Tricaine methanesulfonate

Tricaine methanesulfonate Basic information
Product Name:Tricaine methanesulfonate
Synonyms:MS-22;MS-222;TRICAIN;TRICAINE;TRICAINE METHANESULFONATE;TRICAINE METHANSULFONATE;benzoicacid,3-amino-,ethylester,methanesulfonate;finquel
CAS:886-86-2
MF:C9H11NO2.CH4O3S
MW:261.3
EINECS:212-956-8
Product Categories:inhibitor;886-86-2
Mol File:886-86-2.mol
Tricaine methanesulfonate Structure
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 Reference886-86-2(CAS DataBase Reference)
EPA Substance Registry SystemBenzoic 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
10
HS Code 29224999
ToxicityLC50 (96hr) in rainbow trout: 50.50 mg/l (McKim)
MSDS Information
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Tricaine methanesulfonate English
ACROS English
SigmaAldrich English
Tricaine methanesulfonate Usage And Synthesis
Chemical PropertiesWHITE TO OFF-WHITE FINE POWDER
UsesA benzocaine isomer derivative.
UsesThe 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.
UsesEthyl 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.
DefinitionChEBI: A methanesulfonate salt obtained by reaction of tricaine with one molar equivalent of methanesulfonic acid. Used as an anaesthetic for fish.
General DescriptionEthyl 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 Activityethyl 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 vitrothe 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 vivoprevious 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 Preparation Products And Raw materials
ETHYL ANTHRANILATE Ethanol Cyclohexanecarboxylic acid ethyl ester Ethyl formate Methanesulfonic acid Triethyl orthoformate Ethylbenzene 5-CARBETHOXY-1-ETHYL-3-(3-SULFOPROPYL)-2-[3-(5-CARBETHOXY-1,3-DIETHYL-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-YLIDENE)-1-PROPENYL]-1H-BENZIMIDAZOLIUM INNER SALT Ethylparaben Ethyl chloroformate Ethyl cellulose Diethyl ether RARECHEM AL BI 1010 Ethyl acetate methanesulfonate Ethyl acrylate Tricaine methanesulfonate Ethyl benzoate

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