ChemicalBook > CAS DataBase List > Sulpiride

Sulpiride

Product Name
Sulpiride
CAS No.
15676-16-1
Chemical Name
Sulpiride
Synonyms
Abilit;Dobren;Meresa;Eglonyl;Guastil;Miradol;Neogama;Omperan;Splotin;Synedil
CBNumber
CB4141314
Molecular Formula
C15H23N3O4S
Formula Weight
341.43
MOL File
15676-16-1.mol
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Sulpiride Property

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
pka
pKa1 9.00, pKa2 10.19(at 25℃)
color 
yellow
Water Solubility 
<0.21g/L(25 ºC)
λmax
232nm(EtOH)(lit.)
Merck 
14,8989
InChIKey
BGRJTUBHPOOWDU-UHFFFAOYSA-N
LogP
0.57
CAS DataBase Reference
15676-16-1(CAS DataBase Reference)
NIST Chemistry Reference
Sulpiride(15676-16-1)
EPA Substance Registry System
Sulpiride (15676-16-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
BZ3400000
HS Code 
2933.99.6100
Toxicity
LD50 in mice (mg/kg): 170 i.p.; 2250 orally (Dostert)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S8010
Product name
(±)-Sulpiride
Packaging
25g
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
S8010
Product name
(±)-Sulpiride
Packaging
100g
Price
$414
Updated
2024/03/01
Sigma-Aldrich
Product number
BP679
Product name
Sulpiride
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$259
Updated
2023/06/20
TCI Chemical
Product number
S0501
Product name
(±)-Sulpiride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$36
Updated
2024/03/01
TCI Chemical
Product number
S0501
Product name
(±)-Sulpiride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$144
Updated
2024/03/01
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Sulpiride Chemical Properties,Usage,Production

Chemical Properties

Sulpiride is White Solid

Originator

Dogmatil,Delagrange,France,1969

Uses

Sulpiride is an antipsychotic drug used in the treatment of Schozophrenia and depression.

Uses

dopamine receptor antagonist, antipsychotic

Uses

Sulpiride 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.

Definition

Sulpiride 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 Process

1-Ethyl-2-aminomethylpyrrolidine is reacted with 2-methoxy-5- sulfamoylbenzoic acid to give sulpiride.

brand name

Dogmatyl (Laboratoires Delagrange, France).

Therapeutic Function

Tranquilizer, Digestive aid

Biological Activity

Standard 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 Use

Antipsychotic:
Acute and chronic schizophrenia

Synthesis

Sulpiride, 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].

Drug interactions

Potentially 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.

Metabolism

Sulpiride undergoes little metabolism.
95% of a dose is excreted in the urine and faeces, mainly as unchanged drug.

storage

Room temperature

Sulpiride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Sulpiride manufacturers

Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Sulpiride 15676-16-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-04-17
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Sulpiride 15676-16-1
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-12-03
Nantong Guangyuan Chemicl Co,Ltd
Product
Sulpiride 15676-16-1
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2023-10-11

15676-16-1, SulpirideRelated Search:


  • R.D. 1403
  • rac Sulpiride
  • (RS)-(+/-)-SULPIRIDE
  • (RS)-(+/-)-5-AMINOSULFONYL-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXYBENZAMIDE
  • (+/-)-SULPIRIDE
  • SULPIRIDE
  • Abilit
  • Aiglonyl
  • Benzamide, 5-(aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy-
  • Coolspan
  • Dobren
  • Dogmatil
  • Dogmatyl
  • Dolmatil
  • Eglonyl
  • Guastil
  • Levobren
  • l-Forms: levosulpiride
  • Meresa
  • Miradol
  • Mirbanil
  • Misulvan
  • N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-sulfamoylbenzamide
  • n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamid
  • N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide
  • Neogama
  • o-Anisamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-
  • Omperan
  • Pyrikappl
  • Pyrkappl
  • Sulpiride COS
  • (+/-)-N-1-(ETHYLPYRROLIDIN-2-YLMETHYL)-2-METHOXY-5-SULFAMOYLBENZAMIDE
  • [+/-]-N-1-[ETHYLPYRROLIDIN-2-YLMETHYL]-2-METHOXY-5-SULFAMOYLBENZAMIDE
  • r.d.1403
  • Sernevin
  • Splotin
  • Sulpirid
  • Sulpitil
  • Sulpyrid
  • Sursumid
  • Synedil
  • 5-(aminosufonyl)-n-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide
  • (+/-)-5-AMINOSULFONYL-N-([1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXY-BENZAMIDE
  • 5-(AMINOSULFONYL)-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXY-BENZAMIDE
  • Dogmatilum
  • Benzamide, 5-(aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy- (9CI)
  • DL-Sulpiride
  • N-(1-Ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-sulfamidobenzamide
  • o-Anisamide, N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-sulfamoyl- (8CI)
  • (+/-)SULPIRIDE DOPAMINE D2 ANTAGONIS
  • (±)-N-1-(Ethylpyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoylbenzamide, (±)-5-(Aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide
  • (±)-Sulpiride,(±)-5-(Aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide, (±)-N-1-(Ethylpyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoylbenzamide
  • (+)-N-[[(2R)-1-Ethyl-2-pyrrolidinyl]methyl]-5-sulfamoyl-2-methoxybenzamide
  • ulpiride
  • N-{[(2S)-1-ethylpyrrolidin-2-yl]Methyl}-2-Methoxy-5-sulfaMoylbenzaMide
  • 2-[8-[(2-Benzothiazolylamino)carbonyl]-3,4-dihydro-2(1H)-isoquinolinyl]-5-[3-[4-[3-(dimethylamino)-1-propyn-1-yl]-2-fluorophenoxy]propyl]-4-thiazolecarboxylic Acid Hydrochloride
  • N-[[(2R)-1-ethyl-2-pyrrolidin-1-iumyl]methyl]-2-methoxy-5-sulfamoylbenzamide
  • Sulpiride CRS