Droperidol

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

What is the Droperidol?

The molecule Droperidol presents a molecular formula of C22H22FN3O2 and its IUPAC name is 3-[1-[4-(4-fluorophenyl)-4-oxobutyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one.

Droperidol is a molecule that belongs to the class of drugs known as phenothiazines. It is used as an antipsychotic and an antiemetic. It works by blocking dopamine receptors in the brain. Droperidol exists in injectable and oral formulations. The injectable form is used for the treatment of schizophrenia and the oral form is used for the treatment of nausea and vomiting..

3D structure

Cartesian coordinates

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

2D drawing

 

Droperidol RMEDXOLNCUSCGS-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Droperidol

 

Molecule descriptors

 
IUPAC name3-[1-[4-(4-fluorophenyl)-4-oxobutyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one
InChI codeInChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)
InChI KeyRMEDXOLNCUSCGS-UHFFFAOYSA-N
SMILESO=C(CCCN1CC=C(n2c(=O)[nH]c3ccccc32)CC1)c1ccc(F)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.

  • 1-(1-(3-(p-Fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone
  • 1-(1-(4-(4-Fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridinyl)-1,3-dihydro-2H-benzimidazol-2-one
  • 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydropyridin-4-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one
  • 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
  • 1-(1-(4-(p-Fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone
  • 1-(1-[3-(p-fluorobenzoyl)propyl]-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone
  • 1-(4-fluorophenyl)-4-[4-(2-hydroxy-1H-1,3-benzodiazol-1-yl)-1,2,3,6-tetrahydropyridin-1-yl]butan-1-one
  • 1-1-[3-(p-Fluorobenzoyl)propyl]-1,2,3,6-tetrahydro-4-pyridyl-2-benzimidazolinone
  • 1-1-[3-(p-Fluorobenzoyl)propyl]-1,3,6-tetrahydro-4-pyridyl-2-benzimidazolinone
  • 1-[1-[3-(p-Fluorobenzoyl)propyl]-1,2,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone
  • 1-[1-[3-(p-Fluorobenzoyl)propyl]-1,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone
  • 1-[1-[4-(4-fluorophenyl)-4-oxo-butyl]-3,6-dihydro-2H-pyridin-4-yl]-3H-benzoimidazol-2-one
  • 1-[1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro-2h-benzimidazol-2-one
  • 1-[1-[4-(p-Fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone
  • 1-[1-[4-(p-Fluorophenyl)-4-oxobutyl]-1,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone
  • 1-{1-[4-(4-Chloro-phenyl)-4-oxo-butyl]-1,2,3,6-tetrahydro-pyridin-4-yl}-1,3-dihydro-benzoimidazol-2-one(Droperidol)
  • 1-{1-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-1,2,3,6-tetrahydro-pyridin-4-yl}-1,3-dihydro-benzoimidazol-2-one
  • 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl}-2,3-dihydro-1H-benzo[d]imidazol-2-one
  • 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one
  • 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one
  • 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,5,6-tetrahydropyridin-4-yl] -1,3-dihydro-2H-benzimidazol}-2-one
  • 2-Benzimidazolinone, 1-(1-(3-(p-fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-
  • 2-Benzimidazolinone, 1-[1-[3-(p-fluorobenzoyl)propyl]-1,2,3,6-tetrahydro-4-pyridyl]-
  • 2H-Benzimidazol-2-one, 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridinyl)-1,3-dihydro-
  • 2H-Benzimidazol-2-one, 1-[1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro-
  • 2H-Benzimidazol-2-one,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro-
  • 3-[1-[4-(4-fluorophenyl)-4-oxidanylidene-butyl]-2,3,4,5-tetrahydropyridin-4-yl]-1~{H}-benzimidazol-2-one
  • 3-[1-[4-(4-fluorophenyl)-4-oxidanylidene-butyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one
  • 3-[1-[4-(4-fluorophenyl)-4-oxo-butyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one
  • 3-[1-[4-(4-fluorophenyl)-4-oxobutyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one
  • 548-73-2
  • 548D732
  • A830387
  • AB00052191_04
  • AB00052191_05
  • AC-3537
  • BDBM50017705
  • BPBio1_000505
  • BRN 0579168
  • BSPBio_000459
  • BSPBio_003132
  • CCG-101004
  • CCG-39004
  • CCRIS 9070
  • CS-4886
  • D00308
  • DB00450
  • DROPERIDOL COMPONENT OF INNOVAR
  • DSSTox_CID_2973
  • DSSTox_GSID_22973
  • DSSTox_RID_76811
  • Dehidrobenzperidol
  • Dehydrobenzoperidol
  • Dehydrobenzperidol
  • Deidrobenzperidolo
  • Dihidrobenzperidol
  • DivK1c_000103
  • Dridol
  • Droleptan
  • Droperidol
  • Droperidol (JP17/USP/INN)
  • Droperidol 1.0 mg/ml in Dimethyl Sulfoxide
  • Droperidol USP
  • Droperidolo
  • Droperidolum
  • F17346
  • FT-0655846
  • GTPL7172
  • HMS1569G21
  • HMS1921B03
  • HMS2051L06
  • HMS2092O16
  • HMS2096G21
  • HMS2232M09
  • HMS3374B05
  • HMS3393L06
  • HMS3652M12
  • HMS3713G21
  • HMS3885N03
  • HMS500F05
  • HS-0065
  • HSDB 3320
  • HY-B1240
  • Halkan
  • IDI1_000103
  • INNOVAR COMPONENT DROPERIDOL
  • Ina.psi.n
  • Ina.psi.ne
  • Inappin
  • Inapsin
  • Inapsine
  • Innovan
  • Innovar
  • Innovar-vet
  • Ino.psi.n
  • Inopsin
  • Inoval
  • KBio1_000103
  • KBio2_001700
  • KBio2_004268
  • KBio2_006836
  • KBio3_002352
  • KBioGR_000674
  • KBioSS_001700
  • L001006
  • Leptofen
  • MFCD00083290
  • MLS000028671
  • MLS000758203
  • MLS001148120
  • MLS001424134
  • MLS002153445
  • McN-JR 4749
  • McN-JR-4749
  • NC00254
  • NCGC00016504-01
  • NCGC00016504-02
  • NCGC00016504-03
  • NCGC00016504-04
  • NCGC00016504-05
  • NCGC00016504-06
  • NCGC00016504-09
  • NCGC00016504-17
  • NCGC00094884-01
  • NCGC00094884-02
  • NINDS_000103
  • NSC 169874
  • NSC-169874
  • NSC-757819
  • NSC169874
  • NSC757819
  • Neurolidol
  • O9U0F09D5X
  • Opera_ID_1751
  • Pharmakon1600-01501002
  • Prestwick0_000360
  • Prestwick1_000360
  • Prestwick2_000360
  • Prestwick3_000360
  • Prestwick_705
  • Properidol
  • Q174259
  • R 4749
  • R-4749
  • R4749
  • SBI-0051628.P002
  • SMR000058855
  • SPECTRUM1501002
  • SR-05000001546
  • SR-05000001546-1
  • SR-05000001546-2
  • SR-05000001546-3
  • STL453109
  • SW220019-1
  • Sintodril
  • Sintosian
  • Thalamanol
  • Thalamonal
  • USS
  • Vetkalm
  • W-105600
  • WLN: T56 BMVNJ D3- DT6N CUTJ A3VR DF
  • component of Innovar
  • droperidol
  • gamma-[4-(2-oxo-1-benzimidazolinyl)-1,2,3,6-tetrahydro-1-pyridyl]-p-fluorobutyrophenone
  • s4096

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC19796080
  • CAS-548-73-2
  • UNII-O9U0F09D5X
  • AKOS015960779
  • BRD-K97158071-001-05-8
  • BRD-K97158071-001-08-2
  • DTXSID6022973
  • CHEMBL1108
  • CHEBI:4717
  • Tox21_110461
  • Tox21_110461_1
  • EINECS 208-957-8
  • SPBio_001372
  • SPBio_002380
  • SCHEMBL41426
  • Spectrum_001220
  • Spectrum2_001386
  • Spectrum3_001426
  • Spectrum4_000407
  • Spectrum5_001305

Physico-Chemical properties

IUPAC name3-[1-[4-(4-fluorophenyl)-4-oxobutyl]-3,6-dihydro-2H-pyridin-4-yl]-1H-benzimidazol-2-one
Molecular formulaC22H22FN3O2
Molecular weight379.427
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity112.16
LogP3.6
Topological polar surface area58.1

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.