procainamide

Modify Date: 2026-07-01 11:11:57

procainamide Structure
procainamide structure
Common Name procainamide
CAS Number 51-06-9 Molecular Weight 235.32500
Density 1.06 Boiling Point 421.8ºC at 760mmHg
Molecular Formula C13H21N3O Melting Point 47°C
MSDS N/A Flash Point 208.9ºC

 Use of procainamide


Procainamide is a specific and potent inhibitor of DNA methyltransferase 1 (DNMT1). Procainamide is a Class 1A antiarrhythmic agent. Procainamide has the potential for the research of cancer and arrhythmias[1][2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name procainamide
Synonym More Synonyms

 procainamide Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Procainamide is a specific and potent inhibitor of DNA methyltransferase 1 (DNMT1). Procainamide is a Class 1A antiarrhythmic agent. Procainamide has the potential for the research of cancer and arrhythmias[1][2].
Related Catalog
Target

DNMT1[1]

References

[1]. Lee BH, et al. Procainamide is a specific inhibitor of DNA methyltransferase 1. J Biol Chem. 2005;280(49):40749-40756.

[2]. Pritchard B, et al. Procainamide. [Updated 2021 Aug 8]. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2022 Jan-.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.06
Boiling Point 421.8ºC at 760mmHg
Melting Point 47°C
Molecular Formula C13H21N3O
Molecular Weight 235.32500
Flash Point 208.9ºC
Exact Mass 235.16800
PSA 58.36000
LogP 2.31250
Index of Refraction 1.5700 (estimate)
InChIKey REQCZEXYDRLIBE-UHFFFAOYSA-N
SMILES CCN(CC)CCNC(=O)c1ccc(N)cc1
Storage condition 2-8°C

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CV2275000
CHEMICAL NAME :
Benzamide, p-amino-N-(2-(diethylamino)ethyl)-
CAS REGISTRY NUMBER :
51-06-9
BEILSTEIN REFERENCE NO. :
2214285
LAST UPDATED :
199612
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C13-H21-N3-O
MOLECULAR WEIGHT :
235.37
WISWESSER LINE NOTATION :
ZR DVM2N2&2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
8579 mg/kg/43W-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - fibrosing alveolitis
REFERENCE :
AJMEAZ American Journal of Medicine. (Technical Pub., 875 Third Ave., New York, NY 10022) V.1- 1946- Volume(issue)/page/year: 76,146,1984
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
29 mg/kg
TOXIC EFFECTS :
Behavioral - tremor
REFERENCE :
AJCDAG American Journal of Cardiology. (Technical Pub. Co., 875 Third Ave., New York, NY 10022) V.1- 1958- Volume(issue)/page/year: 57,340,1986
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
1826 mg/kg/13W-I
TOXIC EFFECTS :
Cardiac - other changes
REFERENCE :
AHJOA2 American Heart Journal. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1925- Volume(issue)/page/year: 83,798,1972
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
2280 mg/kg/22W
TOXIC EFFECTS :
Musculoskeletal - joints
REFERENCE :
BHJUAV British Heart Journal. (British Medical Journal, Box 560B, Kennebunkport, ME 04046) V.1- 1939- Volume(issue)/page/year: 34,284,1972
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
583 mg/kg/12D-C
TOXIC EFFECTS :
Cardiac - arrhythmias (including changes in conduction)
REFERENCE :
AHJOA2 American Heart Journal. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1925- Volume(issue)/page/year: 109,375,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1950 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 42,3628,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
110 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RPTOAN Russian Pharmacology and Toxicology (English Translation). Translation of FATOAO. (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey, UK) V.30- 1967- Volume(issue)/page/year: 33,292,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
110 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 54(3),32,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
525 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 42,3628,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
178 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 37,551,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
720 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 37,551,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
49 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 37,551,1985
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
2210 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 21,253,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 32,833,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
125 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 32,833,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 12,77,1957 *** REVIEWS *** TOXICOLOGY REVIEW INTEAG Internist. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1960- Volume(issue)/page/year: 15,7,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4172 No. of Facilities: 66 (estimated) No. of Industries: 2 No. of Occupations: 5 No. of Employees: 8032 (estimated) No. of Female Employees: 7252 (estimated)

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Hazard Codes T+
RIDADR 2811
Packaging Group Ⅲ
HS Code 2924299090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~93%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Kelly, Sean M.; Lipshutz, Bruce H. Organic Letters, 2014 , vol. 16, # 1 p. 98 - 101

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: JANSSEN PHARMACEUTICA N.V. Patent: WO2006/74984 A1, 2006 ; Location in patent: Page/Page column 42 ; WO 2006/074984 A1

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Iwaya; Yoshida Shionogi Kenkyusho Nenpo, 1952 , # 2 p. 114 Chem.Abstr., 1957 , p. 10424

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Iwaya; Yoshida Shionogi Kenkyusho Nenpo, 1952 , # 2 p. 114 Chem.Abstr., 1957 , p. 10424

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Kelly, Sean M.; Lipshutz, Bruce H. Organic Letters, 2014 , vol. 16, # 1 p. 98 - 101

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Ghielmetti Farmaco, Edizione Scientifica, 1954 , vol. 9, p. 384

~%

procainamide Structure

procainamide

CAS#:51-06-9

Learn More
Literature: Yamazaki et al. Yakugaku Zasshi, 1953 , vol. 73, p. 294,296 Chem.Abstr., 1954 , p. 2003

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

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%

 procainamideBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Partition coefficient (logD6.5)
Source: ChEMBL
Target: N/A
External Id: CHEMBL646647
Name: Effect on ouabain-induced arrhythmias in pentobarbital anesthetized dogs
Source: ChEMBL
Target: Canis lupus familiaris
External Id: CHEMBL667705
Name: Increase the activity of the Burkholderia fixLJ 2-component system
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: Burkholderia multivorans
External Id: HMS1625
Name: TP_TRANSPORTER: inhibition of TEA uptake (TEA: 140 uM, Procainamide: 10000 uM) in Xen...
Source: ChEMBL
Target: Solute carrier family 22 member 1
External Id: CHEMBL2077822
Name: pKa (acid-base dissociation constant) as determined by potentiometric titration
Source: ChEMBL
Target: N/A
External Id: CHEMBL2449011
Name: pKa (acid-base dissociation constant) as determined by other workers
Source: ChEMBL
Target: N/A
External Id: CHEMBL2449010
Name: pKa (acid-base dissociation constant) as determined by Luan ref: Pharm. Res. 2005
Source: ChEMBL
Target: N/A
External Id: CHEMBL2449009
Total 731, Current Page 1 of 74
1
2
3
4
5

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

4-Amino-N-(2-diethylaminoethyl)benzamide
4-amino-N-[2-(diethylamino)ethyl]benzamide

 procainamide | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the English name of procainamide?
A: The English name of procainamide is procainamide.
Q: What is the polar surface area (PSA) of procainamide?
A: Polar surface area (PSA) of procainamide is 58.36000.
Q: What is the molecular weight of procainamide?
A: Molecular weight of procainamide is 235.32500.
Q: What is the melting point of procainamide?
A: Melting point of procainamide is 47°C.
Q: What is the molecular formula of procainamide?
A: Molecular formula of procainamide is C13H21N3O.
Q: What are the upstream materials of procainamide?
A: Related upstream materials(CAS) of procainamide: 1664-52-4;614-39-1;122-04-3;100-36-7;62-23-7;94-09-7;62979-81-1.
Q: What is the LogP of procainamide?
A: LogP of procainamide is 2.31250.
Q: What are the downstream products of procainamide?
A: Related downstream products(CAS) of procainamide: 106790-96-9.
Q: What is the CAS number of procainamide?
A: CAS number of procainamide is 51-06-9.
Q: What is the SMILES notation of procainamide?
A: SMILES notation of procainamide is CCN(CC)CCNC(=O)c1ccc(N)cc1.

 procainamidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Dayang Chem (Hangzhou) Co., Ltd.
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.