690988-44-4

Basic information

• Product Name: ethyl 4-[(2-propylpentanoyl)amino]benzoate
• Synonyms: ethyl 4-[(2-propylpentanoyl)amino]benzoate
• CAS NO: 690988-44-4
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.3853
• Mol File: 690988-44-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 4-[(2-propylpentanoyl)amino]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-[(2-propylpentanoyl)amino]benzoate(690988-44-4)
• EPA Substance Registry System: ethyl 4-[(2-propylpentanoyl)amino]benzoate(690988-44-4)

Safety Data

• Hazardous Substances Data: 690988-44-4(Hazardous Substances Data)

Upstream product

• 2936-08-5 valproyl chloride 
• 23239-88-5 benzocaine hydrochloride 
• 94-09-7 p-aminoethylbenzoate 
• 99-66-1 valproic acid 
• 17022-31-0 ethyl 2-propylpentanoate 

Downstream Products

• 1610368-79-0 N-(4-(hydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-75-7 N-(4-(2-benzylidenehydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-76-8 N-(4-(2-4-chlorobenzylidenehydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-77-9 N-(4-(2-4-hydroxybenzylidenehydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-78-0 N-(4-(2-4-nitrobenzylidenehydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-79-1 N-(4-(2-4-methoxybenzylidenehydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-80-4 N-(4-(2-(1-phenylethylidene)hydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-81-5 N-(4-(2-(1-(4-chlorophenyl)ethylidene)hydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-82-6 N-(4-(2-(1-(4-hydroxyphenyl)ethylidene)hydrazinecarbonyl)phenyl)-2-propylpentanamide 
• 1638254-83-7 N-(4-(2-(1-(4-nitrophenyl)ethylidene)hydrazinecarbonyl)-phenyl)-2-propylpentanamide 

Relevant articles and documents

Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clinical trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogues incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC50 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86 was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Molecular modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.