144036-19-1

Basic information

• Product Name: 3-(CYCLOPENTYLOXY)-4-METHOXYBENZOYL CHLORIDE
• Synonyms: BUTTPARK 95\04-44;3-(CYCLOPENTYLOXY)-4-METHOXYBENZOYL CHLORIDE
• CAS NO: 144036-19-1
• Molecular Formula: C₁₃H₁₅ClO₃
• Molecular Weight: 254.71
• Mol File: 144036-19-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 372.8°Cat760mmHg
• Flash Point: 151.5°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 9.39E-06mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 3-(CYCLOPENTYLOXY)-4-METHOXYBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(CYCLOPENTYLOXY)-4-METHOXYBENZOYL CHLORIDE(144036-19-1)
• EPA Substance Registry System: 3-(CYCLOPENTYLOXY)-4-METHOXYBENZOYL CHLORIDE(144036-19-1)

Safety Data

• Hazardous Substances Data: 144036-19-1(Hazardous Substances Data)

Usage

General Description

3-(Cyclopentyloxy)-4-methoxybenzoyl chloride is a chemical compound with the molecular formula C14H15ClO3. It is a benzoyl chloride derivative that contains a cyclopentyloxy group and a methoxy group. Benzoyl chlorides are important intermediates in organic synthesis, and this particular compound can be used in the preparation of various pharmaceuticals, agrochemicals, and other organic compounds. Its reactivity and ability to form bonds with other molecules make it a versatile building block for the synthesis of complex organic molecules.

InChI:InChI=1/C13H15ClO3/c1-16-11-7-6-9(13(14)15)8-12(11)17-10-4-2-3-5-10/h6-8,10H,2-5H2,1H3

Upstream product

• 144036-17-9 3-cyclopentyloxy-4-methoxy benzoic acid 
• 621-59-0 isovanillin 
• 137-43-9 Cyclopentyl bromide 
• 67387-76-2 3-cyclopentyloxy-4-methoxybenzylaldehyde 
• 14989-32-3 thioyl chloride 
• 6702-50-7 3-hydroxy-4-methoxybenzoate 
• 154464-24-1 methyl 3-(cyclopentyloxy)-4-methoxybenzoate 

Downstream Products

• 144035-83-6 piclamilast 
• 144035-58-5 N-(2-methylthiophenyl)-3-cyclopentyloxy-4-methoxybenzamide 

Relevant articles and documents

Discovery of N-Alkyl Catecholamides as Selective Phosphodiesterase-4 Inhibitors with Anti-neuroinflammation Potential Exhibiting Antidepressant-like Effects at Non-emetic Doses

Depression involving neuroinflammation is one of the most common disabling and life-threatening psychiatric disorders. Phosphodiesterase 4 (PDE4) inhibitors produce potent antidepressant-like and cognition-enhancing effects. However, their clinical utilit

Synthesis and evaluation of clioquinol-rolipram/roflumilast hybrids as multitarget-directed ligands for the treatment of Alzheimer's disease

Considering the importance of PDE4D inhibition and the modulation of biometals in Alzheimer's disease (AD) therapeutics, we have designed, synthesized and evaluated a series of new clioquinol-rolipram/roflumilast hybrids as multitarget-directed ligands fo

Synthesis, biological evaluation, and molecular modeling of new 3-(cyclopentyloxy)-4-methoxybenzaldehyde O-(2-(2,6-dimethylmorpholino)-2- oxoethyl) oxime (GEBR-7b) related phosphodiesterase 4D (PDE4D) inhibitors

A new series of 3-(cyclopentyloxy)-4-methoxyphenyl derivatives, structurally related to our hit GEBR-4a (1) and GEBR-7b (2), has been designed by changing length and functionality of the chain linking the catecholic moiety to the terminal cycloamine portion. Among the numerous molecules synthesized, compounds 8, 10a, and 10b showed increased potency as PDE4D enzyme inhibitors with respect to 2 and a good selectivity against PDE4A4, PDE4B2, and PDE4C2 enzymes, without both cytotoxic and genotoxic effects. The ability to enhance cAMP level in neuronal cells was assessed for compound 8. SAR considerations, also confirmed by in silico docking simulations, evidenced that both chain and amino terminal function characterized by higher hydrophilicity are required for a good and selective inhibitor-catalytic pocket interaction.