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Amisulpride

CAT: 0804-HY-14545-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-14545-02Size:10 mM - 1 mL
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Description
Amisulpride ((Rac) -Aramisulpride) is a racemic (50:50) mixture of the R-Amisulpride and S-Amisulpride (HY-126068). Amisulpride is a dopamine D2/D3 receptor antagonist with Ki values of 2.8 and 3.2 nM for human dopamine b>D2 and b>D3, respectively. Amisulpride is a 5-HT7 receptor antagonist with a Ki of 44 nM. Amisulpride can be used in psychiatric research[1][2][3].
CAS Number
71675-85-9
Product Name Alternative
(Rac) -Aramisulpride; (Rac) -Esamisulpride; DAN 2163
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
5-HT Receptor; Dopamine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Cancer-programmed cell death
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Amisulpride.html
Purity
99.81
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : 0.2 mg/mL (ultrasonic)
Smiles
CCN1C(CNC(C2=CC(S(=O)(CC)=O)=C(N)C=C2OC)=O)CCC1
Molecular Formula
C17H27N3O4S
Molecular Weight
369.48
Precautions
H302, H315, H319, H335
References & Citations
[1]Schoemaker H, et al. Neurochemical characteristics of amisulpride, an atypical dopamine D2/D3 receptor antagonist with both presynaptic and limbic selectivity. J Pharmacol Exp Ther. 1997 Jan;280 (1) :83-97.|[2]Pawar GR, et al. Evaluation of antidepressant like property of amisulpride per se and its comparison with fluoxetine and olanzapine using forced swimming test in albino mice. Acta Pol Pharm. 2009 May-Jun;66 (3) :327-31.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
5-HT7 Receptor; D2 Receptor; D3 Receptor

Chemical Information

Amisulpride

Amisulpride is a member of the class of benzamides resulting from the formal condensation of the carboxy group of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid with the primary amino group of 2-(aminomethyl)-1-ethylpyrrolidine. It is a potent, selective dopamine D2 and D3 receptor antagonist. It is an atypical antipsychotic/antischizophrenic agent with limited extrapyrimidal side effects. It has a role as a xenobiotic, a second generation antipsychotic and an environmental contaminant. It is a member of benzamides, an aromatic amine, a sulfone, a member of pyrrolidines and an aromatic amide.

CAS Number71675-85-9
PubChem CID2159
IUPAC Name4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide
Molecular FormulaC17H27N3O4S
Molecular Weight369.5
XLogP1.5
Topological Polar Surface Area110
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count25
Formal Charge0
Complexity549
SMILES
CCN1CCCC1CNC(=O)C2=CC(=C(C=C2OC)N)S(=O)(=O)CC
InChI
InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
InChIKey
NTJOBXMMWNYJFB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Amisulpride
CAS: 71675-85-9
CID: 2159
Formula: C17H27N3O4S
MW: 369.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight369.5
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass369.17222752
Monoisotopic Mass369.17222752
Topological Polar Surface Area110 Ų
Heavy Atom Count25
Formal Charge0
Complexity549
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
B1479-100Amisulpride

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