586347-53-7

Basic information

• Product Name: 1H-Pyrrolizine-5-acetic acid, 6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-, 4-(nitrooxy)butyl ester
• CAS NO: 586347-53-7
• Molecular Formula: C27H29ClN2O5
• Molecular Weight: 496.991
• Mol File: 586347-53-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrolizine-5-acetic acid, 6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-, 4-(nitrooxy)butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolizine-5-acetic acid, 6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-, 4-(nitrooxy)butyl ester(586347-53-7)
• EPA Substance Registry System: 1H-Pyrrolizine-5-acetic acid, 6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-, 4-(nitrooxy)butyl ester(586347-53-7)

Safety Data

• Hazardous Substances Data: 586347-53-7(Hazardous Substances Data)

Upstream product

• 133111-56-5 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine 
• 156897-06-2 licofelone 
• 116673-95-1 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole 
• 116673-94-0 4-chloro-3,3-dimethylbutyronitrile 
• 100-44-7 benzyl chloride 
• 912341-47-0 4-bromobutyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetate 
• 1310936-45-8 C₂₃H₁₉Cl₂NO₂ 

Relevant articles and documents

Licofelone-nitric oxide donors as anticancer agents

Five licofelone ([2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H- pyrrolizin-5-yl]acetic acid) nitric oxide donor conjugates were developed by a parallel synthesis approach. The biological screening revealed that compounds with a propyl (6b), butyl (6c), or octyl (6d) chain between licofelone and the nitric oxide donor exhibited high antiproliferative potency at MCF-7 and MDA-MB-231 breast cancer as well as at HT-29 colon cancer cells. Moreover, 6b-d possessed at least 2-fold higher cytotoxicity at MDA-MB-231 cells than the parent compound licofelone although they showed less inhibitory activity at COX-1 and COX-2. A correlation between COX inhibition and growth inhibitory properties is not visible. However, the high levels of nitric oxide production of the compounds may result in their high cytotoxic activity. Non-steroidal anti-inflammatory drugs possessing nitric oxide donors are promising anti-inflammatory and anticancer drugs. Herein, a series of licofelone-nitric oxide donors was synthesized and evaluated for their primary biological activities.