Raclopride

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

What is the Raclopride?

The molecule Raclopride presents a molecular formula of C15H20Cl2N2O3 and its IUPAC name is 3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide.

Raclopride is a dopamine D2/D3 receptor antagonist that is used as a radiotracer in positron emission tomography (PET) imaging of the brain. It is also used in scientific research to study the dopamine system. Raclopride has high affinity for dopamine D2 and D3 receptors and is selective for these receptors over other dopamine receptors..

Raclopride was first synthesized in 1978 and patented in 1980. It has been used in PET imaging studies of the brain since the early 1990s. Raclopride has also been used in scientific research to study the dopamine system and the effects of dopamine receptor antagonists..

Raclopride is a white powder that is soluble in water. It is supplied as a solution for injection in vials containing 2.5, 5, or 10 mg of raclopride per vial..

Raclopride is used as a PET imaging agent to visualize dopamine D2/D3 receptors in the brain. It is also used in scientific research to study the dopamine system..

Raclopride is injected into a vein or the space around the spine. A PET scan is then performed. The PET scan images will show the distribution of raclopride in the brain..

Raclopride is also used in scientific research to study the dopamine system. In research studies, raclopride is injected into the brain or given orally. The effects of raclopride on the dopamine system are then studied..

Raclopride is generally well-tolerated. The most common side effects are headache, dizziness, and nausea..

Raclopride is a dopamine D2/D3 receptor antagonist that is used as a radiotracer in positron emission tomography (PET) imaging of the brain. It is also used in scientific research to study the dopamine system. Raclopride has high affinity for dopamine D2 and D3 receptors and is selective for these receptors over other dopamine receptors..

Raclopride was first synthesized in 1978 and patented in 1980. It has been used in PET imaging studies of the brain since the early 1990s. Raclopride has also been used in scientific research to study the dopamine system and the effects of dopamine receptor antagonists..

Raclopride is a white powder that is soluble in water. It is supplied as a solution for injection in vials containing 2.5, 5, or 10 mg of raclopride per vial..

Raclopride is used as a PET imaging agent to visualize dopamine D2/D3 receptors in the brain. It is also used in scientific research to study the dopamine system..

Raclopride is injected into a vein or the space around the spine. A PET scan is then performed. The PET scan images will show the distribution of raclopride in the brain..

Raclopride is also used in scientific research to study the dopamine system. In research studies, raclopride is injected into the brain or given orally. The effects of raclopride on the dopamine system are then studied..

Raclopride is generally well-tolerated. The most common side effects are headache, dizziness, and nausea..

3D structure

Cartesian coordinates

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

2D drawing

 

Raclopride WAOQONBSWFLFPE-VIFPVBQESA-N chemical compound 2D structure molecule svg
Raclopride

 

Molecule descriptors

 
IUPAC name3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
InChI codeInChI=1S/C15H20Cl2N2O3/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2/h7,9,20H,3-6,8H2,1-2H3,(H,18,21)/t9-/m0/s1
InChI KeyWAOQONBSWFLFPE-VIFPVBQESA-N
SMILESCCN1CCC[C@H]1CNC(=O)c1c(O)c(Cl)cc(Cl)c1OC

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.

  • (-)-(S)-3,5-Dichlor-N-((1-ethyl-2-pyrrolidinyl)methyl)-6-hydroxy-o-anisamid
  • (-)-(S)-3,5-Dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-6-hydroxy-o-anisamide
  • (-)-raclopride
  • (?)- Raclopride
  • (S)-3,5-DICHLORO-N-((1-ETHYL-2-PYRROLIDINYL)METHYL)-2-HYDROXY-6-METHOXYBENZAMIDE
  • (S)-3,5-DICHLORO-N-((1-ETHYL-2-PYRROLIDINYL)METHYL)-6-HYDROXY-O-ANISAMIDE
  • (S)-3,5-Dichloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide
  • (S)-3,5-Dichloro-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-hydroxy-6-methoxybenzamide
  • (S)-3,5-dichloro-N-((1-ethylpyrrolidin-2-yl)methyl)-2-hydroxy-6-methoxybenzamide
  • (S)3,5-Dichloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide
  • 104953-11-9
  • 3,5-Dichloro-N-((S)-1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide
  • 3,5-Dichloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide (raclopride)
  • 3,5-Dichloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide(Raclopride)
  • 3,5-Dichloro-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-hydroxy-6-methoxybenzamide
  • 3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
  • 3,5-dichloro-N-{[(2s)-1-ethylpyrrolidin-2-yl]methyl}-2-hydroxy-6-methoxybenzamide
  • 430K3SOZ7G
  • 84225-95-6
  • A-40664
  • AB00639928-12
  • AS-73734
  • B6864
  • BDBM50005118
  • BPBio1_001215
  • Benzamide, 3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-hydroxy-6-methoxy-, (-)-
  • Biomol-NT_000027
  • CCG-100752
  • CS-0027846
  • D82063
  • DB12518
  • DSSTox_CID_25687
  • DSSTox_GSID_45687
  • DSSTox_RID_81059
  • EX-A5252
  • GTPL3299
  • GTPL94
  • HMS2051C03
  • HMS2089C20
  • HMS2232D05
  • HMS3268I08
  • HMS3412J08
  • HMS3676J08
  • HMS3713O20
  • HY-103414
  • MFCD02179386
  • MLS000758220
  • MLS001423957
  • NC00002
  • NCGC00025303-01
  • NCGC00025303-02
  • NCGC00025303-03
  • NCGC00025303-04
  • NCGC00025303-05
  • NCGC00025303-06
  • NCGC00025303-10
  • PDSP1_000924
  • Q7279814
  • R0094
  • RACLOPRIDE
  • Racloprida
  • Raclopride
  • Raclopride;3,5-Dichloro-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-6-methoxy-benzamide
  • Raclopridum
  • S-(-)-raclopride
  • S-raclopride
  • SDCCGSBI-0051054.P002
  • SMR000449275
  • SR-01000597538
  • SR-01000597538-1
  • SR-01000597538-3
  • Tocris-1810
  • [3H]-raclopride
  • [3H]raclopride

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC25757754
  • CAS-84225-95-6
  • UNII-430K3SOZ7G
  • AKOS015966951
  • BRD-K04111260-001-01-9
  • BRD-K04111260-001-05-0
  • DTXSID9045687
  • CHEMBL8809
  • CHEBI:92070
  • Tox21_110961
  • Tox21_110961_1
  • SCHEMBL116054

Physico-Chemical properties

IUPAC name3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
Molecular formulaC15H20Cl2N2O3
Molecular weight347.237
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity91.51
LogP3.3
Topological polar surface area61.8

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.