N-[2-(diethylamino)ethyl]-4-acetamidobenzamide hydrochloride

• ChemBase ID: 111887
• Molecular Formular: C15H24ClN3O2
• Molecular Mass: 313.82296
• Monoisotopic Mass: 313.1557047
• SMILES: Cl.CCN(CC)CCNC(=O)c1ccc(NC(=O)C)cc1
• Canonical SMILES: CCN(CCNC(=O)c1ccc(cc1)NC(=O)C)CC.Cl
• InChI: InChI=1S/C15H23N3O2.ClH/c1-4-18(5-2)11-10-16-15(20)13-6-8-14(9-7-13)17-12(3)19;/h6-9H,4-5,10-11H2,1-3H3,(H,16,20)(H,17,19);1H
• InChIKey: IYEWBJUCJHKLHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(diethylamino)ethyl]-4-acetamidobenzamide hydrochloride
• IUPAC Traditional name: acecainide hydrochloride; NAPA hydrochloride
• Synonyms: N-Acetylnovocainamide hydrochloride; Acecainide hydrochloride; N-ACETYLPROCAINAMIDE HYDROCHLORIDE; NAPA; N-Acetylprocainamide hydrochloride; N-乙酰普卡胺 盐酸盐; 乙酰卡尼 盐酸盐; N-乙酰普鲁卡因胺 盐酸盐

Database IDs

• CAS Number: 34118-92-8
• EC Number: 251-831-2
• MDL Number: MFCD00012501
• PubChem SID: 24890983; 24852214; 162097191
• PubChem CID: 71417

CALCULATED PROPERTIES

• Acid pKa: 13.733227
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.2039006
• LogD (pH = 7.4): -0.63056004
• Log P: 1.017533
• Molar Refractivity: 82.4124 cm^3
• Polarizability: 30.613617 Å^3
• Polar Surface Area: 61.44 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: powder
• Melting Point: 184-186 °C(lit.); 187-192°C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99% (HPLC); 99%
• Linear Formula: 4-(CH3CONH)C6H4CONHCH2CH2N(C2H5)2·HCl

DETAILS

MP Biomedicals - 05221568

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A5513

Application
N-Acetylprocainamide hydrochloride is a class III antiarrhythmic compound. N-Acetylprocainamide hydrochloride has been used in a study to determine the disposition of procainamide and N-acetylprocainamide in protein-calorie malnutrition. N-Acetylprocainamide hydrochloride has also been used to study pharmacokinetics of procainamide and N-acetylprocainamide in rats.
Biochem/physiol Actions
III 类抗心律失常药。通过降低延时的外向钾电流、稍微降低钙电流以及稍微抑制内向整流钾电流来增大动作电位的持续时间。这是普鲁卡因胺的活性代谢物，不会导致全身性红斑狼疮。

Sigma Aldrich - A5909

Biochem/physiol Actions
III 类抗心律失常药。通过降低延时的外向钾电流、稍微降低钙电流以及稍微抑制内向整流钾电流来增大动作电位的持续时间。这是普鲁卡因胺的活性代谢物，不会导致全身性红斑狼疮。

Sigma Aldrich - 205656

Packaging
1, 5 g in glass bottle
Biochem/physiol Actions
Class III antiarrhythmic. Increases the duration of the action potential by decreasing the delayed outward potassium current, slightly decreasing the calcium current, and slightly depressing the inward rectifier potassium current. This is the active metabolite of procainamide that does not induce systemic lupus erythematosus.