6038-49-9

Basic information

• Product Name: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
• Synonyms: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one;9b-(p-Chlorophenyl)-1,2,3,9b-tetrahydro-5H-iMidazo[2,1-a]isoindol-5-one;9B-(4-Chlorophenyl)-2,3-Dihydro-1H-Imidazo[2,1-A]Isoindol-5(9Bh)-One
• CAS NO: 6038-49-9
• Molecular Formula: C₁₆H₁₃ClN₂O
• Molecular Weight: 284.745
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 6038-49-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 166-168℃
• Appearance: /
• Density: 1.42
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(6038-49-9)
• EPA Substance Registry System: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(6038-49-9)

Safety Data

• Hazardous Substances Data: 6038-49-9(Hazardous Substances Data)

Usage

Uses

9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one is used in the preparation of imidazoisoindoles and their analogs for the treatment of respiratory syncytial virus infections.

Upstream product

• 85-56-3 2-(4-chlorobenzoyl)benzoic acid 
• 107-15-3 ethylenediamine 

Downstream Products

• 22590-16-5 9b-(4-chloro-phenyl)-1-(toluene-4-sulfonyl)-1,2,3,9b-tetrahydro-imidazo[2,1-a]isoindol-5-one 
• 22232-71-9 Mazindol 
• 23864-93-9 4'-chloro-2-(imidazolin-2-yl)benzophenone hydrochloride 
• 477886-54-7 C₂₄H₁₉ClN₂O₃ 
• 477886-49-0 C₂₄H₁₉ClN₂O₂ 

Relevant articles and documents

The discovery of 1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones as a new class of respiratory syncytial virus (RSV) fusion inhibitors. Part 1

Respiratory syncytial virus (RSV) is a major cause of respiratory tract infections in infants, young children and adults. Compound 1a (9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one) was identified as an inhibitor of A and B strains of RSV targeting the fusion glycoprotein. SAR was developed by systematic exploration of the phenyl (R1) and benzoyl (R2) groups. Furthermore, introduction of a nitrogen at the 8-position of the tricyclic core resulted in active analogues with improved properties (aqueous solubility, protein binding and log D) and excellent rat pharmacokinetics (e.g., rat oral bioavailability of 89% for compound 17).

Discovery of the first M5-selective and CNS penetrant negative allosteric modulator (NAM) of a muscarinic acetylcholine receptor: (S)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydro-1 H -imidazo[2,1- a ]isoindol-5(9b H)-one (ML375)

A functional high throughput screen and subsequent multidimensional, iterative parallel synthesis effort identified the first muscarinic acetylcholine receptor (mAChR) negative allosteric modulator (NAM) selective for the M5 subtype. ML375 is a

Polycyclic amino derivatives of pyrrolidone and piperidone

A series of compounds of the formula STR1 have been found to exhibit useful pharmacological properties, e.g. antiinflammatory and analgetic activity.