221122-22-1

Basic information

• Product Name: 4-(3-CHLORO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER
• Synonyms: 4-(3-CHLORO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER;Ethyl 4-(3-chlorophenyl)-3-oxobutanoate;3-Chloro-b-oxo-benzenebutanoic acid ethyl ester
• CAS NO: 221122-22-1
• Molecular Formula: C₁₂H₁₃ClO₃
• Molecular Weight: 240.68
• Product Categories: pharmacetical
• Mol File: 221122-22-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 320.591 °C at 760 mmHg
• Flash Point: 125.989 °C
• Appearance: /
• Density: 1.198 g/cm³
• PKA: 10.28±0.46(Predicted)
• CAS DataBase Reference: 4-(3-CHLORO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-CHLORO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER(221122-22-1)
• EPA Substance Registry System: 4-(3-CHLORO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER(221122-22-1)

Safety Data

• Hazardous Substances Data: 221122-22-1(Hazardous Substances Data)

Usage

General Description

4-(3-Chloro-phenyl)-3-oxo-butyric acid ethyl ester is a chemical compound with the molecular formula C12H13ClO3. It is an ethyl ester of 4-(3-chlorophenyl)-3-oxobutyric acid, which is an intermediate in the synthesis of pharmaceutical compounds and also used in chemical research. 4-(3-Chloro-phenyl)-3-oxo-butyric acid ethyl ester is a white to off-white solid that is soluble in organic solvents such as ethanol and acetone. It is primarily used as a building block in the production of various drugs and pharmaceuticals, and it is also used in the research and development of new chemical compounds. Additionally, it may have potential applications in the field of organic synthesis and medicinal chemistry due to its structure and properties.

Upstream product

• 6148-64-7 ethyl potassium malonate 
• 221121-26-2 2-(3-chloro-phenyl)-1-imidazol-1-yl-ethanone 
• 2033-24-1 cycl-isopropylidene malonate 
• 41904-39-6 3-chloro-benzeneacetyl chloride 
• 1878-65-5 3-chlorophenylacetic acid 
• 64-17-5 ethanol 
• 1621689-63-1 C₁₄H₁₃ClO₅ 

Downstream Products

• 1159576-74-5 ethyl (2Z)-3-amino-4-(3-chlorophenyl)but-2-enoate 
• 871569-77-6 3-[2-(3-chlorophenyl)acetyl]-6-hydroxymethyl-2-oxo-2H-1-benzopyran-2-one 
• 221121-50-2 6-(3-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 

Relevant articles and documents

MACROCYCLIC FUSED PYRRAZOLES AS MCL-1 INHIBITORS

Provided are compounds represented by Formula IA: (IA), and the pharmaceutically acceptable salts and solvates thereof, wherein R, R 1a, R 1b, L 1, L 2, L 3, X, A, B and C are as defined as set forth

3,6-Disubstituted coumarins as mechanism-based inhibitors of thrombin and factor Xa

In this work, coumarins were screened on thrombin (THR) and factor Xa (FXa), two of the most promising targets for the development of anticoagulant drugs. This allowed us to highlight compound 30, characterized by a 2,5-dichlorophenyl ester in the 3-position and a chloromethyl moiety in the 6-position, as a very potent THR inhibitor (ki/KI = 37 000 M-1 s-1). Moreover, this compound exhibits good selectivity over FXa (168-fold) and trypsin (54-fold). The mechanism of inactivation was investigated in this series and significantly differs from that previously observed with α-chymotrypsin. Indeed, the addition of hydrazine on the THR-inhibitor complex promotes a partial induced THR reactivation. This reactivation, confirmed by LC/MS, showed the resurgence of the native THR and a new dihydrazide complex. Docking experiments were then efficiently used to explain the trends observed in the enzymatic assays as well as to corroborate the postulated inhibition mechanism. Finally, the cell permeability of our derivatives was estimated using a computational approach.