Tocainide

Modify Date: 2024-01-06 18:25:09

Tocainide Structure
Tocainide structure
Common Name Tocainide
CAS Number 41708-72-9 Molecular Weight 192.25800
Density N/A Boiling Point N/A
Molecular Formula C11H16N2O Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Tocainide


Tocainide hydrochloride is an orally activesodium channel blocker, it blocks the sodium channels in the pain-producing foci in the nerve membranes. Tocainide hydrochloride is a primary amine analog of lidocaine, can be used for the treatment of tinnitus[1][2].

 Names

Name tocainide
Synonym More Synonyms

 Tocainide Biological Activity

Description Tocainide hydrochloride is an orally activesodium channel blocker, it blocks the sodium channels in the pain-producing foci in the nerve membranes. Tocainide hydrochloride is a primary amine analog of lidocaine, can be used for the treatment of tinnitus[1][2].
Related Catalog
Target

IC50: sodium channel[1]

In Vivo Tocainide (100 mg/kg) effectively suppresses ventricular ectopic activity in unanesthetized dogs with coronary occlusion. Termination of tocainide infusion in both digitalis toxicity and coronary occlusion models results in prompt return of ventricular ectopic activity[1].
References

[1]. Alpert JS, et al. Chemistry, pharmacology, antiarrhythmic efficacy and adverse effects of tocainide hydrochloride, an orally active structural analog of lidocaine. Pharmacotherapy. 1983 Nov-Dec;3(6):316-23.

[2]. De Luca A,et al.Optimal requirements for high affinity and use-dependent block of skeletal muscle sodium channel by N-benzyl analogs of tocainide-like compounds.Mol Pharmacol. 2003 Oct;64(4):932-45.

 Chemical & Physical Properties

Molecular Formula C11H16N2O
Molecular Weight 192.25800
Exact Mass 192.12600
PSA 55.12000
LogP 2.36240
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UG6305000
CHEMICAL NAME :
2',6'-Propionoxylidide, 2-amino-
CAS REGISTRY NUMBER :
41708-72-9
LAST UPDATED :
199707
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C11-H16-N2-O
MOLECULAR WEIGHT :
192.29
WISWESSER LINE NOTATION :
ZY1&VMR B1 F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
229 mg/kg
TOXIC EFFECTS :
Behavioral - coma Cardiac - cardiomyopathy including infarction
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 288,760,1984
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
5714 ug/kg
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Gastrointestinal - nausea or vomiting
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 2,141,1977
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
2606 mg/kg/11W-I
TOXIC EFFECTS :
Blood - aplastic anemia
REFERENCE :
NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928- Volume(issue)/page/year: 314,583,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
94 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - local anesthetic Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,1059,1981

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R22
HS Code 2924299090

 Synthetic Route

~%

Tocainide Structure

Tocainide

CAS#:41708-72-9

Literature: Astra Pharmaceutical Products, Inc. Patent: US4218477 A1, 1980 ; US 4218477 A

~%

Tocainide Structure

Tocainide

CAS#:41708-72-9

Literature: Astra Pharmaceutical Products, Inc. Patent: US4218477 A1, 1980 ; US 4218477 A

~%

Tocainide Structure

Tocainide

CAS#:41708-72-9

Literature: Tenthorey; Block; Ronfeld; McMaster; Byrnes Journal of Medicinal Chemistry, 1981 , vol. 24, # 7 p. 798 - 806

 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%

 Synonyms

R/S-Tocainide
2-amino-2',6'-propionoxylidide
MFCD00072010
EINECS 255-505-0
TOCAINIDE
6'-propionoxylidide,2-amino-2
alanyl-2,6-xylidide
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