N-Acetylprocainamide

Modify Date: 2024-01-04 11:31:52

N-Acetylprocainamide Structure
N-Acetylprocainamide structure
Common Name N-Acetylprocainamide
CAS Number 32795-44-1 Molecular Weight 277.36200
Density 1.097g/cm3 Boiling Point 500ºC at 760mmHg
Molecular Formula C15H23N3O2 Melting Point 138-140ºC(lit.)
MSDS Chinese USA Flash Point 256.2ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of N-Acetylprocainamide


N-Acetylprocainamide is a class III antiarrhythmic, which blocks K+ channels.

 Names

Name N-acetylprocainamide
Synonym More Synonyms

 N-Acetylprocainamide Biological Activity

Description N-Acetylprocainamide is a class III antiarrhythmic, which blocks K+ channels.
Related Catalog
Target

K+ channel[1]

In Vitro N-Acetylprocainamide is a K+ blocker. N-Acetylprocainamide decreases the tensions induced by K+ and methacholine. The pIC50 values for N-acetylprocainamide against the contractions induced by 0.3 and 1 μM methacholine are 2.80 ± 0.03 and 2.65 ± 0.02, respectively. And such a relaxant effect of N-Acetylprocainamide is inhibited by K+ channel blockers[1]. N-Acetylprocainamide shows no effect on Na+ absorption or Cl- secretion[2].
References

[1]. Nakahara T, et al. Role of K+ channels in N-acetylprocainamide-induced relaxation of bovine tracheal smooth muscle. Eur J Pharmacol. 2001 Mar 9;415(1):73-8.

[2]. Plass H, et al. Class I antiarrhythmics inhibit Na+ absorption and Cl- secretion in rabbit descending colon epithelium. Naunyn Schmiedebergs Arch Pharmacol. 2005 Jun;371(6):492-9.

 Chemical & Physical Properties

Density 1.097g/cm3
Boiling Point 500ºC at 760mmHg
Melting Point 138-140ºC(lit.)
Molecular Formula C15H23N3O2
Molecular Weight 277.36200
Flash Point 256.2ºC
Exact Mass 277.17900
PSA 61.44000
LogP 2.18050
Storage condition -20°C
Water Solubility soluble1%, clear, colorless to faintly yellow (1N HCl)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AE1974350
CHEMICAL NAME :
Acetanilide, 4'-((2-(diethylamino)ethyl)carbamoyl)-
CAS REGISTRY NUMBER :
32795-44-1
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H23-N3-O2
MOLECULAR WEIGHT :
277.41
WISWESSER LINE NOTATION :
2N2&2MVR DMV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
380 mg/kg
TOXIC EFFECTS :
Cardiac - other changes
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 169,156,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3173 No. of Facilities: 71 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 758 (estimated) No. of Female Employees: 361 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases 36/37/38
Safety Phrases 26-36
RIDADR UN 3249
WGK Germany 3
RTECS AE1974350
Packaging Group III
Hazard Class 6.1(b)
HS Code 2924299090

 Synthetic Route

~75%

N-Acetylprocainamide Structure

N-Acetylprocainamide

CAS#:32795-44-1

Literature: Dang, Tuan T.; Zhu, Yinghuai; Ngiam, Joyce S. Y.; Ghosh, Subhash C.; Chen, Anqi; Seayad, Abdul M. ACS Catalysis, 2013 , vol. 3, # 6 p. 1406 - 1410

~80%

N-Acetylprocainamide Structure

N-Acetylprocainamide

CAS#:32795-44-1

Literature: Ghosh, Subhash Chandra; Ngiam, Joyce S. Y.; Seayad, Abdul M.; Tuan, Dang Thanh; Chai, Christina L. L.; Chen, Anqi Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 8007 - 8015,9 Title/Abstract Full Text Show Details Ghosh, Subhash Chandra; Ngiam, Joyce S.Y.; Seayad, Abdul M.; Tuan, Dang Thanh; Chai, Christina L.L.; Chen, Anqi Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 8007 - 8015

~19%

N-Acetylprocainamide Structure

N-Acetylprocainamide

CAS#:32795-44-1

Literature: CORUS PHARMA Patent: WO2005/25498 A2, 2005 ; Location in patent: Page/Page column 21 ;

 Customs

HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles31

More Articles
Drug-herb interaction: effect of St John's wort on bioavailability and metabolism of procainamide in mice.

Arch. Pathol. Lab. Med. 131(7) , 1094-8, (2007)

St John's wort induces the activity of the cytochrome P450 enzyme system causing treatment failure because of increased metabolism of many drugs. Procainamide is metabolized by a different pathway to ...

Application of computer-assisted radiotelemetry in the pharmacokinetic and pharmacodynamic modeling of procainamide and N-acetylprocainamide.

J. Pharm. Sci. 85(6) , 595-9, (1996)

The cardiovascular pharmacodynamics (PD) of procainamide and N-acetylprocainamide have not been well characterized in small rodents without the presence of anesthesia or restraint. This study was unde...

The discordant influences of infarct healing on the electrophysiologic effects of procainamide and N-acetylprocainamide.

J. Pharmacol. Exp. Ther. 273(1) , 315-9, (1995)

Ischemic zone refractoriness and conduction delay respond differently to infarct healing and, hypothetically, may exert discordant influences on the electrophysiologic action of different classes of a...

 Synonyms

NAPA
4-acetamido-N-(2-diethylaminoethyl)benzamide
Acecainide [INN]
MFCD00009052
4-acetamido-N-[2-(diethylamino)ethyl]benzamide
N-Acetyloprokainamid
Acecainidum
Acekainid
N-Acetylnovocainamide
Acekainid [Polish]
Acecainide
4-acetylamino-N-(2-diethylamino-ethyl)-benzamide
Acecainida
N-Acetylprocainamide
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