NAV

Tricaine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Tricaine
DrugBank Accession Number
DB11552
Background

Tricaine (as tricaine methanesulfonate) is white powder used for anesthesia, sedation, or euthanasia of fish. It is also the only anesthetic licensed in the United States for use in fin fish that are intended for human consumption.

Type
Small Molecule
Groups
Vet approved
Structure
3D
Similar Structures
Weight
Average: 165.1891
Monoisotopic: 165.078978601
Chemical Formula
C9H11NO2
Synonyms
  • Tricaine mesylate
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
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1,2-BenzodiazepineThe risk or severity of CNS depression can be increased when Tricaine is combined with 1,2-Benzodiazepine.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Tricaine.
AcetophenazineThe risk or severity of CNS depression can be increased when Acetophenazine is combined with Tricaine.
AgomelatineThe risk or severity of CNS depression can be increased when Agomelatine is combined with Tricaine.
AlfentanilThe risk or severity of CNS depression can be increased when Alfentanil is combined with Tricaine.
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Tricaine methanesulfonate971ZM8IPK1886-86-2FQZJYWMRQDKBQN-UHFFFAOYSA-N
International/Other Brands
Finquel

Categories

Drug Categories
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
02591PHL19
CAS number
582-33-2
InChI Key
ZMCBYSBVJIMENC-UHFFFAOYSA-N
InChI
InChI=1S/C9H11NO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2,10H2,1H3
IUPAC Name
ethyl 3-aminobenzoate
SMILES
CCOC(=O)C1=CC(N)=CC=C1

References

General References
  1. Ohr EA: Tricaine methanesulfonate--II. Effects on transport of NaCl and H2O. Comp Biochem Physiol C. 1976;54(1):19-22. [Article]
  2. Conroy CJ, Papenfuss T, Parker J, Hahn NE: Use of tricaine methanesulfonate (MS222) for euthanasia of reptiles. J Am Assoc Lab Anim Sci. 2009 Jan;48(1):28-32. [Article]
  3. Ohr EA: Tricaine methanesulfonate--1. pH and its effects on anesthetic potency. Comp Biochem Physiol C. 1976;54(1):13-7. [Article]
  4. FRIDDLE SB, SNIESZKO SF: Effect of tricaine methanesulfonate on the determination of sulfonamides. Science. 1950 Aug 11;112(2902):181-2. [Article]
  5. La Touche YD, Kimeldorf DJ: An effect of tricaine methanesulfonate on the electroretinogram of Taricha granulosa. Life Sci. 1978 Feb;22(7):597-602. [Article]
  6. Posner LP, Scott GN, Law JM: Repeated exposure of goldfish (Carassius auratus) to tricaine methanesulfonate (MS-222). J Zoo Wildl Med. 2013 Jun;44(2):340-7. [Article]
  7. Wilson JM, Bunte RM, Carty AJ: Evaluation of rapid cooling and tricaine methanesulfonate (MS222) as methods of euthanasia in zebrafish (Danio rerio). J Am Assoc Lab Anim Sci. 2009 Nov;48(6):785-9. [Article]
  8. Hikasa Y, Takase K, Ogasawara T, Ogasawara S: Anesthesia and recovery with tricaine methanesulfonate, eugenol and thiopental sodium in the carp, Cyprinus carpio. Nihon Juigaku Zasshi. 1986 Apr;48(2):341-51. [Article]
  9. Reinitz GL, Rix J: Effect of tricaine methanesulfonate (MS-222) on hematocrit values in rainbow trout (Salmo gairdneri). Comp Biochem Physiol C. 1977;56(2):115-6. [Article]
  10. Lalonde-Robert V, Desgent S, Duss S, Vachon P: Electroencephalographic and physiologic changes after tricaine methanesulfonate immersion of African clawed frogs (Xenopus laevis). J Am Assoc Lab Anim Sci. 2012;51(5):622-7. [Article]
KEGG Drug
D08632
KEGG Compound
C18090
ChemSpider
13860074
RxNav
1370418
ChEBI
81494
ChEMBL
CHEMBL1702228
ZINC
ZINC000000402652
PDBe Ligand
FG7
Wikipedia
Tricaine_mesylate
PDB Entries
3qih

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.5 mg/mLALOGPS
logP2.12ALOGPS
logP1.5Chemaxon
logS-1.8ALOGPS
pKa (Strongest Basic)2.89Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area52.32 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity47.53 m3·mol-1Chemaxon
Polarizability17.66 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00xr-0900000000-92cc1a6d9a2b86e4d968
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-1900000000-9a2134e9bc1f786dbe88
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-1f9eff2a73d5ef9d10df
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-9500000000-4108319455fb3063193b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-d846cda2fb43b39e6bd8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-cb6238ec05b7241e25a1
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-141.0713691
predicted
DarkChem Lite v0.1.0
[M-H]-133.10098
predicted
DeepCCS 1.0 (2019)
[M+H]+142.4586691
predicted
DarkChem Lite v0.1.0
[M+H]+136.7495
predicted
DeepCCS 1.0 (2019)
[M+Na]+141.3504691
predicted
DarkChem Lite v0.1.0
[M+Na]+145.97615
predicted
DeepCCS 1.0 (2019)

Drug created at February 26, 2016 17:45 / Updated at June 12, 2020 16:53