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23672-07-3

23672-07-3 Structure

23672-07-3 Structure
IdentificationMore
[Name]

Levosulpiride
[CAS]

23672-07-3
[Synonyms]

(-)-5-AMINOSULFONYL-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXY-BENZAMIDE
LEVOSULPIRIDE
(-)-N-1-[ETHYLPYRROLIDIN-2-YLMETHYL]-2-METHOXY-5-SULFAMOYLBENZAMIDE
(S)-(-)-5-AMINOSULFONYL-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXYBENZAMIDE
(S)-5-AMINOSULFONYL-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2-METHOXYBENZAMIDE
(S)-(-)-SULPIRIDE
(-)-SULPIRIDE
(s)-(-)-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide
(s)-(-)-o-anisamid
5-(aminosulfonyl)-n-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-benzamid(
levopraid
rv-12309
s-(-)-n-(1-ethyl-2-pyrrolidinomethyl)-2-methoxy-5-sulfamoylebenzamide
Levosulpride
(S)-(-)-Sulpiride, Vetranal
S(-)-SULPIRIDE DOPAMINE D1 ANTAGONIS
LEVOSULPIRIDE/LEVOSULPRIDE
Benzamide, 5-(aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy-, (S)-
Benzamide, 5-(aminosulfonyl)-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-methoxy-(9CI)
l-Sulpiride
[EINECS(EC#)]

233-599-4
[Molecular Formula]

C15H23N3O4S
[MDL Number]

MFCD00055220
[Molecular Weight]

341.43
[MOL File]

23672-07-3.mol
Chemical PropertiesBack Directory
[Melting point ]

183-186 °C(lit.)
[density ]

1.236±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

9.98±0.60(Predicted)
[color ]

White to Off-White
[Merck ]

13,9080
[Major Application]

forensics and toxicology
pharmaceutical (small molecule)
[InChI]

1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)/t11-/m0/s1
[InChIKey]

BGRJTUBHPOOWDU-NSHDSACASA-N
[SMILES]

CCN1CCC[C@H]1CNC(=O)c2cc(ccc2OC)S(N)(=O)=O
[CAS DataBase Reference]

23672-07-3(CAS DataBase Reference)
Safety DataBack Directory
[RIDADR ]

3077
[WGK Germany ]

3
[RTECS ]

BZ3400100
[HS Code ]

29350090
[Storage Class]

10 - Combustible liquids
[Toxicity]

LD50 oral in rabbit: > 1500mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Lithium Aluminum Hydride-->L-Proline-->L(+)-Tartaric acid-->Methyl benzoate-->2-(Aminomethyl)-1-ethylpyrrolidine-->Sulpiride-->(S)-2-(Aminomethyl)-1-ethylpyrrolidine
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

dopamine receptor antagonists
[Uses]

(S)-(?)-Sulpiride was used to study the effect of dopamine D2 receptor function on activation of KCNQ potassium channels10 and on depression-like behavior in ovariectomized female rats.11
[Uses]

Dopamine D2 and D3-receptor antagonist. Antipsychotic; antidepressant; antiemetic.
[Definition]

ChEBI: An optically active form of sulpiride having (S)-configuration. The active enantiomer of the racemic drug sulpiride. Selective D2-like dopamine antagonist (Ki values are ~ 0.015. ~ 0.013, 1, ~ 45 and ~ 77 muM at D2, D3, D4, 1 and D5 receptors respectively).
[General Description]

(S)-(?)-Sulpiride is a levorotatory enantiomer of sulpiride, which shows greater central antidopaminergic activity, antiemetic and antidyspeptic effects. It is also used as a therapeutic drug for the treatment of depression and somatoform disorders.
[Biological Activity]

Active enantiomer. Selective D 2 -like dopamine antagonist (K i values are ~ 0.015. ~ 0.013, 1, ~ 45 and ~ 77 μ M at D 2 , D 3 , D 4 , D 1 and D 5 receptors respectively).
[Biochem/physiol Actions]

(S)-(?)-Sulpiride or Levosulpiride blocks the inhibitory enteric D2 receptors (neuronal and muscular). It has prokinetic activity and is effective in the treatment of functional dyspepsia and gastroparesis in insulin-dependent diabetes mellitus patients.7,8 Since dopamine controls human sexual function, (S)-(?)-Sulpiride is reportedly effective in treatment of erectile dysfunctions.9
[storage]

Room temperature
Spectrum DetailBack Directory
[Spectrum Detail]

Levosulpiride(23672-07-3)1HNMR
Levosulpiride(23672-07-3)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

23672-07-3(sigmaaldrich)
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