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ChemicalBook--->CAS DataBase List--->3686-58-6

3686-58-6

3686-58-6 Structure

3686-58-6 Structure
IdentificationBack Directory
[Name]

tolycaine
[CAS]

3686-58-6
[Synonyms]

tolycaine
tolycaine USP/EP/BP
Methyl 2-(2-(diethylaMino)acetaMido)-3-Methylbenzoate
methyl 2-[[2-(diethylamino)acetyl]amino]-3-methylbenzoate
methyl 2-[2-(diethylamino)ethanoylamino]-3-methyl-benzoate
2-[2-(Diethylamino)acetylamino]-m-toluic acid methyl ester
2-[[2-(diethylamino)acetyl]amino]-3-methyl-benzoic acid methyl ester
Benzoic acid, 2-[[(diethylaMino)acetyl]aMino]-3-Methyl-, Methyl ester
Benzoic acid, 2-[[2-(diethylamino)acetyl]amino]-3-methyl-, methyl ester
[EINECS(EC#)]

222-976-9
[Molecular Formula]

C15H22N2O3
[MDL Number]

MFCD00864442
[MOL File]

3686-58-6.mol
[Molecular Weight]

278.35
Chemical PropertiesBack Directory
[Melting point ]

<25 °C
[Boiling point ]

bp5 190-192°
[density ]

1.113±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO : ≥ 100 mg/mL (359.26 mM)
[form ]

Liquid
[pka]

13.61±0.70(Predicted)
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Originator]

Tolycaine Hydrochloride,ZYF Pharm Chemical
[Definition]

ChEBI: Tolycaine is an amidobenzoic acid.
[Manufacturing Process]

A suspension of 40 g 2-amino-3-methylbenzoic acid methyl ester in 125 ml of benzene was added 125 ml of saturated solution of sodium acetate and then at 0-5°C was added 37 g chloracetylchloride. The mixture was stirred for 1 hour at room temperature. The mixture was filtered. The organic layer was with 10% solution of potassium carbonate and dries under calcium chloride. By distillation of the mixture was obtained 15 g of 2-(2-chloroacetylamino)-3-methylbenzoic acid methyl ester; melting point 86-87.5°C (crystallization from a mixture acetic acid and ligroin); yield 21.8 g.
A mixture of 16 g of 2-(2-chloroacetylamino)-3-methylbenzoic acid methyl ester and 10 g diethyl amine in benzene was refluxed for 5 hours. After cooling the diethyl amine hydrochloride was deleted by filtration. The organic layer was washed with 2 N hydrochloric acid. To the solution was added potassium carbonate. The product was extracted with ether and distilled.
[Brand name]

Tolycaine Hydrochloride is JAN.
[Therapeutic Function]

Local anesthetic
[storage]

Store at -20°C
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