36932-61-3

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(6-methyl-2-pyridinyl)-
• Synonyms: 1H-Isoindole-1,3(2H)-dione, 2-(6-methyl-2-pyridinyl)-;2-(6-methylpyridin-2-yl)isoindoline-1,3-dione;2-(6-Methyl-2-pyridinyl)-1H-isoindole-1,3(2H)-dione
• CAS NO: 36932-61-3
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.2414
• Mol File: 36932-61-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 433.6±47.0 °C(Predicted)
• Appearance: /
• Density: 1.351±0.06 g/cm3(Predicted)
• PKA: 4.06±0.19(Predicted)
• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(6-methyl-2-pyridinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(6-methyl-2-pyridinyl)-(36932-61-3)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(6-methyl-2-pyridinyl)-(36932-61-3)

Safety Data

• Hazardous Substances Data: 36932-61-3(Hazardous Substances Data)

Usage

Derivative of isoindole-1,3(2H)-dione

The chemical is derived from the parent compound isoindole-1,3(2H)-dione, which is a heterocyclic compound.

2-(6-methyl-2-pyridinyl) substituent

The compound has a specific substituent group attached to the isoindole-1,3(2H)-dione core, which is a 6-methyl-2-pyridinyl group.

Heterocyclic compound

The compound has a cyclic structure containing both oxygen and nitrogen atoms, making it a heterocyclic compound.

Pharmaceutical industry application

The compound is used in the pharmaceutical industry for the synthesis of various drugs.

Potential in medicinal chemistry

The compound has potential applications in the field of medicinal chemistry, possibly leading to the development of new therapeutic agents.

Biological activity

The compound may exhibit biological activity, making it of interest for further research in the development of new therapeutic agents.

Upstream product

• 1824-81-3 2-Amino-6-methylpyridine 
• 85-44-9 phthalic anhydride 

Downstream Products

• 848678-65-9 imidazo[1,5-a]pyridin-5-amine 
• 83592-42-1 2-(6-bromomethylpyridin-2-yl)isoindole-1,3-dione 
• 193470-31-4 6-(methylamino)methyl-2-pyridinamine 
• 79651-64-2 (6-Amino-pyridin-2-yl)-methanol 
• 85230-39-3 2-amino-6-(2-phenylethyl)pyridine 
• 934537-48-1 2-(6-phenethylpyridin-2-yl)isoindole-1,3-dione 

Relevant articles and documents

Design, synthesis, and biological activity evaluation of BACE1 inhibitors with antioxidant activity

The proteolytic enzyme β-secretase (BACE1) plays a central role in the synthesis of the pathogenic β-amyloid peptides (Aβ) in Alzheimer's disease (AD), antioxidants could attenuate the AD syndrome and prevent the disease progression. In this study, BACE1 inhibitors (D1–D18) with free radical-scavenging activities were synthesized by molecular hybridization of 2-aminopyridine with natural antioxidants. The biological activity evaluation showed that D1 had obvious inhibitory activity against BACE1, and strong antioxidant activity in 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS+?) assay, which could be used as a lead compound for further study.

FUSED HETEROCYCLIC DERIVATIVES, THEIR PREPARATION METHODS THEREOF AND MEDICAL USES THEREOF

The present invention relates to fused heterocyclic derivatives, processes for their preparation and their use in medicine. Specifically, the present invention relates to a novel derivative represented by the formula (I′), or its pharmaceutically acceptable salt thereof, a pharmaceutical composition containing the derivative or its pharmaceutically acceptable salt thereof, and the method for preparing the derivative and its pharmaceutically acceptable salt thereof. The present invention also relates to the use of the derivative and its pharmaceutically acceptable salt thereof, or a pharmaceutical composition containing the derivative and its pharmaceutically acceptable salt thereof in the preparation of medicines, in particularly as IDO inhibitor medicines, for treating and/or preventing cancers. Wherein each substituent of the formula (I′) is the same as defined in the specification.

Novel pyrrolyl 2-aminopyridines as potent and selective human β-secretase (BACE1) inhibitors

The proteolytic enzyme β-secretase (BACE1) plays a central role in the synthesis of the pathogenic β-amyloid in Alzheimer's disease. Recently, we reported small molecule acylguanidines as potent BACE1 inhibitors. However, many of these acylguanidines have a high polar surface area (e.g. as measured by the topological polar surface area or TPSA), which is unfavorable for crossing the blood-brain barrier. Herein, we describe the identification of the 2-aminopyridine moiety as a bioisosteric replacement of the acylguanidine moiety, which resulted in inhibitors with lower TPSA values and superior brain penetration. X-ray crystallographic studies indicated that the 2-aminopyridine moiety interacts directly with the catalytic aspartic acids Asp32 and Asp228 via a hydrogen-bonding network.