Tricaine methanesulfonate Chemical Properties

Melting point:

146-149 °C(lit.)

Density 

1.3799 (rough estimate)

refractive index 

1.5060 (estimate)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

H₂O: 50 mg/mL, clear, colorless

form 

Fine Powder

color 

White to off-white

Merck 

14,9621

BRN 

3775022

CAS DataBase Reference

886-86-2(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 3-amino-, ethyl ester, methanesulfonate (886-86-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DG2455000

F 

10

HS Code 

29224999

Toxicity

LC50 (96hr) in rainbow trout: 50.50 mg/l (McKim)

MSDS

• Language:English Provider:Tricaine methanesulfonate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

Tricaine methanesulfonate Usage And Synthesis

Chemical Properties

WHITE TO OFF-WHITE FINE POWDER

Uses

A benzocaine isomer derivative.

Uses

The anesthetic of choice for amphibians is tricaine methanesulfonate (MS - 222, tricaine, FINQUEL, Argent Chemical Laboratories, Redmond, WA) (Wright 2001f ). It is a white crystalline powder that may be mixed with water to anesthetize fi sh and amphibians. Amphibians are immersed in a bath of tricaine methanesulfonate until anesthesia is achieved and then maintained in fresh water for the particular procedure to be performed. For longer procedures, the patient may be immersed in a 50% dilution of the original induction solution or intubated and maintained on isofl urane.

Uses

Ethyl 3-Aminobenzoate Methanesulfonate is used as anesthetic for broodfish such as rainbow trout and red pacu. Ethyl 3-Aminobenzoate Methanesulfonate also acts as the sodium channel blocker which reverses the degenerative effects of fipronil insecticide.

Definition

ChEBI: A methanesulfonate salt obtained by reaction of tricaine with one molar equivalent of methanesulfonic acid. Used as an anaesthetic for fish.

General Description

Ethyl 3-aminobenzoate methanesulfonate is mainly used as an anesthetic for fish. It is also used for the euthanasia of all fish species especially zebrafish, which is commonly used in research.

Biological Activity

ethyl 3-aminobenzoate can block the generation of action potentials via voltage-dependent na+-channels.sodium channels play a critical role in physiology: they can rapidly transmit depolarizing impulses throughout cells and cell networks, therefore enabling co-ordination of higher processes. sodium channels are also of special importance for the history of physiology.

in vitro

the major mode of action for ethyl 3-aminobenzoate was found to be nervous system suppression whereby the entrance of sodium into the nerve was inhibited, therefore limiting nerve membrane excitability. in addition, the nerve inhibition was facilitated by the lipid solubility of ethyl 3-aminobenzoate, which allowed it to move easily into the cell membrane to bind with sodium channels [1].

in vivo

previous study evaluated the potency and dynamics of ethyl 3-aminobenzoate-induced effects on neuronal firing of sensory and motor nerves alongside a defined motor behavior in xenopus laevis tadpoles. electrophysiological recordings of extraocular motor discharge and nerve activity were measured before, during and after administration of drugs. results showed that ethyl 3-aminobenzoate and benzocaine, but not pancuronium could cause a dose-dependent, reversible blockade of extraocular motor and sensory nerve activity. such results indicated that ethyl 3-aminobenzoate was able to block the activity of both sensory and motor nerves compatible with the mechanistic action of effective anesthetics, suggesting that ethyl 3-aminobenzoate was effective as single-drug anesthetic for surgical interventions in anamniotes [2].

References

[1] k. m. carter, c. m. woodley and r. s. brown. a review of tricaine methanesulfonate for anesthesia of fish. rev. fish biol. fisheries 21, 51-59 (2011).
[2] c. ramlochansingh, f. branoner, b. p. chagnaud, et al. efficacy of tricaine methanesulfonate (ms-222) as an anesthetic agent for blocking sensory-motor responses in xenopus laevis tadpoles. plos one 9(7), e101606 (2014).

Tricaine methanesulfonate(886-86-2)Related Product Information

• Ethyl acetate
• ETHYL ANTHRANILATE
• Triethyl orthoformate
• Methanesulfonic acid
• Ethylbenzene
• Ethyl acrylate
• Ethyl benzoate
• Cyclohexanecarboxylic acid ethyl ester
• Ethyl cellulose
• Ethylparaben
• Ethanol
• Ethyl formate
• Urethane
• Ethyl methanesulfonate
• Benzyl 3-Aminopropionate Hydrochloride
• Ethyl chloroformate
• METHANE
• Diethyl ether