Betulinic acid derivatives

US8022055B2 · kind B2 · utility

Assignee

• Dabur Pharma Limited · IN

Inventors

• Rama Mukherjee · Sidhauli, IN
• Sanjay Kumar Srivastava · Delhi, IN
• Mohammad Jamshed Ahmad Siddiqui · Ghaziabad, IN
• Manu Jaggi · Barwala, IN
• Anu T. Singh · Mountain View, US
• Anand Vardhan · Delhi, IN
• Manoj Kumar Singh · Sayla, IN
• Praveen Rajendran · Ghaziabad, IN
• Hemant Kumar Jajoo · Sidhauli, IN
• Anand C. Burman · Ghaziabad, IN
• Vivek Kumar · Delhi, IN
• Nidhi Rani · Sidhauli, IN
• Shiv Kumar Agarwal · Chennai, IN

Key dates

• Filing date: Dec 29, 2005
• Grant date: Sep 20, 2011
• Expiry date: Feb 12, 2028

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12Q1/703
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to novel betulinic acid derivatives of formula (I), wherein R is C(═CH2)CH3 or CH(CH3)2; R2 together with the adjacent carbonyl group forms a carboxylic acid, carboxylic acid ester or amide or substituted amide; R3 or R4 are hydrogen or aryl with the proviso that both are not independently hydrogen or alkyl or R3 and R4 are combined together to form an aryl ring optionally substituted with a group X, wherein X is selected from halogen, alkyl, cyano, nitro, alkoxy, amino or substituted amine; Y is N or O; and R1 is zero when Y is O, and R1 is hydrogen, alkyl or aryl alkyl when Y is N, useful for inhibition of tumor cancer cells.