175135-59-8

Basic information

• Product Name: 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE
• Synonyms: 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE;5-AMino-1-(M-tolyl)-1H-pyrazole-4-carbonitrile;5-amino-1-(3-methylphenyl)-4-pyrazolecarbonitrile;5-amino-1-(3-methylphenyl)pyrazole-4-carbonitrile;MLS000080007;SMR000038113;STOCK2S-89503;ZINC00093138
• CAS NO: 175135-59-8
• Molecular Formula: C₁₁H₁₀N₄
• Molecular Weight: 198.2239
• Mol File: 175135-59-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(175135-59-8)
• EPA Substance Registry System: 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(175135-59-8)

Safety Data

• Hazardous Substances Data: 175135-59-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE is used as a chemical intermediate for the synthesis of new pharmaceutical compounds. Its unique structure allows for the exploration of its potential in creating innovative drugs with novel mechanisms of action.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE is utilized as a starting material for the development of new therapeutic agents. Its pyrazole framework is a common structural motif in various bioactive molecules, making it a valuable component in the design of new drugs.
Used in Bioactive Compounds Synthesis:
5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE is employed as a precursor in the synthesis of bioactive compounds. Its potential bioactivity, combined with its chemical reactivity, positions it as a promising candidate for the development of new pharmaceutical entities with therapeutic applications.
Used in Chemical Synthesis:
In the broader field of chemical synthesis, 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE is used as a versatile building block for the creation of a wide range of chemical products. Its ability to form various chemical bonds and its compatibility with different synthetic routes make it a valuable component in the synthesis of complex organic molecules.
Note: Since the specific applications and properties of 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE are still under investigation, the uses listed above are based on its potential and the general applications of similar compounds in the pharmaceutical and chemical industries. Further research is required to fully understand and exploit its capabilities.

Upstream product

• 123-06-8 Ethoxymethylenemalononitrile 
• 536-89-0 m-tolylhydrazine 

Downstream Products

• 1269662-36-3 methyl 4-amino-6-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 1269662-43-2 ethyl 4-amino-6-methyl-1-m-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 650628-07-2 4-hydrazino-1-(3-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 650628-11-8 4-chloro-1-(3-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

COMBINATION THERAPY FOR TREATING MPS1

The application is directed to compounds of formula (I) and their salts and solvates, wherein B, R1, R2, R3, R3', R4, R4', and R5 are as set forth in the specification, as well as to methods for their preparation, pharmaceutical compositions comprising the same, and use thereof for the treatment and/or prevention of, e.g., MPS1, optionally in combination with α-L-iduronidase or an analog or variant thereof, e.g., laronidase.

Identification of novel GLUT inhibitors

The compound class of 1H-pyrazolo[3,4-d]pyrimidines was identified using HTS as very potent inhibitors of facilitated glucose transporter 1 (GLUT1). Extensive structure–activity relationship studies (SAR) of each ring system of the molecular framework was established revealing essential structural motives (i.e., ortho-methoxy substituted benzene, piperazine and pyrimidine). The selectivity against GLUT2 was excellent and initial in vitro and in vivo pharmacokinetic (PK) studies are encouraging.

PYRAZOLOPYRIMIDINES AS KINASE INHIBITORS

The present invention relates generally to inhibitors of the kinases and more particularly to novel pyrazolopyrimidine compounds.

Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors

A series of [1-aryl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]arylhydrazones were discovered as novel inhibitors glycogen synthase kinase-3 (GSK-3). Based on initial modeling a detailed SAR was constructed. Modification of the interior binding aryl ring (Ar1) determined this to be a tight binding region with little room for modification. As predicted from the model, a large variety of modifications could be incorporated into the hydrazone aryl ring. This work led to GSK-3 inhibitors in the low nano-molar range.