Amisulpride

Modify Date: 2024-01-02 16:14:02

Amisulpride structure	Common Name	Amisulpride
	CAS Number	71675-85-9	Molecular Weight	369.479
	Density	1.2±0.1 g/cm3	Boiling Point	558.9±50.0 °C at 760 mmHg
	Molecular Formula	C₁₇H₂₇N₃O₄S	Melting Point	124-128ºC
	MSDS	USA	Flash Point	291.8±30.1 °C
	Symbol	GHS07	Signal Word	Warning

Use of Amisulpride

Amisulpride is a dopamine D2/D3 receptor antagonist with Kis of 2.8 and 3.2 nM for human dopamine D2 and D3, respectively.

Name	amisulpride
Synonym	More Synonyms

Description	Amisulpride is a dopamine D2/D3 receptor antagonist with Kis of 2.8 and 3.2 nM for human dopamine D2 and D3, respectively.
Related Catalog	Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor Research Areas >> Neurological Disease Research Areas >> Cancer
Target	Ki: 2.8 nM (D2 receptor), 3.2 nM (D3 receptor)[1]
In Vitro	Amisulpride is an atypical dopamine D2/D3 receptor antagonist with Kis of 2.8 and 3.2 nM for human dopamine D2 and D3, respectively. Amisulpride (100 nM) inhibits quinpirole-elicited [3H]thymidine incorporation with an IC50 value of 22±3 nM (n=3). Amisulpride slightly but significantly increases [3H]dopamine release from slices of the rat striatum (S2/S1=0.88±0.04 under control conditions, n=6; 1.04±0.08 in the presence of 100 nM Amisulpride,n=4; P<0.05) and opposes the inhibitory effects of 7-OH-DPAT in both brain areas[1].
In Vivo	Only the highest dose of Amisulpride (100 mg/kg) significantly reduces dopamine levels in the striatum or limbic system. Amisulpride significantly increases the synthesis of dopamine in the rat striatum and limbic system at doses of 20 and 100 mg/kg. Amisulpride (0.5 to 75 mg/kg) fails to provoke an additional increase in dopa accumulation in the striatum but slightly accelerates, at 75 mg/kg, dopamine synthesis in the limbic system. In comparison with vehicle-treated controls, Amisulpride (10 mg/kg) increases extracellular dopamine levels. The administration of Amisulpride (0.5 to 15 mg/kg s.c.) provokes a time- and dose-dependent increase in the stimulation-evoked dopamine release. Amisulpride decreases striatal ACh levels significantly at 30 and 100 mg/kg (87.5% and 56.3% of control levels, respectively)[1]. In both acute study, Amisulpride (70 mg/kg, p.o.) significantly increases the duration of swimming behavior [F(3,28)=45.90, p<0.01][2].
Cell Assay	The functional effects of Amisulpride at the dopamine D3 receptor subtype are assessed. Briefly, the mitogenic response elicited in NG108-15 neuroblastoma-glioma cells stably transfected with human dopamine D3 receptor cDNA by the addition of 10 nM quinpirole in the presence of 1 μM forskolin is quantified by the incorporation of [3H]thymidine. Antagonism of quinpirole-induced mitogenesis is measured in the presence of increasing (0.1 to 100 nM) concentrations of Amisulpride[1].
Animal Admin	A total of 64 male Swiss albino mice weighing between 20 to 30 g are used. The animals are fed with standard pellet diet and water ad libitum. The mice are divided in different groups (n=8 in each group) and drug administration is done as follows: Group 1 (control): distilled water (1 mL/kg) 23.5, 5 and 1 h before the test. Group 3 (Amisulpride): Amisulpride (70 mg/kg) 23.5, 5 and 1 h before the test[2].
References	[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.

Density	1.2±0.1 g/cm3
Boiling Point	558.9±50.0 °C at 760 mmHg
Melting Point	124-128ºC
Molecular Formula	C₁₇H₂₇N₃O₄S
Molecular Weight	369.479
Flash Point	291.8±30.1 °C
Exact Mass	369.172241
PSA	110.11000
LogP	1.60
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.546
Storage condition	2-8°C
Water Solubility	DMSO: ≥5 mg/mL

Amisulpride MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CV2308701

CHEMICAL NAME :: Benzamide, 4-amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsu lfonyl)-2-methoxy-

CAS REGISTRY NUMBER :: 71675-85-9

LAST UPDATED :: 199201

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C17-H27-N3-O4-S

MOLECULAR WEIGHT :: 369.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1024 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4401822

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 175 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4401822

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 224 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4401822

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4401822

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302
Precautionary Statements	P301 + P312 + P330
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn:Harmful
Risk Phrases	R22
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	CV2308701
HS Code	2933990090

2-(Aminomethyl)...

CAS#:26116-12-1

4-Amino-5-(ethy...

CAS#:71675-87-1

~70%

Amisulpride

CAS#:71675-85-9

Literature: LUPIN LIMITED; PAGHDAR, Dinesh, Jayntibhai; KOLEKAR, Mahesh, Ramkumar; DESHPANDE, Tushar, Nandkumar; PATIL, Suryaprakash, Pandurang; CHAVAN, Yuvraj, Atmaram; RAY, Purna, Chandra; SINGH, Girij, Pal Patent: WO2011/158084 A1, 2011 ; Location in patent: Page/Page column 14-15 ;

2-(Aminomethyl)...

CAS#:26116-12-1

Ethyl chloroformate

CAS#:541-41-3

~99%

Amisulpride

CAS#:71675-85-9

Literature: Societe d'Etudes Scientifiques et Industrielles de l'Ile de-France Patent: US4294828 A1, 1981 ;

2-(Aminomethyl)...

CAS#:26116-12-1

4-Amino-5-(ethy...

CAS#:71675-87-1

Ethyl chloroformate

CAS#:541-41-3

~61%

Amisulpride

CAS#:71675-85-9

Literature: Societe d'Etudes Scientifiques et Industrielles de l'Ile de-France Patent: US4294828 A1, 1981 ;

Methyl 4-amino-...

CAS#:27492-84-8

Amisulpride

CAS#:71675-85-9

Literature: WO2011/158084 A1, ;

4-aminosalicyli...

CAS#:65-49-6

Amisulpride

CAS#:71675-85-9

Literature: WO2011/158084 A1, ;

4-Amino-2-metho...

CAS#:59168-56-8

Amisulpride

CAS#:71675-85-9

Literature: WO2011/158084 A1, ;

methyl 4-amino-...

CAS#:1119455-01-4

Amisulpride

CAS#:71675-85-9

Literature: WO2011/158084 A1, ;

Precursor 7
CAS#:26116-12-1 2-(Aminomethyl)... CAS#:71675-87-1 4-Amino-5-(ethy... CAS#:541-41-3 Ethyl chloroformate CAS#:27492-84-8 Methyl 4-amino-...
CAS#:65-49-6 4-aminosalicyli... CAS#:59168-56-8 4-Amino-2-metho... CAS#:1119455-01-4 methyl 4-amino-...
DownStream 0

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

The antipsychotic amisulpride: ultrastructural evidence of its secretory activity in salivary glands.

Oral Dis. 20(8) , 796-802, (2014)

Amisulpride is reported to inhibit clozapine-induced sialorrhea. Preclinically, clozapine evokes muscarinic-M1-type-mediated secretion that, however, amisulpride does not reduce. Instead, amisulpride,...

A double-blind, randomized comparative trial of amisulpride versus olanzapine for 6 months in the treatment of schizophrenia.

Int. Clin. Psychopharmacol. 19 , 63-69, (2004)

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, doub...

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