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4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-o-anisamide 4-aMino-5-(ethanesulfonyl)-N-{[(2S)-1-ethylpyrrolidin-2-yl]Methyl}-2-MethoxybenzaMide Aminosultopride
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Density | 1.200±0.06 g/cm3(Predicted) |
Melting Point | 124-128 |
Boling Point | 558.9±50.0 °C(Predicted) |
Flash Point | 291.8°C |
Solubility | DMSO: ≥5mg/mL |
Vapor Presure | 1.59E-12mmHg at 25°C |
Appearance | solid |
Color | white |
Merck | 14,485 |
pKa | 13.73±0.46(Predicted) |
Storage Condition | 2-8°C |
Sensitive | `sensitive` to heat, humidity and light |
Refractive Index | 1.545 |
MDL | MFCD00866691 |
Use | A selective D2DR and D3DR inhibitor. |
Amisulpride Usage And Synthesis |
Description | Amisulpride i s a n antipsychotic agent structurally related to sulpiride and sultopride. Useful in the treatment of schizophrenia, it is not, however, without EPS liability. |
Chemical Properties | Off-White Solid |
Originator | SESIF (Delagrange) (France) |
Uses | Neuroleptic agent, an analogue of sulpiride. Used as an antipsychotic. Dopamine receptor antagonist |
Uses | Amisulpride is a neuroleptic agent, an analogue of Sulpiride (S689145). Amisulpride is used as an antipsychotic. Amisulpride is a dopamine receptor antagonist. |
Definition | ChEBI: 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 second generation antipsychotic, a xenobiotic and an environmental contaminant. It is a member of pyrrolidines, an aromatic amine, a sulfone, a member of benzamides and an aromatic amide. |
Manufacturing Process | 2-Methoxy-4-amino-5-ethylthiobenzoic acid: 159 g of 2-methoxy-4-amino-5-mercaptobenzoic acid, 355 ml of water and 160 ml of caustic soda solution are placed in a flask fitted with a condenser. The mixture is heated until the solid dissolves, then 123 g of ethyl sulfate is added. The mixture is heated to reflux, treated with 10 ml of 30% caustic soda solution, then heated to reflux for 1 hour. After cooling, 800 ml of water is added and the solution is filtered. The precipitate obtained by adding 100 ml of concentrated hydrochloric acid in the presence of ether is drained, washed with water and dried. 162 g of 2-methoxy-4-amino-5-ethylthiobenzoic acid is obtained (yield=88%). 2-Methoxy-4-amino-5-ethylsulfonylbenzoic acid: 123 g of 2-methoxy-4-amino-5-ethylthiobenzoic acid is dissolved hot in 542 ml of acetic acid. The solution obtained is cooled to 35°C, then 185 ml of hydrogen peroxide is added in small quantities while the temperature is raised to 80°C. The temperature is lowered to 40°C and the mixture is kept at that temperature for some hours and then cooled to 10°C. The precipitate formed is drained, washed with acetic acid and dried, then dissolved in 600 ml of water and 100 ml of 20% ammonia. The precipitate formed by adding 70 ml of concentrated hydrochloric acid is cooled, drained, washed with water and dried. 61.5 g of 2-methoxy-4-amino-5-ethylsulfonylbenzoic acid is obtained (yield 42%, M.P. 95-100°C). 4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2- methoxybenzamide: 81 g of 2-methoxy-4-amino-5-ethylsulphonylbenzoic acid and 297 ml of acetone are placed in a flask fitted with an agitator, a thermometer and a dropping funnel, followed by 33 g of triethylamine. The solution is cooled to 0°C, then 30 g of ethyl chloroformate is added drop by drop between 0° and 5°C. When the mixture has been agitated 51 g of 1-ethyl-2- aminomethylpyrrolidine is added drop by drop between 5° and 10°C. The mixture is agitated at 10°C then at ambient temperature. The triethylamine hydrochloride which precipitates is drained, then the acetone is distilled. The residue is dissolved in 600 ml of water in the presence of caustic soda solution. The base crystallizes after seeding and is drained, washed with water and dried. When the crystals have been purified by passing them through hydrochloride and recrystallising them in acetone, 66 g of 4-amino-N-[(1- ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamideis obtained (yield 61%, M.P. 126-127°C). |
Brand name | SOCIAN |
Therapeutic Function | Antipsychotic |
Biological Activity | Potent, selective dopamine D 2 and D 3 receptor antagonist. K i values are 2.8 and 3.2 nM respectively for human D 2 and D 3 and > 1000 nM for human D 1 , D 4 and D 5 receptors. Shows selectivity for presynaptic dopamine autoreceptors at low doses and blocks postsynaptic D 2 /D 3 receptors at higher doses. Preferentially interacts with limbic D 2 -like receptors in vivo . Atypical antipsychotic/antischizophrenic agent with limited extrapyrimidal side effects and a profile distinct from that of haloperidol and remoxipride. |
Biochem/physiol Actions | Amisulpride is a highly selective D2/D3 dopamine receptor antagonist and atypical antipsychotic. |
Clinical Use | Treatment of acute and chronic schizophrenia |
Drug interactions | Potentially hazardous interactions with other drugs Alcohol: may enhance CNS effects of alcohol. Anaesthetics: enhanced hypotensive effect. Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedative effects with opioids; increased risk of ventricular arrhythmias with methadone - avoid. Anti-arrhythmics: increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval; avoid with amiodarone, disopyramide and procainamide (risk of ventricular arrhythmias). Antibacterials: avoid with erythromycin (increased risk of ventricular arrhythmias). Antidepressants: increased level of tricyclics. Antiepileptics: antagonises anticonvulsant effect. Antihypertensives: increased risk of hypotension. Antimalarials: avoid with artemether/lumefantrine. Antipsychotics: increased risk of ventricular arrhythmias with droperidol, sertindole - avoid. Antivirals: concentration possibly increased by ritonavir. Anxiolytics and hypnotics: increased sedative effects. Atomoxetine: increased risk of ventricular arrhythmias. Beta-blockers: increased risk of ventricular arrhythmias with sotalol. Cytotoxics: increased risk of ventricular arrhythmias with vandetanib - avoid; increased risk of ventricular arrhythmias with arsenic trioxide. Diuretics: increased risk of ventricular arrhythmias due to hypokalaemia. Pentamidine: increased risk of ventricular arrhythmias - avoid. |
Metabolism | Amisulpride is weakly metabolised: two inactive metabolites, accounting for approximately 4% of the dose, have been identified. Amisulpride is eliminated unchanged in the urine. Fifty percent of an intravenous dose is excreted via the urine, of which 90% is eliminated in the first 24 hours. |
Product Packaging:
1) 1kg/bag (1kg net weight, 1.1kg gross weight, packed in an aluminum foil bag)
2) 25kg/drum (25kg net weight, 28kg gross weight; Packed in a cardboard-drum with two plastic-bags inside; Drum Size: 510mm high, 360mm diameter)
Storage:
Stored in a cool and dry well-closed container. Keep away from moisture and strong light/heat.
Delivery:
Usually within3-5 working days after full payment.
transport:
EMS,DHL, TNT, UPS ,FEDEX, BY AIR, BY SEA
DHL Express, FedEx and EMS for quantity less than 50KG, usually called as DDU service;
Sea shipping for quantity over 500KG; And air shipping is available for 50KG above;
For high value products, please select air shipping and DHL express for safe;
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4. Free Sample available at any time.
5. Tracking your order at any time. Inform your order's further new situation at any time.
6. Package: Professional packing with professional materials.
Packing:
1. Inner double plastic bags----25kg/Fiber drum (35*35*45cm, GW: 28kg, NW: 25kg);
2. Inner double plastic bags----5kg/Aluminum foil bag (GW: 6.5kg, NW: 5kg).
3. Inner double plastic bags----1kg/Aluminum foil bag (GW: 1.5kg, NW: 1kg).
P.S.: we accept packaging customization.
Delivery:
1. Stock products are normally shipping within 3 working days.
2. For rush delivery, please contact our sales team for particular arrangement.
Shipping Details:
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4. After years export shipping experience, with professional and experienced cooperated forwarders, we ensure that goods can be delivered in multiple ways safetly and efficiently.
About us
Our company specializes in processing and selling chemical raw materials, chemical products, pharmaceutical intermediates, veterinary medicine intermediates, dye intermediates, pigments, cosmetics raw materials and chemical reagents,
We have compalete sales and service team , information feedback vertical integration of a sound marketing network, products are sold throughout the country and exported to South Asia, Europe, America, Africa and other more than 20 countries and regions.
Companies adhering to the "pursuit of quality, innovation and development" business philosophy, to serve as a foundation, for the survival by the quality, seek development by science and technology, adhere to quilty comes first,fair price,good sense of customer service and responsibility. in the future hebei Nengqian import and export trade Co.,Ltd will always hold "integrity, innovation" business philosophy, to achieve honesty management, on the way of specialization, internationalization, Keep moving!
FAQ:
1. Are you a trade company or factory
We are a factory with our own trading company.
2.How do you control the quality
Our factory is equipped with professional technicians to control quality, out inspectors take sample for testing every 2 hours to ensure the quality of our production. We also accept BV, SGS or any other Third-party inspection.
3. How long is lead time
We deliver goods within 3 days for small order, 7-10 days for bulk order.
4. Where is your factory located How can I visit the factory
Our factory located in HEBEI, China.
5. Can i get some samples
Yes, we can supply free sample, but the shipping cost be paid by our customers.
6. How to start orders or make payments
Proforma invoice will be sent first after confirmation of order, enclosed our bank information.Payment by T/T,
7. How to confirm the Product Quality before placing orders
You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples.
You can send us your product specifications and requests,we will manufacture the products according to your requests.
8. How long is lead time
We deliver goods within 3 days for small order, 7-10 days for bulk order.
9. How do you treat quality complaint
First of all, our quality control will reduce the quality problem to near zero. If there is a realquality problem caused by us, we will send you free goods for replacement or refund your loss.
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