N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2-methoxy-5-sulfamoylbenzamide

• ChemBase ID: 131196
• Molecular Formular: C15H23N3O4S
• Molecular Mass: 341.42582
• Monoisotopic Mass: 341.14092723
• SMILES: CCN1CCC[C@H]1CNC(=O)c1cc(ccc1OC)S(=O)(=O)N
• Canonical SMILES: CCN1CCC[C@H]1CNC(=O)c1cc(ccc1OC)S(=O)(=O)N
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2-methoxy-5-sulfamoylbenzamide
• IUPAC Traditional name: abilit
• Synonyms: (S)-(-)-Sulpiride; 5-(Aminosulfonyl)-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-methoxy-benzamide; (-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-5-sulfamoyl-o-anisamide; (-)-Sulpiride; L-Sulpiride; Levobren; Levopraid; S-(-)-Sulpiride; S-Sulpiride; Levopride; 5-(Aminosulfonyl)-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-benzamide; Levopride; Sulpid; S-(-)-Sulpiride; (S)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide; Levosulpiride; (S)-5-氨基磺酰基-N-[(1-乙基-2-吡咯烷基)甲基]-2-甲氧基苯甲酰胺; 左舒必利; (S)-(-)-止呕灵

Database IDs

• CAS Number: 23672-07-3
• MDL Number: MFCD00055220
• PubChem SID: 24278709; 162225474; 24860759
• PubChem CID: 688272

CALCULATED PROPERTIES

• Acid pKa: 10.239752
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.4638896
• LogD (pH = 7.4): -0.7005867
• Log P: 0.21877044
• Molar Refractivity: 88.6331 cm^3
• Polarizability: 34.695236 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 183-186 °C(lit.); 185-187°C; 186-188°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: BZ3400100
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD2(1813), DRD3(1814)rat ... Adra1a(29412), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595); human ... DRD3(1814)rat ... Adra1a(29412), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595)

Product Information

• Purity: ≥98% (titration)
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C15H23N3O4S

DETAILS

Sigma Aldrich - S112

Biochem/physiol Actions
D2 多巴胺受体拮抗剂；安定药。

Sigma Aldrich - S7771

Biochem/physiol Actions
D2 多巴胺受体拮抗剂；安定药。
包装
5, 10 g in poly bottle

Sigma Aldrich - 34002

Biochem/physiol Actions
D2 dopamine receptor antagonist; antipsychotic.
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - S689140

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

Toronto Research Chemicals - L376000

Antipsychotic; antidepressant; antiemetic.

REFERENCES

• Pitre, D., et al.: Anal. Profiles Drug Subs., 17, 607 (1988)
• Wagstaff, A.J., et al.: CNS Drugs, 2, 313 (1988)
• Karolidis, D., et al.: Med. Chem., 6, 259 (2010)
• Cummings, D., et al.: J. Pharmacol. Exper. Ther., 335, 518 (2010)