24370-84-1

Basic information

• Product Name: Butanoic acid, 3-oxo-, 2-phenylethyl ester
• CAS NO: 24370-84-1
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 24370-84-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-oxo-, 2-phenylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-oxo-, 2-phenylethyl ester(24370-84-1)
• EPA Substance Registry System: Butanoic acid, 3-oxo-, 2-phenylethyl ester(24370-84-1)

Safety Data

• Hazardous Substances Data: 24370-84-1(Hazardous Substances Data)

Upstream product

• 1694-31-1 tert-butyl acetoacetate 
• 60-12-8 2-phenylethanol 
• 42490-66-4 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 105-45-3 acetoacetic acid methyl ester 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 122-97-4 3-Phenyl-1-propanol 
• 674-82-8 4-methyleneoxetan-2-one 
• 103-45-7 acetic acid phenethyl ester 

Downstream Products

• 1342885-01-1 di(phenethyl) 4-(5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 1342885-01-1 di(phenethyl) 4-(4-chloro-1H-imidazol-5-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 49679-97-2 2-phenylethyl 3-amino-2-butenoate 
• 1000684-25-2 ethyl phenethyl 1,4-dihydro-2,6-dimethyl-4-(1-methyl-4,5-dichloroimidazole-2-yl)-3,5-pyridine dicarboxylate 
• 118431-38-2 1,6-Dimethyl-4-(2-nitro-phenyl)-3-thiophen-2-yl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid phenethyl ester 

Relevant articles and documents

NEW ANALOGS AS ANDROGEN RECEPTOR AND GLUCOCORTICOID RECEPTOR MODULATORS

The present invention relates to novel dihydropyridine derivatives of formula (I): as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathological conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing's syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism.

An efficient synthesis of β-ketoesters via transesterification and its application in Biginelli reaction under solvent-free, catalyst-free conditions

A simple and efficient transesterification process for the synthesis of β-ketoester derivatives has been achieved by the reaction of methyl β-ketoester with higher alcohols at 110 C under solvent-free, catalyst-free conditions and its application in synthesis of 3,4-dihydropyrimidin-2(1H)-ones C-5 ester derivatives via Biginelli reaction has been described.

Design and synthesis of new 1,4-dihydropyridines containing 4(5)-chloro-5(4)-imidazolyl substituent as a novel calcium channel blocker

New analogues of nifedipine, in which the ortho-nitro phenyl group at position 4 has been replaced by 4(5)-chloro-5(4)-imidazolyl substituent and which are able to interact with the receptor by hydrogen binding were designed, synthesized, and evaluated as calcium channel antagonists. The designed dihydropyridines were synthesized using the Hantzsch condensation and evaluated as calcium channel antagonists using the high K+ contraction of guineapig ileal longitudinal smooth muscle. A docking study was performed using the AutoDock4 program, and QSAR equations were obtained using multilinear regression. Our computational studies indicated that the oxygen of the ester (O10) and the N3′ of the imidazole ring form a hydrogen bonding interaction with the NH of HIS 363 and NH of LYS354, respectively, and that the sum of the BEHp5 and RDF075p are the most significant descriptors. The results of calcium channel antagonist evaluation demonstrated that increasing the chain length in C3 and C5 ester substituents increased activity. The most potent compound was the bis-phenylpropyl ester (5l) derivative, in that it was more active than the reference drug nifedipine and that the bis-phenylethyl ester (5k) derivative had comparable activity with nifedipine. The present research revealed that the 4(5)-chloro-5(4)-imidazolyl moiety is a bioisoster of o-nitrophenyl in nifedipine and provided novel dihydropyridines with more activity as calcium channel antagonists.