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Metacaine

Synopsis, Chemistry

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Also known as: Tricaine methane sulfonate, (3-ethoxycarbonylphenyl)azanium;methanesulfonate, Ethyl m-aminobenzoate methane sulfonate, Benzoic acid, 3-amino-, ethyl ester, methanesulfonate, 971zm8ipk1, Methanesulfonic acid, compd. with ethyl m-aminobenzoate (1:1)

Molecular Formula

C₁₀H₁₅NO₅S

Molecular Weight

261.30 g/mol

InChI Key

FQZJYWMRQDKBQN-UHFFFAOYSA-N

1 2D Structure

Metacaine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3-ethoxycarbonylphenyl)azanium;methanesulfonate

2.1.2 InChI

InChI=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)

2.1.3 InChI Key

FQZJYWMRQDKBQN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1=CC(=CC=C1)[NH3+].CS(=O)(=O)[O-]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Ethyl M-aminobenzoate Methanesulfonate

2. Ms-222

3. Ms222 Compound

4. Tricaine

5. Tricaine Hydrochloride

6. Tricaine Methane Sulfonate (ch3so4)

2.2.2 Depositor-Supplied Synonyms

1. Tricaine Methane Sulfonate

2. (3-ethoxycarbonylphenyl)azanium;methanesulfonate

3. Ethyl M-aminobenzoate Methane Sulfonate

4. Benzoic Acid, 3-amino-, Ethyl Ester, Methanesulfonate

5. 971zm8ipk1

6. Methanesulfonic Acid, Compd. With Ethyl M-aminobenzoate (1:1)

7. Ms 222

8. Ts 222

9. 3-ethoxycarbonylanilinium Methanesulphonate

10. Einecs 212-956-8

11. Finquel (tn)

12. Benzoic Acid, 3-amino-, Ethyl Ester, Methanesulfonate (1:1)

13. Nsc 93790

14. Unii-971zm8ipk1

15. Schembl285618

16. Benzoic Acid, M-amino-, Ethyl Ester, Methanesulfonate

17. Ms 222 [veterinary] (tn)

18. M-ethoxycarbonylanilinium Methanesulphonate

19. D08632

20. M-aminobenzoic Acid, Ethyl Ester, Methanesulfonate

2.3 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₅NO₅S
Molecular Weight	261.30 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	261.06709375 g/mol
Monoisotopic Mass	261.06709375 g/mol
Topological Polar Surface Area	120 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	238
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anesthetics

Agents capable of inducing a total or partial loss of sensation, especially tactile sensation and pain. They may act to induce general ANESTHESIA, in which an unconscious state is achieved, or may act locally to induce numbness or lack of sensation at a targeted site. (See all compounds classified as Anesthetics.)