75618-39-2

Basic information

• Product Name: 5-PYRIDIN-4-YLCYCLOHEXANE-1,3-DIONE
• Synonyms: 5-PYRIDIN-4-YLCYCLOHEXANE-1,3-DIONE
• CAS NO: 75618-39-2
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.213
• Mol File: 75618-39-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 377.6 °C at 760 mmHg
• Flash Point: 185.5 °C
• Appearance: /
• Density: 1.206 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-PYRIDIN-4-YLCYCLOHEXANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PYRIDIN-4-YLCYCLOHEXANE-1,3-DIONE(75618-39-2)
• EPA Substance Registry System: 5-PYRIDIN-4-YLCYCLOHEXANE-1,3-DIONE(75618-39-2)

Safety Data

• Hazardous Substances Data: 75618-39-2(Hazardous Substances Data)

Usage

General Description

5-Pyridin-4-ylcyclohexane-1,3-dione is a chemical compound with the molecular formula C11H13NO2. It is also known by the name "4-pyridylcyclohexane-1,3-dione" and is a white to off-white crystalline powder. 5-Pyridin-4-ylcyclohexane-1,3-dione is used in the pharmaceutical industry as a starting material for the synthesis of various drugs and pharmaceuticals. It is also used in the development of new chemical entities for medicinal and therapeutic purposes. 5-Pyridin-4-ylcyclohexane-1,3-dione is a versatile building block in organic synthesis, enabling the production of a wide range of chemical compounds with diverse applications. It is important for research and development in the field of medicinal chemistry and drug discovery.

Upstream product

• 153254-97-8 (E)-4-(pyridin-4-yl)but-3-en-2-one 
• 105-53-3 diethyl malonate 
• 144155-79-3 ethyl 6-(4-pyridinyl)-2-hydroxy-4-oxo-2-cyclohexene-1-carboxylate monosodium salt 
• 94445-75-7 4-(pyridin-4-yl)-3-buten-2-one 
• 872-85-5 pyridine-4-carbaldehyde 

Relevant articles and documents

Targeting the colchicine site in tubulin through cyclohexanedione derivatives

Cyclohexanedione derivatives represent a new family of colchicine-site binders that were identified through a ligand-based virtual screening approach. Structural modifications have now been performed at both distal sites of our identified hit [2-(1-((2-methoxyphenyl)amino)ethylidene)-5-phenylcyclohexane-1,3-dione (4)] in order to improve tubulin binding affinity, anti-proliferative activity and/or aqueous solubility. The results obtained indicate that the 2-methoxyphenyl ring, the fragment located closer to the αβ-tubulin interface according to docking studies, is the one that allows structural variation in order to improve the Ka value against tubulin (as in compound 20a with a Ka = 1.3 × 107 M-1, analogous to colchicine) or to improve aqueous solubility, as in compound 22c, being more than 10 times more soluble than the previous hit 4.

Synthesis and Antimalarial Properties of 1-Imino Derivatives of 7-Chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and Related Structures

To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates.Among structural modifications prepared, including N10-alkyl and C2-substituted analogs, removal of the C9 oxygen, and introduction of an imino side chain at C9, the imines of the N10-H acridinediones were the most active compounds obtained.The imino derivative of7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.