1093235-08-5

Basic information

• Product Name: N-[3-oxolup-20⁽²⁹⁾-en-28-oyl]benzylamine
• Synonyms: N-[3-oxolup-20⁽²⁹⁾-en-28-oyl]benzylamine
• CAS NO: 1093235-08-5
• Molecular Weight: 543.833
• Mol File: 1093235-08-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-[3-oxolup-20⁽²⁹⁾-en-28-oyl]benzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[3-oxolup-20⁽²⁹⁾-en-28-oyl]benzylamine(1093235-08-5)
• EPA Substance Registry System: N-[3-oxolup-20⁽²⁹⁾-en-28-oyl]benzylamine(1093235-08-5)

Safety Data

• Hazardous Substances Data: 1093235-08-5(Hazardous Substances Data)

Upstream product

• 475562-47-1 3β-hydroxy-N-benzyl-lup-20(29)-en-28-oic amide 
• 917869-61-5 3β-acetyloxy-N-benzyl-lup-20(29)-en-28-oic amide 
• 10376-50-8 3-O-acetylbetulinic acid 
• 472-15-1 Betulinic acid 
• 100-46-9 benzylamine 
• 150841-01-3 betulonic acid chloride 

Relevant articles and documents

Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds

The betulinic acid-derived hydroxamates 5-18, the amides 19-24, and betulin-derived bis-carbamates 25-28 as well as the carbamates 31-40 and 44-48 were prepared and evaluated for their antiproliferative activity in a photometric sulforhodamine B (SRB) assay against several human cancer cell lines and nonmalignant mouse fibroblasts (NIH 3T3). While for 3-O-acetyl hydroxamic acid 5 EC50 values as low as EC50 = 1.3 μM were found, N,O-bis-alkyl substituted hydroxamates showed lowered cytotoxicity (EC50 = 16-20 μM). In general, hydroxamic acid derivatives showed only reduced selectivity for tumor cells, except for allyl substituted compound 13 (EC50 = 5.9 μM for A2780 human ovarian carcinoma cells and EC50 > 30 μM for nonmalignant mouse fibroblasts). The cytotoxicity of betulinic acid derived amides 19-24 and of betulin derived bis-carbamates 25-28 was low, except for N-ethyl substituted 25. Hexyl substituted 39 showed EC50 = 5.6 μM (518A2 cells) while for mouse fibroblasts EC50 > 30 was determined.