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A2729

Sigma-Aldrich

Amisulpride

≥98% (HPLC)

Synonym(s):

4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide, DAN-2163, Deniban

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About This Item

Empirical Formula (Hill Notation):
C17H27N3O4S
CAS Number:
71675-85-9
Molecular Weight:
369.48
EC Number:
275-831-7
MDL number:
MFCD00866691
UNSPSC Code:
12352200
PubChem Substance ID:
24890689
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

O=C(NCC1CCCN1CC)C2=CC(S(=O)(CC)=O)=C(N)C=C2OC

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)

InChI key

NTJOBXMMWNYJFB-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR6(3362) , HTR7(3363)

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Application

Amisulpride has been used as a dopamine receptor inhibitor to study its effects on diabetic bone abnormalities in mice.

Biochem/physiol Actions

Amisulpride is a substituted benzamide derivative. It has a higher affinity towards dopamine receptors in limbic structures than the striatal structures. Amisulpride has a therapeutic effect against schizophrenia.
Amisulpride is a highly selective D2/D3 dopamine receptor antagonist and atypical antipsychotic.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amisulpride vs. risperidone in the treatment of acute exacerbations of schizophrenia
Peuskens J, et al.
Psychiatry Research, 88(2), 107-117 (1999)
Eileen J Daley et al.
JBMR plus, 3(10), e10212-e10212 (2019-11-07)
Diabetic bone disease is a complication of type I and type II diabetes, both of which are increasing in the United States and elsewhere. Increased hip and foot fracture rates do not correlate well with changes in bone mineral density
J Peuskens et al.
Psychiatry research, 88(2), 107-117 (2000-01-06)
Amisulpride, a substituted benzamide with high selectivity for dopamine D3 and D2 receptors, was compared with the antipsychotic risperidone in patients with acute exacerbations of schizophrenia. The study was double-blind and involved 228 patients allocated, after a 3-6-day wash-out period
Impaired gastric hormone regulation of osteoblasts and lysyl oxidase drives bone disease in diabetes mellitus
Daley E J, et al.
JBMR plus, 3(10), e10212-e10212 (2019)
Ann Mortimer et al.
International clinical psychopharmacology, 19(2), 63-69 (2004-04-13)
Atypical antipsychotics offer advantages over earlier drugs for the treatment of schizophrenia, although few data exist on the relative merits of different atypical antipsychotics. A multicentre, double-blind, randomized trial was performed to compare amisulpride and olanzapine in the treatment of
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