N-[2-(diethylamino)ethyl]-4-methanesulfonamidobenzamide hydrate hydrochloride

• ChemBase ID: 153969
• Molecular Formular: C14H26ClN3O4S
• Molecular Mass: 367.89194
• Monoisotopic Mass: 367.13325501
• SMILES: CCN(CC)CCNC(=O)c1ccc(cc1)NS(=O)(=O)C.O.Cl
• Canonical SMILES: CCN(CCNC(=O)c1ccc(cc1)NS(=O)(=O)C)CC.O.Cl
• InChI: InChI=1S/C14H23N3O3S.ClH.H2O/c1-4-17(5-2)11-10-15-14(18)12-6-8-13(9-7-12)16-21(3,19)20;;/h6-9,16H,4-5,10-11H2,1-3H3,(H,15,18);1H;1H2
• InChIKey: HCGUEOOYHHAYIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(diethylamino)ethyl]-4-methanesulfonamidobenzamide hydrate hydrochloride
• IUPAC Traditional name: sematilide hydrate hydrochloride
• Synonyms: CK-1752A; N-[2-(Diethylamino)ethyl]-4′-[(methylsulfonyl)amino]benzamide monohydrochloride monohydrate; Sematilide monohydrochloride monohydrate; N-[2-(Diethylamino)ethyl]-4′-[(methylsulfonyl)amino]benzamide 单盐酸盐 一水合物; Sematilide 单盐酸盐 一水合物

Database IDs

• CAS Number: 101526-62-9(freebase)
• MDL Number: MFCD11041004
• PubChem SID: 162248108
• PubChem CID: 44828486

CALCULATED PROPERTIES

• Acid pKa: 8.68619
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.0568163
• LogD (pH = 7.4): -1.4820797
• Log P: -0.4289804
• Molar Refractivity: 84.2326 cm^3
• Polarizability: 32.90129 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥16 mg/mL
• Apperance: white solid

Safety Information

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

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C14H23N3O3S· HCl · H2O

DETAILS

Sigma Aldrich - S0323

Biochem/physiol Actions
Sematilide monohydrochloride monohydrate is a class III antiarrhythmic; selective delayed rectifier K+ current (IKr) channel blocker. It inhibits rapidly activating Ik in guinea pig atrial myocytes, resulting in the prolongation of action potential duration and refractoriness; shows proarrhythmic effects and may lead to QT interval prolongation.