3703-76-2 Usage
Originator
Hustazol,Yoshitomi,Japan,1972
Uses
Cloperastine Hydrochloride (C587213) is an anti-tussive drug as an over-the-counter cold medicine.
Manufacturing Process
The manufacture of a related compound is first described. 28.1 parts of pchloro-benzhydryl bromide are heated to boiling, under reflux and with
stirring, with 50 parts of ethylene chlorohydrin and 5.3 parts of calcined
sodium carbonate. The reaction product is extracted with ether and the
ethereal solution washed with water and dilute hydrochloric acid. The residuefrom the solution in ether boils at 134° to 137°C under 0.2 mm pressure and
is p-chloro-benzhydryl-(β-chloroethyl)ether.28.1 parts of this ether are heated with 12 parts of methylethylamine (100%)
in a sealed tube for 4 hours at 110°C. The product of the reaction is extracted
several times with dilute hydrochloric acid, the acid solution made alkaline, in
the cold, with concentrated caustic soda solution and the base which
separates taken up in ether. The ether extract is washed with concentrated
potassium carbonate solution, evaporated down, and the residue distilled in
vacuo. The product is β-methylethyl aminoethyl p-chlorobenzhydryl ether, BP
152° to 153°C/0.1 mm.
Reaction with dimethylethylamine instead of methylethylamine leads directly
to a quaternary compound, which type of compound can also be obtained by
reacting the tertiary aminoethyl ether with reactive esters
If 18 parts of piperidine are used instead of 12 parts of methylethylamine
then the same procedure results in the formation of p-chloro-benzyhydril-(β-
piperidino-ethyl)ether, boiling at 178° to 180°C under 0.15 mm pressure.
Therapeutic Function
Antitussive
Check Digit Verification of cas no
The CAS Registry Mumber 3703-76-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,0 and 3 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3703-76:
(6*3)+(5*7)+(4*0)+(3*3)+(2*7)+(1*6)=82
82 % 10 = 2
So 3703-76-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H24ClNO/c21-19-11-9-18(10-12-19)20(17-7-3-1-4-8-17)23-16-15-22-13-5-2-6-14-22/h1,3-4,7-12,20H,2,5-6,13-16H2
3703-76-2Relevant articles and documents
A left hand chlorine paipai Si Tingfenoak acid preparation method of the
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Paragraph 0058; 0117-0122; 0161; 0172; 0187; 0202, (2017/08/25)
The invention discloses a preparation method of levo cloperastine fendizoate, which comprises the following steps: carrying out nucleophilic substitution reaction on 4-chlorobenzhydrol and 2-chloroethanol in a benzene organic solvent, so that an intermediate product is obtained; reacting the intermediate product with piperidine, so that racemic cloperastine is obtained; resolving the racemic cloperastine by using a resolving agent in a fatty alcohol solvent, so that levo cloperastine is obtained; and carrying out salt forming reaction on the levo cloperastine and a fendizoic acid, so that levo cloperastine fendizoate is obtained, wherein the resolving agent is an R-substituted dibenzoyl-L-tartaric acid, and R refers to alkyl, alkoxy, -Cl, -F, -Br or -H. In the method provided by the invention, in a fatty alcohol solvent, an R-substituted dibenzoyl-L-tartaric acid is adopted as a resolving agent for carrying out resolving on racemic cloperastine, and the resolving yield is high, so that the obtained levo cloperastine fendizoate has high optical purity, and has a high product yield.
