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A Process For Preparation Of Highly Pure Edaravone

Abstract: A PROCESS FOR PREPARATION OF HIGHLY PURE EDARAVONE The present invention provides a process for preparation of edaravone. The process according to the present invention involves a reaction of phenylhydrazine with alkylacetoacetate followed by adjusting the pH of the reaction mass between 7.5 and 8.0 using acid to obtain edaravone. The present invention also provides a process for preparation of pure edaravone.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
16 November 2020
Publication Number
20/2022
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

Gland Pharma Limited
Survey No. 143 to 148, 150 &151, Near Gandimaisamma X Roads, D.P. Pally, Dundigal Manda], RR District Hyderabad, Telangana — 500 043

Inventors

1. CHIDAMBARAM SUBRAMANIAN VENKATESAN
Gland Pharma Limited, Survey No. 143 to 148, 150 &151, Near Gandimaisamma X Roads, D.P. Pally, Dundigal Manda], RR District Hyderabad, Telangana — 500 043
2. SINGARAM SATHIYANARAYANAN
Gland Pharma Limited, Survey No. 143 to 148, 150 &151, Near Gandimaisamma X Roads, D.P. Pally, Dundigal Manda], RR District Hyderabad, Telangana — 500 043
3. MALLIKARJUNA RAO CHAGANTI
Gland Pharma Limited, Survey No. 143 to 148, 150 &151, Near Gandimaisamma X Roads, D.P. Pally, Dundigal Manda], RR District Hyderabad, Telangana — 500 043

Specification

We Claim:
1. A process for preparation of edaravone comprising;
a) treating phenyl hydrazine acid addition salt with base followed by a reaction with alkylacetoacetate,
b) adjusting pH of the reaction mass obtained in step (a) between 7.5 and 8.0 using acid and
c) isolation.
2. The process according to claim 1, wherein the base used in step (c) is selected from sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide and magnesium hydroxide.
3. The process according to claim 1, wherein the alkylacetoacetate is selected from methylacetoacetate and ethylacetoacetate.
4. The process according to claim 1, wherein the pH of the reaction mass is adjusted between 7.5 and 8.0 using acid selected from HC1, H2SO4 and acetic acid in step (b).
5. The process according to claim 4, wherein the pH is adjusted between 7.8 and 8.0.
6. The process according to claim 4, wherein the acid is aqueous hydrochloric acid.
7. A process for preparation of pure edaravone comprising;
a) Dissolving edaravone in alcoholic solvent under heating,
b) Cooling the solution obtained in step (a) and
c) Isolation.
8. The process according to claim 7, wherein the alcohol solvent is methanol, ethanol and propanol.
9. The process according to claim 7, wherein the solution is cooled to 0-10°C in step (b).
10. The process according to claim 7, wherein the pure edaravone is characterized by x-RPD values comprising 9.7, 11.2, 12.6, 13.5, 14.7, 16.7, 17.2, 18.0, 19.1, 19.7, 21.3, 23.3, 23.8, 24.3, 25.3 and 26.4 ±0.2e.

Documents

Application Documents

# Name Date
1 202041049839-Form5_As Filed_16-11-2020.pdf 2020-11-16
2 202041049839-Form3_As Filed_16-11-2020.pdf 2020-11-16
3 202041049839-Form2 Title Page_Complete_16-11-2020.pdf 2020-11-16
4 202041049839-Form1_As Filed_16-11-2020.pdf 2020-11-16
5 202041049839-Drawing_As Filed_16-11-2020.pdf 2020-11-16
6 202041049839-Description Complete_As Filed_16-11-2020.pdf 2020-11-16
7 202041049839-Correspondence_As Filed_16-11-2020.pdf 2020-11-16
8 202041049839-Claims_As Filed_16-11-2020.pdf 2020-11-16
9 202041049839-Abstract_As Filed_16-11-2020.pdf 2020-11-16
10 202041049839-FORM 13 [21-10-2024(online)].pdf 2024-10-21
11 202041049839-FORM 18 [05-11-2024(online)].pdf 2024-11-05