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tofenacin

CAS No.
15301-93-6
Chemical Name:
tofenacin
Synonyms
tofenacin;Tofenacine;Nororphenadrine;Demethylorphenadrine;N-Demethylorphenadrine;N-Desmethylorphenadrine;N-DESMETHYL ORPHERDRINE;N-Desmethyl Orphernadrine;Tofenacin Hydrochloride Salt;Tofenacin DISCONTINUED. Please see T528500.
CBNumber:
CB2895891
Molecular Formula:
C17H21NO
Molecular Weight:
255.35
MDL Number:
MFCD00865222
MOL File:
15301-93-6.mol
Last updated:2023-05-04 17:34:34

tofenacin Properties

Melting point <25 °C
Boiling point bp0.7 139-143°
Density 1.019±0.06 g/cm3(Predicted)
storage temp. Refrigerator
solubility Chloroform (Slightly), Methanol (Slightly)
pka 9.42±0.10(Predicted)
form Solid
color Off-White to Pale Yellow
FDA UNII C4A112M10H

tofenacin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 021915 Tofenacin 15301-93-6 2.5mg $460 2021-12-16 Buy
Usbiological 290197 Tofenacin 15301-93-6 1mg $460 2021-12-16 Buy
American Custom Chemicals Corporation API0000864 TOFENACIN 95.00% 15301-93-6 2.5MG $314 2021-12-16 Buy
Product number Packaging Price Buy
021915 2.5mg $460 Buy
290197 1mg $460 Buy
API0000864 2.5MG $314 Buy

tofenacin Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Originator

Elamol,Brocades,UK,1971

Uses

A metabolite of Orphenadrine. An antidepressant prodrug

Uses

A metabolite of Orphenadrine (O695300). An antidepressant prodrug

Definition

ChEBI: Tofenacin is a diarylmethane.

Manufacturing Process

A mixture of 39.5 grams of 2-methylbenzhydrol, 200 ml of β-chloroethanol and 10 ml of concentrated hydrochloric acid is boiled under reflux for 4 hours. After cooling, the reaction mixture is poured into water and extracted with petroleum ether (boiling range 40° to 60°C). The layers are separated and the ethereal solution dried with sodium sulfate. It is then filtered. The filtrate is concentrated by evaporation of the solvent. The residue is distilled under reduced pressure to give 51.0 grams (yield 98%) of β-chloroethyl-2- methylbenzhydryl ether, boiling at 156° to 158°C/2.5 mm. A mixture of 51 grams of β-chloroethyl-2-methylbenzhydryl ether and 35 grams of methylamine in 140 ml of methanol is heated for 6 hours in a closed vessel at a temperature of 125° to 135°C. After cooling, the reaction mixture is poured into water and extracted with petroleum ether (boiling range 40° to 60°C). The ether layer is separated and washed with a 2 N hydrochloric acid solution. The acidic layer is made alkaline and extracted with ether. The ethereal solution is separated and dried with sodium sulfate. After filtration, the solvent is evaporated and the residue distilled under reduced pressure. There is thus obtained 40 grams (yield 80%) of N-methylaminoethyl-2- methylbenzhydrylether boiling at 139° to 143°C/0.7 mm.
The base is dissolved in anhydrous ether, and an ethereal solution of hydrochloric acid is added to form the hydrochloride of N-methylaminoethyl-2- methylbenzhydryl ether. The salt is crystallized from a mixture of ethanol and ether. Yield is 36 grams (78%); melting point 147° to 148°C.

Therapeutic Function

Psychostimulant

tofenacin Preparation Products And Raw materials

Raw materials

Preparation Products

tofenacin Suppliers

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tofenacin N-Methyl-2-[(o-methyl-a-phenylbenzyl)oxy]ethylamine Demethylorphenadrine N-Demethylorphenadrine N-Desmethylorphenadrine N-Methyl-2-[(2-methylphenyl)phenylmethoxy]ethanamine Tofenacine N-Methyl-2-[(o-methyl-α-phenylbenzyl)oxy]ethanamine N-Methyl-2-[(o-methyl-α-phnylbenzyl)oxy]ethanamine Nororphenadrine N-Methyl-2-[(o-Methyl-α-phenylbenzyl)oxy]ethylaMine Tofenacin Hydrochloride Salt Ethanamine, N-methyl-2-[(2-methylphenyl)phenylmethoxy]- Tofenacin DISCONTINUED. Please see T528500. N-Desmethyl Orphernadrine N-Methyl-2-(phenyl(o-tolyl)methoxy)ethan-1-amine N-DESMETHYL ORPHERDRINE 15301-93-6 Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Amines Aromatics