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Home > Encyclopedia > (±)-Sulpiride

(±)-Sulpiride

pharmaceutical raw materials
(±)-Sulpiride structure

(±)-Sulpiride 

structure
  • CAS No:

    15676-16-1

  • Formula:

    C15H23N3O4S

  • Chemical Name:

    (±)-Sulpiride

  • Synonyms:

    Benzamide,5-(aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy-;o-Anisamide,N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-sulfamoyl-;5-(Aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide;N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-sulfamoylbenzamide;Sulpiride;N-[(1-Ethyl-2-pyrrolidinyl)methyl]-5-sulfamoyl-o-anisamide;N-(1-Ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-sulfamidobenzamide;Dogmatil;Sulpirid;Aiglonyl;Dogmatyl;Eglonyl;RD 1403;Sulpyrid;Abilit;Dobren;(±)-Sulpiride;dl-Sulpiride;DL-Sulpiride;Coolspan;Omperan;Meresa;Guastil;Pyrikappl;Misulvan;Dolmatil;Synedil;Miradol;Sursumid;Trilan;Sernevin;Splotin;Sulpitil;Neogama;Mirbanil;N-(1-Ethylpyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoylbenzamide;Dogmil;95204-38-9;23672-06-2;51061-74-6

  • Categories:

    Active Pharmaceutical Ingredients  >  Nervous System Drugs

Description

Sulpiride is White Solid 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.


Solid


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. It has a role as an antidepressant, an antiemetic, an antipsychotic agent and a dopaminergic antagonist. It is a N-alkylpyrrolidine, a sulfonamide and a member of benzamides.|A dopamine D2-receptor antagonist. It has been used therapeutically as an antidepressant, antipsychotic, and as a digestive aid. (From Merck Index, 11th ed)

(±)-Sulpiride Basic Attributes

341.43

341.43

239-753-7

DTXSID1042574

N05AL01|N - Nervous system

2935009090

Characteristics

110

0.6

yellow powder

1.34 g/cm3

178 °C (decomp)

1.6320 (estimate)

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL

2-8°C

LD50 in mice (mg/kg): 170 i.p.; 2250 orally (Dostert)

D25 -66.8° (c = 0.5 in DMF)

9.12None

9.12

184.3 Ų [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)]|183.3 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|184.9 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated]

Safety Information

NONH for all modes of transport

2

36/37/38

26-36

BZ3400000

Xi

P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, P501

H302+H312+H332

|Warning|H302+H312+H332 (33.33%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, and P501|Aggregated GHS information provided by 7 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Although sulpiride has a low potential for causing acute toxicity, substantial amounts of the drug may cause severe but reversible dystonic crises, which may be associated with torticollis, protrusion of the tongue, and/or trism. Oversedation, coma, and classical symptoms typical of severe Parkinson's Disease may also be observed.

Drug Information

Sulpiride is indicated for the treatment of schizophrenia.

Sulpiride is a substituted benzamide derivative and a selective dopamine D2 antagonist with antipsychotic and antidepressant activity. Other benzamide derivatives include metoclopramide, tiapride, and sultopride.

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)|Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)|Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)

Sulpiride is absorbed slowly from the gastrointestinal tract. Its oral bioavailability is only 25 to 35% with marked interindividual differences.

6 to 8 hours

In contrast to most other neuroleptics which block both dopamine D1 and D2 receptors, Sulpiride is more selective and acts primarily as a dopamine D2 antagonist. Sulpiride appears to lack effects on norepinephrine, acetylcholine, serotonin, histamine, or gamma-aminobutyric acid (GABA) receptors.

Aiglonyl

(±)-Sulpiride Use and Manufacturing

Uses

dopamine receptor antagonist, antipsychotic

Pharmaceuticals

Computed Properties

Molecular Weight:341.4
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:341.14092740
Monoisotopic Mass:341.14092740
Topological Polar Surface Area:110
Heavy Atom Count:23
Complexity:505
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It selectively blocks dopamine (DA2) receptors in the mesolimbic system, has little effect on other neurotransmitter receptors, has a mild anticholinergic effect, has no obvious sedative and anti-excitement effect, and has a strong antiemetic and gastric secretion inhibitory effect.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • Cheer Fine Pharmaceutical Co.,Ltd.

    Japan Japan
    Active
  • Wanbangde Pharmaceutical Group Co., Ltd.

    China China
    Active
  • Hainan Zhuoke Pharmaceutical Co., Ltd.

    China China
    Active

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