ChemicalBook CAS DataBase List 84225-95-6

84225-95-6

Name	S(-)-RACLOPRIDE L-TARTRATE
CAS	84225-95-6
Molecular Formula	C19H26Cl2N2O9
MDL Number	MFCD00274072
Molecular Weight	497.32
MOL File	84225-95-6.mol

Synonyms

RAC FLA-870 RACLOPRIDE Racloprida Raclopridum Raclopridum [latin] Racloprida [spanish] S(-)-RACLOPRIDE L-TARTRATE -2-hydroxy-6-methoxybenzamide -3,5-Dichloro-N-((1-ethylpyrrolidin-2-yl) 3,5-Dichloro-N-[(2S)-1-ethyl-2-pyrrolidinyl]-2-hydroxy-6-methoxybenzamide (-)-(S)-3,5-Dichlor-N-((1-ethyl-2-pyrrolidinyl)methyl)-6-hydroxy-o-anisamid (2S)-3,5-DICHLORO-N-[(1-ETHYL-2-PYRROLIDINYL)-METHYL]-6- METHOXYSALICYLAMIDE (S)-3,5-Dichloro-N-((1-ethylpyrrolidin-2-yl)Methyl)-2-hydroxy-6-MethoxybenzaMide 3,5-Dichloro-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-methoxy-6-hydroxybenzamide 3,5-DICHLORO-N-[[(2S)-1-ETHYL-2-PYRROLIDINYL]METHYL]-2-HYDROXY-6-METHOXYBENZAMIDE (2S)-3,5-DICHLORO-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]- 6-HYDROXY-2-METHOXYBENZAMIDE 3,5-Dichloro-N-[[(2S)-1-ethylpyrrolidine-2α-yl]methyl]2-hydroxy-6-methoxybenzamide BENZAMIDE, 3,5-DICHLORO-N-[[(2S)-1-ETHYL-2-PYRROLIDINYL]METHYL]-2-HYDROXY-6-METHOXY- Benzamide, 3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-hydroxy-6-methoxy-, (-)-

Chemical Properties

Appearance	Yellowish solid
Melting point	52.0 to 56.0 °C
Boiling point	420.3±45.0 °C(Predicted)
density	1.288±0.06 g/cm3(Predicted)
storage temp.	Store at RT
solubility	H₂O: 89 mg/mL
form	solid
pka	5.93±0.50(Predicted)
color	white
InChI	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-/m1/s1
InChIKey	WAOQONBSWFLFPE-SECBINFHSA-N
SMILES	Clc1c(c(c(c(c1)Cl)O)C(=O)NC[C@@H]2N(CCC2)CC)OC

Safety Data

Safety Statements	22-24/25 less more
WGK Germany	3
RTECS	CV3465000
HS Code	2933.99.8290
Storage Class	11 - Combustible Solids

Hazard Information

Chemical Properties

Yellowish solid

Uses

A labelled dopamine receptor

Uses

neuroleptic;selective dopamine D1/D2 receptors antagonist

Biological Activity

Selective and potent dopamine D 2 /D 3 receptor antagonist (K i values are 1.8, 3.5, 2400 and 18000 nM for D 2 , D 3 , D 4 and D 1 receptors respectively). Centrally active following systemic administration in vivo .

Description

Raclopride is a selective dopamine D₂/D₃ receptor antagonist with K_i values of 1.8, 3.5, 2,400, and 18,000 nM for D₂, D₃, D₄, and D₁ receptors, respectively. It passes the blood brain barrier and can be used in in vivo binding and autoradiography studies of the dopamine system under normal and pathological conditions such as Huntington’s disease.

Definition

ChEBI: 3,5-dichloro-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-hydroxy-6-methoxybenzamide is a member of salicylamides.

storage

Store at -20°C

References

[1] M S LIDOW. Dopamine D2 receptors in the cerebral cortex: distribution and pharmacological characterization with [3H]raclopride.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1989, 86 16: 6412-6416. DOI: 10.1073/pnas.86.16.6412
[2] GINOVART N. Imaging the dopamine system with in vivo [11C]raclopride displacement studies: understanding the true mechanism.[J]. Molecular Imaging and Biology, 2005, 7 1: 45-52. DOI: 10.1007/s11307-005-0932-0

Spectrum Detail

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