113806-05-6 Usage
Description
Olopatadine belongs to a kind of antihistamine reagent. It is a relatively selective H1-receptor antagonist and can inhibit the histamine release process from the mast cell, subsequently leading to temporary relief on the negative symptoms associated with histamine. It is devoid of effects on alpha-adrenergic, dopamine and muscarinic type I and II receptors. Its 0.1% solution can be used for topical administration to the eyes. It is indicated for the treatment of itching associated with allergic conjunctivitis.
Originator
Patanol,Alcon,UK
Uses
Different sources of media describe the Uses of 113806-05-6 differently. You can refer to the following data:
1. Olopatadine is a dual acting histamine H1-receptor antagonist and mast cell stabilizer. Antiallergic; antihistaminic.
2. Anti-allergic.
Manufacturing Process
402.4 g of phthalide and 200 g of sodium chloride and equal molecular
quantity of p-hydroxyphenyl acetic acid are mixed with one another and
stirred at 150°C for 6 hours. After completion of the reaction, the mixture is
cooled until the temperature is brought back to room temperature, 4 L of
aqueous 10% acetic acid solution is added thereto and the mixture is allowed
to stand at room temperature overnight. After stirring the mixture at room
temperature for 3 hours, deposited crystals are separated by filtration, and 6
L of water is added thereto. After stirring the mixture at room temperature for
30 minutes, the deposited crystals are separated by filtration. After the
addition of 3 L of toluene to the crystals, the mixture is stirred at room
temperature for one hour. The crystals are separated by filtration and dried
over heating under reduced pressure to yield of 2-(4-acetoxyphenoxy)benzoic
acid.
266.0 g of trifluoroacetic anhydride is added to the equal molecular quantity
of 2-(4-acetoxyphenoxy)benzoic acid suspended in 5.0 L of methylene chloride
and thereto. After stirring the mixture at room temperature for one hour, 19.4
g of boron trifluoride-ethylether complex is added thereto and the mixture is
stirred at room temperature for two hours. The reaction solution is poured
into ice water. After an organic solvent layer is separated from the mixture,
the organic layer is washed with diluted aqueous sodium hydroxide solution
and water, dried over anhydrous magnesium sulfate and concentrated under
reduced pressure to obtain 335.3 g of methyl 11-oxodibenz[b,e]oxepin-2-
carboxylate as a white crystal melting point 130°-132°C
Methyl 11-methylene-6,11-dihydrodibenz-[b,e]oxepin-2-acetate.
In 100 ml of tetrahydrofuran is suspended 25 g of
methyltriphenylphosphonium bromide and 40 ml of 1.6 N n-butyl lithium
hexane solution is dropwise added thereto under a nitrogen atmosphere and
ice-cooling. After stirring the mixture under ice-cooling for 30 minutes, a
solution obtained by dissolving equal molar quantity of 11-oxo-6,11-
dihydrodibenz[b,e]oxepin-2-acetic acid in 250 ml of tetrahydrofuran is
dropwise added thereto and the mixture is stirred at room temperature for
two hours. The solvent is distilled away under reduced pressure and the
residue is purified by column chromatography on silica gel (eluent:
hexane:ethyl acetate = 3:1) to obtain the desired product as a colorless oily matter.
Brand name
Patanol (Alcon).
Therapeutic Function
Antiallergic
References
https://www.drugbank.ca/drugs/DB00768
http://www.rxlist.com/patanol-drug/clinical-pharmacology.htm
https://en.wikipedia.org/wiki/Olopatadine
Check Digit Verification of cas no
The CAS Registry Mumber 113806-05-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,3,8,0 and 6 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 113806-05:
(8*1)+(7*1)+(6*3)+(5*8)+(4*0)+(3*6)+(2*0)+(1*5)=96
96 % 10 = 6
So 113806-05-6 is a valid CAS Registry Number.
113806-05-6Relevant articles and documents
Method for producing ester compound
-
Paragraph 0058; 0059, (2021/01/11)
The present invention relates to a method for producing an ester compound. The present invention addresses the problem of industrially advantageously producing 11-oxo-6, 11-dihydrodibenzo [b, e] oxepin-2-tert-butyl acetate which is an intermediate for the production of olopatadine. In the present invention, the 11-oxo-6, 11-dihydrodibenzo [b, e] oxepin-2-tert-butyl acetate can be produced by reacting 11-oxo-6, 11-dihydrodibenzo [b, e] oxepin-2-acetic acid, tert-butyl alcohol and di-tert-butyl dicarbonate in the presence of dimethylaminopyridine or N-methylimidazole and one or more bases selected from triethylamine, pyridine, diisopropylethylamine and dimethylaniline. Furthermore, the olopatadine can be produced by a reaction with 3dimethylaminopropyl magnesium chloride, a dehydration reaction, and a deesterification reaction.
A high active organic zinc reagent for the preparation of the new method of olopatadine hydrochloride
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Paragraph 0027; 0036-0038; 0042-0051; 0054-0056, (2018/03/09)
The invention discloses a novel method for preparing olopatadine hydrochloride. The method comprises the steps as follows: (1) high-activity zinc and 3-bromo-N,N-dimethylpropylamine form an organic zinc reagent (I); (2) the organic zinc reagent is eliminated after electrophilic substitution with isoxepac (II) to form olopatadine (III); (3) the olopatadine with higher purity is obtained through recrystalization of the olopatadine, wherein structural formulas of the organic zinc reagent (I), the isoxepac (II) and the olopatadine (III) are as follows.
A process for the preparation of olopatadine hydrochloride
-
, (2016/10/08)
The invention relates to a method for preparing a compound, namely, olopatadine hydrochloride. The method specifically comprises the following steps: by taking 2-chloromethyl methyl benzoate and methyl 4-hydroxyphenylacetate as initial raw materials, performing etherification, hydrolysis and cyclization, further performing wittig reaction, and salifying, thereby synthesizing olopatadine hydrochloride. The process is gentle in process reaction condition, acetic anhydride is adopted to replace polyphosphoric acid, a hydrochloric acid organic solvent is adopted to effectively split Z/E type olopatadine so as to obtain olopatadine hydrochloride, conversion of Z/E configuration is effectively achieved after an E configuration byproduct is treated by using concentrated hydrochloric acid, the yield of olopatadine hydrochloride is increased, the product purity is good, and the feasibility of industrialization production is greatly improved.
