Amisulpride
Amisulpride structure
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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 AmisulprideAmisulpride is a dopamine D2/D3 receptor antagonist with Kis of 2.8 and 3.2 nM for human dopamine D2 and D3, respectively. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | amisulpride |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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. |
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| Related Catalog | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
| InChIKey | NTJOBXMMWNYJFB-UHFFFAOYSA-N |
| SMILES | CCN1CCCC1CNC(=O)c1cc(S(=O)(=O)CC)c(N)cc1OC |
| Storage condition | 2-8°C |
| Water Solubility | DMSO: ≥5 mg/mL |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| 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 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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~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 ; |
|
~99%
Amisulpride CAS#:71675-85-9 |
| Literature: Societe d'Etudes Scientifiques et Industrielles de l'Ile de-France Patent: US4294828 A1, 1981 ; |
|
~61%
Amisulpride CAS#:71675-85-9 |
| Literature: Societe d'Etudes Scientifiques et Industrielles de l'Ile de-France Patent: US4294828 A1, 1981 ; |
|
~%
Amisulpride CAS#:71675-85-9 |
| Literature: WO2011/158084 A1, ; |
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~%
Amisulpride CAS#:71675-85-9 |
| Literature: WO2011/158084 A1, ; |
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~%
Amisulpride CAS#:71675-85-9 |
| Literature: WO2011/158084 A1, ; |
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~%
Amisulpride CAS#:71675-85-9 |
| Literature: WO2011/158084 A1, ; |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
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| DownStream 0 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| 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% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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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,... |
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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... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Amisulpiride |
| Aminosultopride |
| Socian |
| 4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide |
| Amisulpride |
| 4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide |
| Amisulpridum [INN-Latin] |
| amisulpridum |
| 4-amino-N-[(1-ethyl-2-pyrrolidin-yl)methyl]-5-(ethyl-sulfonyl)-2--methoxybenzamide |
| MFCD00866691 |
| Deniban |
| EINECS 275-831-7 |
| Solian |
| UNII:8110R61I4U |
| 4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-o-anisamide |
| amisulprida |
| 4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the CAS number of amisulpride? |
| A: CAS number of amisulpride is 71675-85-9. |
| Q: What is the molecular weight of amisulpride? |
| A: Molecular weight of amisulpride is 369.479. |
| Q: What is the melting point of amisulpride? |
| A: Melting point of amisulpride is 124-128ºC. |
| Q: What are the upstream materials of amisulpride? |
| A: Related upstream materials(CAS) of amisulpride: 26116-12-1;71675-87-1;541-41-3;27492-84-8;65-49-6;59168-56-8;1119455-01-4. |
| Q: What is the English name of amisulpride? |
| A: The English name of amisulpride is amisulpride. |
| Q: What is the SMILES notation of amisulpride? |
| A: SMILES notation of amisulpride is CCN1CCCC1CNC(=O)c1cc(S(=O)(=O)CC)c(N)cc1OC. |
| Q: What is the InChIKey of amisulpride? |
| A: InChIKey of amisulpride is NTJOBXMMWNYJFB-UHFFFAOYSA-N. |
| Q: What is the polar surface area (PSA) of amisulpride? |
| A: Polar surface area (PSA) of amisulpride is 110.11000. |
| Q: What is the safety information for amisulpride? |
| A: Safety information for amisulpride: S22-S24/25. |
| Q: What is the LogP of amisulpride? |
| A: LogP of amisulpride is 1.60. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |