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Sulpiride

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CAS:15676-16-1
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Sulpiride manufacturers

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  • Sulpiride
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  • Sulpiride
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  • 2024-03-08
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Sulpiride Basic information
Product Name:Sulpiride
Synonyms:R.D. 1403;rac Sulpiride;(RS)-(+/-)-SULPIRIDE;(RS)-(+/-)-5-AMINOSULFONYL-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXYBENZAMIDE;(+/-)-SULPIRIDE;SULPIRIDE;Abilit;Aiglonyl
CAS:15676-16-1
MF:C15H23N3O4S
MW:341.43
EINECS:239-753-7
Product Categories:DOGMATYL;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Dopamine receptor;Sulpiride
Mol File:15676-16-1.mol
Sulpiride Structure
Sulpiride Chemical Properties
Melting point 178-180°
alpha D25 -66.8° (c = 0.5 in DMF)
density 1.2375 (rough estimate)
refractive index 1.6320 (estimate)
storage temp. 2-8°C
solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL
form powder
pkapKa1 9.00, pKa2 10.19(at 25℃)
color yellow
Water Solubility <0.21g/L(25 ºC)
λmax232nm(EtOH)(lit.)
Merck 14,8989
InChIKeyBGRJTUBHPOOWDU-UHFFFAOYSA-N
LogP0.57
CAS DataBase Reference15676-16-1(CAS DataBase Reference)
NIST Chemistry ReferenceSulpiride(15676-16-1)
EPA Substance Registry SystemSulpiride (15676-16-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 2
RTECS BZ3400000
HS Code 2933.99.6100
ToxicityLD50 in mice (mg/kg): 170 i.p.; 2250 orally (Dostert)
Sulpiride Usage And Synthesis
Chemical PropertiesSulpiride is White Solid
OriginatorDogmatil,Delagrange,France,1969
Usesdopamine receptor antagonist, antipsychotic
UsesSulpiride possesses moderate neuroleptic activity along with some stimulating and antidepressant effects. It has antiemetic, moderately cataleptogenic, and antiserotonin action. It facilitates increased blood flow in the stomach. It speeds up the restorative processes in tissues. It is used for schizophrenia, depression, migraines, disturbance of behavioral functions, and stomach and duodenal ulcers.
UsesSulpiride is an antipsychotic drug used in the treatment of Schozophrenia and depression.
DefinitionSulpiride is a member of the class of benzamides obtained from formal condensation between the carboxy group of 2-methoxy-5-sulfamoylbenzoic acid and the primary amino group of (1-ethylpyrrolidin-2-yl)methylamine.
Manufacturing Process1-Ethyl-2-aminomethylpyrrolidine is reacted with 2-methoxy-5- sulfamoylbenzoic acid to give sulpiride.
Brand nameDogmatyl (Laboratoires Delagrange, France).
Therapeutic FunctionTranquilizer, Digestive aid
Biological ActivityStandard D 2 -like dopamine receptor antagonist.
Biochem/physiol Actions(±)-Sulpiride is a D2 dopamine antagonist and an effective treatment for schizophrenia when used in combination with clozapine, a relatively weak D2-dopaminergic antagonist. It is an antipsychotic agent and also exhibits neuroleptic properties but poorly penetrates the central nervous system.45,46
Clinical UseAntipsychotic:
Acute and chronic schizophrenia
SynthesisSulpiride, N-[(1-ethyl-2-pirrolidinylmethyl]-5-sulfamoyl-O-anizamide (6.7.2), is synthesized from 5-aminosulfosalycilic acid. Methylating this with dimethylsulfate gives 2-methoxy-5-aminosulfonylbenzoic acid (6.7.1), which is transformed into an amide using 2-aminomethyl-1-ethylpyrrolidine as amine components and carbonyl-1,1??-bisimidazole as a condensing agent [70¨C74].

Synthesis_15676-16-1

Drug interactionsPotentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedativeeffects with opioids; increased risk of ventricular arrhythmias with methadone.
Anti-arrhythmics increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval, e.g. procainamide, disopyramide and amiodarone - avoid with amiodarone.
Antibacterials: increased risk of ventricular arrhythmias with moxifloxacin and parenteral erythromycin - avoid with moxifloxacin.
Antidepressants: possibly increased risk of ventricular arrhythmias and antimuscarinic side effects with tricyclics - avoid.
Antiepileptics: antagonism (convulsive threshold lowered).
Antimalarials: avoid with artemether/lumefantrine.
Antipsychotics: increased risk of ventricular arrhythmias with droperidol, haloperidol and pimozide - avoid; possible increased risk of ventricular arrhythmias with risperidone.
Antivirals: concentration possibly increased by ritonavir.
Anxiolytics and hypnotics: increased sedative effects.
Atomoxetine: increased risk of ventricular arrhythmias.
Beta-blockers: enhanced hypotensive effect; 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: enhanced hypotensive effect.
Lithium: increased risk of extrapyramidal side effects and possibly neurotoxicity.
Pentamidine: increased risk of ventricular arrhythmias.
MetabolismSulpiride undergoes little metabolism.
95% of a dose is excreted in the urine and faeces, mainly as unchanged drug.
storageRoom temperature
Sulpiride Preparation Products And Raw materials
Raw materialsMethyl salicylate-->2-(Aminomethyl)-1-ethylpyrrolidine
Preparation ProductsLevosulpiride
Tag:Sulpiride(15676-16-1) Related Product Information
Tribenuron methyl Kresoxim-methyl Benzamide Thiophanate-methyl Methyl acetate METSULFURON METHYL N-Ethylmethylamine Chlorantraniliprole p-Aminobenzamide Methyl salicylate Methyl Amisulpride Parathion-methyl Levosulpiride Methyl bromide alpiropride N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Sulpiride CP2000 JP13,d-Sulpiride