Basic information Safety Supplier Related

tofenacin

Basic information Safety Supplier Related

tofenacin Basic information

Product Name:
tofenacin
Synonyms:
  • 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
CAS:
15301-93-6
MF:
C17H21NO
MW:
255.35
EINECS:
239-338-0
Product Categories:
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Amines
  • Aromatics
Mol File:
15301-93-6.mol
More
Less

tofenacin Chemical 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
More
Less

tofenacin Usage And Synthesis

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

tofenacinSupplier

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Clearsynth Labs Limited
Tel
+91-22-26355700
Email
info@clearsynth.com
BOC Sciences
Tel
16314854226
Email
info@bocsci.com