Basic information
- CAS
32795-44-1- Standard SMILES
CCN(CC)CCNC(=O)c1ccc(NC(C)=O)cc1- InChIKey
KEECCEWTUVWFCV-UHFFFAOYSA-N- Molecular formula
- C15H23N3O2
- Average molar mass
- 277.36 g/mol
- Monoisotopic mass
- 277.17902698
Overview
N-acetylprocainamide is a benzamide obtained via formal condensation of 4-acetamidobenzoic acid and 2-(diethylamino)ethylamine. It has a role as an anti-arrhythmia drug. It is a member of acetamides and a member of benzamides.
Names & identifiers
- Preferred name
- N-Acetylprocainamide
- IUPAC
- 4-acetamido-N-[2-(diethylamino)ethyl]benzamide
- English name
- N-Acetylprocainamide
- Molecular formula
- C15H23N3O2
- Molecular weight
- 277.36
Names & synonyms
N-AcetylprocainamideAcecainide32795-44-1AcecainidaAcekainidAcecainidumN-AcetyloprokainamidAcetylprocainamideN-acetylnovocainamideN-Acetylprocaine amide4'-((2-(Diethylamino)ethyl)carbamoyl)acetaniliden-acetyl-procainamide
Show more names
TIMTEC-BB SBB005970N-ACETYLPROCAINAMIDE, 99+%N-ACETYLPROCAINAMIDE USP/EP/BPN-Acetylprocainamide (Standard)N-Acetylprocainamide, 10 mM in DMSO
Acetylprocainamide, n-Benzamide, 4-(acetylamino)-N-(2-(diethylamino)ethyl)-CHEBI:60728910Q707V6FDTXSID6048414Acecainide MonohydrochlorideN-(4-((2-(diethylamino)ethyl)carbamoyl)phenyl)ethanimidic acidN-(4-{[2-(diethylamino)ethyl]carbamoyl}phenyl)ethanimidic acid
Database identifiers
- CAS
32795-44-1- PubChem CID
- 4342
- DTXSID
DTXSID6048414- ChEMBL
CHEMBL1097- ChEBI
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 61.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 7
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 308
Experimental & physicochemical properties
Collision Cross Section169.16 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 138 · 138-140 °C(lit.)
- Boiling point
- 500 · 500.0±35.0 °C(Predicted)
- Density
- 1.097 · 1.097±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 1 %, · soluble1%, clear, colorless to faintly yellow (1N HCl)
- pka
- 14.54 · 14.54±0.46(Predicted)
- form
- Solid
- color
- White to off-white
- Water Solubility
- 1 %, · soluble 1%, clear, colorless to faintly yellow (1N HCl)
- Merck
- 13 · 13,20
- InChI
- 1S/C15H23N3O2/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)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- AE1974350
- ridadr
- 3249
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemistry & industry
Pharmacology
Metabolism/MetabolitesAcecainide is a known human metabolite of Procainamide.
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Applications
Usesantiprotozoal
UsesN-acetylprocainamide (NAPA) was used as a model drug in the study of establishing a quantitative approach to predict the renal clearances of basic drugs using N-1-methylnicotinamide (NMN).
General DescriptionThe relaxant effects of N-acetylprocainamide on bovine tracheal smooth muscle was studied.
Upstream & downstream products
Upstream raw materials
Suppliers52 total
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司
Related reactions
2 records
Compound notes
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