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{{Short description|Chemical compound}} |
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{{cs1 config|name-list-style=vanc}} |
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{{redirect-multi|1|MS-222|other uses|MS222 (disambiguation){{!}}MS222}} |
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{{Drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| verifiedrevid = 447192935 |
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| Watchedfields = changed |
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| IUPAC_name = Ethyl 3-aminobenzoate methanesulfonic acid |
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| verifiedrevid = 455329821 |
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| image = tricaine.png |
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| IUPAC_name = Ethyl 3-aminobenzoate methanesulfonic acid |
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| image = tricaine.png |
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<!--Clinical data--> |
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<!--Clinical data-->| tradename = |
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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
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| tradename = |
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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category = |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> |
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| pregnancy_category = |
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| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> |
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| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> |
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| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| legal_status = |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| routes_of_administration = <!--Pharmacokinetic data--> |
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| legal_status = |
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| bioavailability = |
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| routes_of_administration = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| excretion = <!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 886-86-2 |
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| CAS_supplemental = |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 971ZM8IPK1 |
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| ATCvet = yes |
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| ATC_prefix = N01 |
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| ATC_suffix = AX93 |
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| ATC_supplemental = |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
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| PubChem = 13454 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 12878 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C9H11NO2.CH4O3S/c1-2-12-9(11)7-4-3-5-8(10)6-7;1-5(2,3)4/h3-6H,2,10H2,1H3;1H3,(H,2,3,4) |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = FQZJYWMRQDKBQN-UHFFFAOYSA-N |
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<!--Pharmacokinetic data--> |
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<!--Chemical data-->| chemical_formula = |
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| C = 10 |
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| bioavailability = |
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| H = 15 |
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| protein_bound = |
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| N = 1 |
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| metabolism = |
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| O = 5 |
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| elimination_half-life = |
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| S = 1 |
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| excretion = |
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| smiles = C1=CC=CC(C(OCC)=O)=C1.CS(=O)()=O |
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| synonyms = Syncaine<br />Metacaine<br />Tricaine<br />MS-222<br />Finquel<br />TMS |
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<!--Identifiers--> |
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| melting_point = 149.5 |
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| CAS_number = 886-86-2 |
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| CAS_supplemental = |
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| ATCvet = yes |
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| ATC_prefix = N01 |
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| ATC_suffix = AX93 |
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| ATC_supplemental = |
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| PubChem = 261501 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
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<!--Chemical data--> |
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| chemical_formula = |
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| C=10 | H=15 | N=1 | O=5 | S=1 |
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| molecular_weight = 261.296 g/mol |
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| smiles = C1=CC=CC(C(OCC)=O)=C1.CS(=O)()=O |
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| synonyms = Metacaine<br />Tricaine<br />MS-222<br />Finquel<br />TMS |
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| melting_point = 149.5 |
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}} |
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}} |
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'''Tricaine mesylate''' ('''Tricaine methanesulfonate''', '''TMS''', '''MS-222'''), is white powder used for ], sedation, or ] of fishes. TMS is the only anesthetic licensed in the United States for fin fish that is intended for human consumption. |
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'''Tricaine mesylate''' ('''Tricaine methanesulfonate''', '''TMS''', '''MS-222, Syncaine, Tricaine-S,'''), is white powder used for ], sedation, or ] of fish. TMS is the only anesthetic licensed in the United States for fin fish that are intended for human consumption. |
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The drug can have selective toxicity for ]s due to their lower rate of metabolism in the liver<ref>Wayson KA(1976)."Studies on the comparative pharmacology and selective toxicity of tricaine methanesulfonate: metabolism as a basis of the selectivity toxicity in poikilotherms."''J Pharmacol Exp Ther'''''198'''(3):695-708. </ref>. |
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The drug can have selective toxicity for ]s due to their lower rate of metabolism in the liver.<ref name="pmid185356">{{cite journal | vauthors = Wayson KA, Downes H, Lynn RK, Gerber N | title = Studies on the comparative pharmacology and selective toxicity of tricaine methanesulfonate: metabolism as a basis of the selective toxicity in poikilotherms | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 198 | issue = 3 | pages = 695–708 | date = September 1976 | pmid = 185356 }}</ref> |
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Tricaine is an anaesthetic that operates by preventing sodium ions to enter the cell and thus silencing ].<ref>{{Cite journal|url=https://link.springer.com/article/10.1007/s11160-010-9188-0|doi = 10.1007/s11160-010-9188-0|title = A review of tricaine methanesulfonate for anesthesia of fish|year = 2011| vauthors = Carter KM, Woodley CM, Brown RS |journal = Reviews in Fish Biology and Fisheries|volume = 21| issue=1 |pages = 51–59| bibcode=2011RFBF...21...51C |s2cid = 39693748|url-access = subscription}}</ref> This has the net effect of blocking signal exchange between the ] and extremities. |
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TMS is a ] that operates by preventing ]s. By blocking action potentials, no signals can be exchanged between the ] and the extremities. There will be no ] or ]s which would have been caused by action potential, which includes most muscles. |
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MSD Animal Health is one of the largest manufacturers of Tricaine in Norway and other European markets under the brand name Finquel.<ref>{{Cite web |date=2019-03-05 |title=MSD ANIMAL HEALTH ACQUIRES SCAN AQUA AS |url=https://fishfocus.co.uk/msd-animal-health-acquires-scan-aqua/ |access-date=2022-06-06 |website=Fish Focus |language=en-GB}}</ref> The largest manufacturer of Tricaine in North America is Syndel under the brand name Syncaine. Syncaine is manufactured in ], in the United States.<ref>{{Cite web|url=https://syndel.com/product/tricaine-s-ms-222/|title=Tricaine-S (MS-222) Fish Anesthetic {{!}} Aqualife TMS Fish Sedative|website=Syndel|language=en|access-date=2019-12-12}}</ref>{{Better source needed|date=June 2021}} Syncaine is used for handling fish, ]s, and other cold-blooded animals during manual spawning, as well as during marking, measuring, photography, research, surgical operations, transport, and weighing of fish. |
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The optimum concentration used is 50-75 ppm (parts per million). However, the optimum may vary with the size and species of the fish, and other variables. |
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The optimum concentration may vary with the size and species of the fish, and other variables. |
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It is easily soluble in water (both fresh and salt) but it drastically decreases the ] of water, increasing the acidity, which may be toxic for fish. ] or ] is used to buffer the solution to a pH range of 6.5-7.5. Usually an equal amount of buffer is added to attain a neutral pH <ref>www.research.cornell.edu/CARE/documents/SOPs/CARE306.pdf</ref>. In salt/marine/sea water, the buffer use may not be necessary because sea water itself has buffering capacity. |
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It is easily soluble in water (both fresh and salt) but it drastically decreases the ] of water, increasing the acidity, which may be toxic for fish. ] can be used to buffer the solution to a pH range of 6.5-7.5. Usually an equal amount of buffer is added to attain a neutral pH.<ref>{{cite book | vauthors = Brown C, Pavek T | veditors = Bowser P | chapter = Fish and Amphibian Euthanasia | title = Animal Care and Use Procedure (ACUP) | url = http://www.research.cornell.edu/care/documents/ACUPs/ACUP306.pdf | archive-url = https://web.archive.org/web/20150613124936/http://www.research.cornell.edu/care/documents/ACUPs/ACUP306.pdf | archive-date = 13 June 2015 | publisher = Cornell University }}</ref> In salt/marine/sea water, the buffer use may not be necessary because sea water itself has buffering capacity {{Citation needed|date=June 2021}}. The solution of TMS needs to be prepared freshly each time because TMS is light-sensitive and might form toxic by-products upon exposure to light {{Citation needed|date=June 2021}}. Fish treated with Tricaine cannot be slaughtered for human consumption until a certain withdrawal period is reached, for example 21 days in the United States for Syncaine.<ref>{{Cite web |title=Approved Aquaculture Drugs FDA |website=] |date=26 July 2023 |url=https://www.fda.gov/animal-veterinary/aquaculture/approved-aquaculture-drugs }}</ref> |
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The solution of TMS needs to be prepared freshly each time because TMS is light-sensitive and might form toxic by-products upon exposure to light. |
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==References== |
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== References == |
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{{Reflist}} |
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<references/> |
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{{DEFAULTSORT:Tricaine Mesylate}} |
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