Introduction：Basic information about Levosulpiride CAS 23672-07-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Levosulpiride Basic information
| Product Name: | Levosulpiride |
| Synonyms: | (s)-(-)-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide;(s)-(-)-o-anisamid;(S)-N-[(1-Ethylpyrrolidin-2-yl)methyl]-2-methoxy-5-sulfamoylbenzamide;China (S)-(-)-Sulpiride;Levosulpiride, (S)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide;S-(-)-Sulpiride，Levobren，Levopraid;(s)-(-)-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide 5-(aminosulfonyl)-n-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-benzamid ( s-(-)-benzamid;rv-12309 s-(-)-n-(1-ethyl-2-pyrrolidinomethyl)-2-methoxy-5-sulfamoylebenzamide |
| CAS: | 23672-07-3 |
| MF: | C15H23N3O4S |
| MW: | 341.43 |
| EINECS: | 233-599-4 |
| Product Categories: | Dopamine receptor;API;Other APIs;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Chiral Reagents |
| Mol File: | 23672-07-3.mol |
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Levosulpiride Chemical Properties
| 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) |
| pka | 9.98±0.60(Predicted) |
| form | Solid |
| color | White to Off-White |
| Merck | 14,8989 |
| 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 Information
| RIDADR | 3077 |
| WGK Germany | 3 |
| RTECS | BZ3400100 |
| HS Code | 29350090 |
| Storage Class | 10 - Combustible liquids |
| Toxicity | LD50 oral in rabbit: > 1500mg/kg |
Levosulpiride Usage And Synthesis
| Chemical Properties | White Solid |
| Uses | dopamine receptor antagonists |
| Uses | Dopamine D2 and D3-receptor antagonist. Antipsychotic; antidepressant; antiemetic. |
| 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 |
| 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 |
Levosulpiride Preparation Products And Raw materials
| 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 |
