83051-28-9

Basic information

• Product Name: 5-amino-2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione
• Synonyms: 5-amino-2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione
• CAS NO: 83051-28-9
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.27
• Mol File: 83051-28-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-amino-2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-amino-2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione(83051-28-9)
• EPA Substance Registry System: 5-amino-2-benzyl-2,3-dihydro-1H-isoindole-1,3-dione(83051-28-9)

Safety Data

• Hazardous Substances Data: 83051-28-9(Hazardous Substances Data)

Upstream product

• 3676-85-5 4-aminophthalimide 
• 100-46-9 benzylamine 
• 89-40-7 4-nitrophthalimide 
• 136918-14-4 phthalimide 
• 60283-84-3 2-benzyl-5-nitroisoindoline-1,3-dione 
• 100-39-0 benzyl bromide 

Downstream Products

• 1019339-07-1 C₁₇H₁₃BrN₂O₃ 
• 1313506-39-6 1-(2-benzyl-1,3-dioxoisoindolin-5-yl)-3-((R)-1-phenyl-ethyl)thiourea 
• 1313506-40-9 2-benzyl-5-isothiocyanatoisoindoline-1,3-dione 

Relevant articles and documents

Strategic targeting of multiple water-mediated interactions: A concise and rational structure-based design approach to potent and selective MMP-13 inhibitors

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Development of a non-hydroxamate dual matrix metalloproteinase (MMP)-7/-13 inhibitor

Matrix metalloproteinase 7 (MMP-7) is a member of the MMP superfamily and is able to degrade extracellular matrix proteins such as casein, gelatin, fibronectin and proteoglycan. MMP-7 is a validated target for the development of small molecule drugs against cancer. MMP-13 is within the enzyme class the most efficient contributor to type II collagen degeneration and is a validated target in arthritis and cancer. We have developed the dual MMP-7/-13 inhibitor ZHAWOC6941 with IC50-values of 2.2 μM (MMP-7) and 1.2 μM (MMP-13) that is selective over a broad range of MMP isoforms. It spares MMP-1, -2, -3, -8, -9, -12 and -14, making it a valuable modulator for targeted polypharmacology approaches.

Colorimetric detection of achiral anions and chiral carboxylates by a chiral thiourea-phthalimide dyad

The chiral chemosensor 1, based on a thiourea-activated phthalimide, is available by four reaction steps from 4-nitrophthalimide. 1 detects fluoride, chloride, acetate, and dihydrogen phosphate anions by changes in UV-vis absorption. Fluoride in excess induces deprotonation whereas the other anions show only complex formation in the ground state. 1H-NMR studies confirm the formation of these H-bonded complexes and the fluoride-induced receptor deprotonation in the recognition process. Moderate chiral recognition was observed for sodium d/l-lactate with Kass(d)/Kass(l) = 1.93.