quetiapine (Seroquel) is an atypical antipsychotic medication that is used to treat schizophrenia and bipolar disorder. The exact mechanism of action of quetiapine is unknown, but it is thought to work by blocking certain receptors in the brain that are involved in dopamine and serotonin signaling. Quetiapine exists as an oral tablet and an oral suspension. Common side effects of quetiapine include dry mouth, dizziness, drowsiness, and weight gain. Quetiapine can also cause an increase in blood sugar levels..

3D structure

Cartesian coordinates

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

2D drawing

 

Quetiapine URKOMYMAXPYINW-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Quetiapine

 

Molecule descriptors

 
IUPAC name2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol
InChI codeInChI=1S/C21H25N3O2S/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2
InChI KeyURKOMYMAXPYINW-UHFFFAOYSA-N
SMILESOCCOCCN1CCN(C2=Nc3ccccc3Sc3ccccc32)CC1

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.

  • 111974-69-7
  • 111974-72-2
  • 2-(2-(4-DIBENZO(B,F)(1,4)THIAZEPIN-11-YLPIPERAZIN-1-YL)ETHOXY)ETHANOL
  • 2-(2-(4-Dibenzo(b,f)(1,4)thiazepin-11-yl-1-piperazinyl)ethoxy)ethanol
  • 2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol
  • 2-[2-(4-benzo[b][1,5]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol
  • 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol
  • 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol
  • 74Q697
  • A802457
  • AB00640033-09
  • AB00640033-10
  • AB00640033_11
  • AB00640033_12
  • AS-35258
  • BBL029071
  • BCP23508
  • BDBM50095890
  • BGL0JSY5SI
  • BIDD:GT0279
  • C07397
  • CCG-213347
  • CS-1171
  • Co-Quetiapine
  • D08456
  • DB01224
  • DSSTox_CID_3546
  • DSSTox_GSID_23546
  • DSSTox_RID_77073
  • Ethanol, 2-(2-(4-dibenzo(b,f)(1,4)thiazepin-11-yl-1-piperazinyl)ethoxy)-
  • FK949E
  • FT-0658790
  • GTPL50
  • HMS2093K06
  • HMS2231O11
  • HMS3372B05
  • HMS3744E21
  • HMS3886C22
  • HSDB 7557
  • HY-14544
  • ICI 204636
  • ICI204636
  • L001200
  • MFCD00866699
  • MLS001165710
  • MLS001195658
  • MRF-0000010
  • NCGC00095911-01
  • NCGC00095911-03
  • NCGC00095911-04
  • NCGC00095911-06
  • NSC 758918
  • NSC-758918
  • NSC-801189
  • NSC758918
  • NSC801189
  • Norsic
  • Pharmakon1600-01505187
  • Q408535
  • Quetiapin
  • Quetiapine
  • Quetiapine (INN)
  • Quetiapine extended release
  • Quetiapine fumarate
  • SBI-0206776.P001
  • SMR000550491
  • SPECTRUM1505187
  • SR-01000759335
  • SR-01000759335-5
  • SR-01000759335-7
  • STL373578
  • Seroquel
  • Seroquel (Fumarate)
  • URKOMYMAXPYINW-UHFFFAOYSA-
  • ZM-204636
  • quetiapina
  • quetiapine
  • quetiapinum
  • s5741

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC19632628
  • CAS-111974-69-7
  • UNII-BGL0JSY5SI
  • AKOS003588973
  • BRD-K68867920-001-05-2
  • DTXSID9023546
  • CHEMBL716
  • CHEBI:8707
  • Tox21_111537
  • Tox21_111537_1
  • SCHEMBL7932

Physico-Chemical properties

IUPAC name2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol
Molecular formulaC21H25N3O2S
Molecular weight383.507
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity119.80
LogP2.2
Topological polar surface area73.6

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.