TRIMECAINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H24N2O
Molecular Weight	248.3639
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)CC(=O)NC1=C(C)C=C(C)C=C1C

InChI

InChIKey=GOZBHBFUQHMKQB-UHFFFAOYSA-N

InChI=1S/C15H24N2O/c1-6-17(7-2)10-14(18)16-15-12(4)8-11(3)9-13(15)5/h8-9H,6-7,10H2,1-5H3,(H,16,18)

HIDE SMILES / InChI

Molecular Formula	C15H24N2O
Molecular Weight	248.3639
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1027568 | https://www.ncbi.nlm.nih.gov/pubmed/18517133 | Morton, I.K., Hall, J.M. (2012) Concise Dictionary of Pharmacological Agents, page 281, retrieved from: https://books.google.ru/books?id=tsjrCAAAQBAJ

Trimecaine is an amide series local anesthetic with antiarrhythmic activity. It was shown to be capable of eliminating the flutter of atria in dogs simulated by an electric stimulation of the myocardium and atrial fibrillation in cats induced with aconitin and precludes ventricular fibrillation in rats arising due to intoxication with calcium chloride. Trimecaine noticeably mitigates the toxic effect of strophanthin. While depressing the automatism of the sinoatrial node the drug does not affect the conduction function. The combination of epidural trimecaine with morphine after a major urological surgery provides a superior analgesia with fewer side effects when compared to epidurally delivered bupivacaine with fentanyl.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
hydrogen transport 2 Target ID: GO:0006818 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2553153	Inhibitor 8297

PubMed

Title	Date	PubMed
[Antiarrhythmic activity of trimecaine in experimental arrhythmia and its effect on the heart conduction system].	1976 Jun-Aug	1027568
[Complications after intravenous administration of anti-arrhythmia agents].	1982 Nov	7154501
[Comparative study of the activity of anti-arrhythmia agents in calcium chloride-induced arrhythmia in mice].	1983 May-Jun	6861988
[Pathogenesis of hemodynamic disorders during treatment of cardiac arrythmias in heart surgery patients with obsidan, trimecaine and lidocaine].	1984 Sep-Oct	6083737
The effect of local administration of 2% trimecaine on the glycoconjugate content of goblet cells in the rabbit tracheal epithelium.	2001	12092112
[Some aspects of epidural anesthesia in patients with chronic renal insufficiency].	2001 Jul-Aug	11692688
[A rare complication of conduction anesthesia in the treatment of finger injury].	2002	12528622
[Magnetically-guided anesthetics based on highly dispersed iron powders coated by polyacrylamide].	2002 Mar-Apr	11969173
[Laboratory and clinical study of therapeutic efficacy of medicinal films for surgical procedures].	2002 May-Jun	12227104
[Infiltration of local anesthetics into the thyroid gland capsule for surgery and the postoperative period].	2002 Oct	12564092
[Disarticulation of the knee joint].	2003	12807042
[The antiarrhythmic activity of the trimecain ammonium derivative in myocardial ischemia].	2003 May-Jun	12924229
[Study of antiarrhythmic activity and duration of action of quaternidine].	2003 Sep-Oct	14650209
[Effect of trimecaine derivatives and lidocaine on hemodynamics].	2004 Mar-Apr	15188755
Membrane mechanisms of antiarrhythmic effect of quaternidine.	2005 Jun	16224582
[Effect of polymer concentration on rheological properties of Carbopol 980 hydrogels containing trimecainium chloride].	2005 Mar	15895974
Local administration of 2% trimecaine affects the content of fucosylated glycoconjugates in goblet cells in rabbit tracheal epithelium.	2006 Aug	16875493
The epidural postoperative analgesia after a major urological procedures--a comparison of trimecaine and morphine to bupivacaine and fentanyl.	2008	18517133
Prenatal diagnosis and management of fetal Long QT syndrome.	2009 Feb	18709401
Convergence of nasal and tracheal neural pathways in modulating the cough response in guinea pigs.	2009 Jun	19617651
[Detection of certain local anesthetics in biological fluids by chemo-toxicological analysis].	2009 May-Jun	19569536

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:57:21 GMT 2023` Edited by `admin` on `Fri Dec 15 15:57:21 GMT 2023`
Record UNII	IN1233R0JO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRIMECAINE

Official Name

English

TRIMECAINE [MI]

Common Name

English

Trimecaine [WHO-DD]

Common Name

English

trimecaine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245