IP Library Granted Patent US 9,873,699
Granted Patent B1
US 9,873,699 · App. 15/462,744 · Granted Jan 23, 2018

Anti-cancer agents

Inventors: Abdulrahman I. Almansour (Riyadh, SA); Natarajan Arumugam (Riyadh, SA); Raju Suresh Kumar (Riyadh, SA); Periasamy Vaiyapuri Subbarayan (Riyadh, SA); Ali Abdullah Alshatwi (Riyadh, SA); Jegan Athinarayanan (Riyadh, SA)
Assignee: KING SAUD UNIVERSITY
C07D471/20
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Quick Facts
Patent No.
US 9,873,699
App. No.
15/462,744
Granted
Jan 23, 2018
Kind
B1
Abstract

An anti-cancer agent having the formula: wherein Ph is a phenyl group and Ar is an aromatic group independently selected from the group consisting of phenyl, 2-bromophenyl, 4-bromophenyl, 2-chlorophenyl, 2,4, dichlorophenyl, 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2 methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, and 3-nitrophenyl; or a pharmaceutically acceptable salt thereof.

Claims (12)

1. An anti-cancer agent, comprising a dispiropyrrolidine tethered piperidone compound having the formula:

wherein Ph is a phenyl group and Ar is an aromatic group independently selected from the group consisting of phenyl, 2-bromophenyl, 4-bromophenyl, 2-chlorophenyl, 2,4, dichlorophenyl, 4-chlorophenyl, 2-methylphenyl, 3-methyl phenyl, 4-methylphenyl, 2 methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, and 3-nitrophenyl; or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition, comprising the anti-cancer agent according to claim 1 and a pharmaceutically acceptable carrier, excipient or diluent.

3. A method for treating cancer, comprising the step of administering to a patient in need thereof a therapeutically effective amount of the anti-cancer agent for a cancer selected from the group consisting of colon, breast, prostate, and blood cancer according to claim 1 .

4. The method for treating cancer according to claim 3 , wherein the effective amount includes a dose amount that provides an in vivo concentration of about 10 μm to about 100 μm.

5. A method of making the anti-cancer agent of claim 1 , comprising:

providing a reaction mixture including indoline-2,3-dione, L-phenylalanine, and an N-arylidene piperidone derivative compound; and

refluxing the reaction mixture in an organic solvent to yield the dispiropyrrolidine tethered piperidone of claim 1 .

6. The method of making the anti-cancer agent according to claim 5 , wherein a molar ratio of indoline-2, 3-dione:L-phenylalanine:N-arylidene piperidone derivative compound is 2:2:1.

7. The method of making the anti-cancer agent according to claim 5 , wherein the reaction mixture is refluxed for about two hours.

8. The method of making the anti-cancer agent according to claim 5 , wherein the organic solvent is methanol.

9. The method of making the anti-cancer agent according to claim 5 , wherein the N-arylidene piperidone derivative compound includes (3E,5E)-3,5-bis(4-arylbenzylidene)piperidin-4-one.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2017
From: ALMANSOUR, ABDULRAHMAN I., DR.; ARUMUGAM, NATARAJAN, MR.; KUMAR, RAJU SURESH, MR.; SUBBARAYAN, PERIASAMY VAIYAPURI, MR.; ALSHATWI, ALI ABDULLAH, DR.; ATHINARAYANAN, JEGAN, MR.
To: KING SAUD UNIVERSITY
Reel/Frame 041625/0384 →