449758-13-8

Basic information

• Product Name: 2-(1H-PYRAZOL-1-YL)BENZYLAMINE
• Synonyms: CHEMBRDG-BB 4003291;ART-CHEM-BB B022094;2-(1H-PYRAZOL-1-YL)BENZYLAMINE;(2-(1H-PYRAZOL-1-YL)PHENYL)METHANAMINE;AKOS B022094;2-(1H-Pyrazol-1-yl)benzylamine 97%;1-[2-(1H-pyrazol-1-yl)phenyl]methanamine(SALTDATA: HCl);[2-(1H-Pyrazol-1-yl)phenyl]methylamine
• CAS NO: 449758-13-8
• Molecular Formula: C₁₀H₁₁N₃
• Molecular Weight: 173.21
• Mol File: 449758-13-8.mol

Chemical Properties

• Boiling Point: 100 °C
• Flash Point: 147.5 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.000322mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.48±0.10(Predicted)
• CAS DataBase Reference: 2-(1H-PYRAZOL-1-YL)BENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-PYRAZOL-1-YL)BENZYLAMINE(449758-13-8)
• EPA Substance Registry System: 2-(1H-PYRAZOL-1-YL)BENZYLAMINE(449758-13-8)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 449758-13-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(1H-Pyrazol-1-yl)benzylamine is utilized as a key intermediate in organic synthesis for the creation of a variety of chemical compounds. Its unique structure allows for the formation of diverse molecular frameworks, making it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(1H-Pyrazol-1-yl)benzylamine is employed as a building block for the synthesis of novel pharmaceutical compounds. Its potential biological activities, such as its role as a GABAA receptor modulator, position it as a promising candidate for the development of new therapeutic agents.
Used in Drug Discovery:
2-(1H-Pyrazol-1-yl)benzylamine is used as a starting material in drug discovery processes, where its chemical properties and potential interactions with biological targets are explored to identify new drugs with therapeutic potential.
Used as a Ligand in Metal Catalysis:
In the realm of catalysis, 2-(1H-Pyrazol-1-yl)benzylamine serves as a ligand for metal catalysts in organic reactions. Its ability to coordinate with metal centers enhances the efficiency and selectivity of catalytic processes, making it an important component in the advancement of synthetic methodologies.
Used in Pharmaceutical Industry:
2-(1H-Pyrazol-1-yl)benzylamine is used as a precursor in the pharmaceutical industry for the development of new drugs. Its potential as a GABAA receptor modulator highlights its application in the treatment of neurological disorders, while its role in the synthesis of novel compounds broadens its utility in therapeutic innovation.

InChI:InChI=1/C10H11N3/c11-8-9-4-1-2-5-10(9)13-7-3-6-12-13/h1-7H,8,11H2

Upstream product

• 25660-61-1 2-pyrazol-1-yl-benzamide 
• 1126-00-7 1-phenylpyrazole 
• 394-47-8 2-fluorobenzonitrile 
• 25775-03-5 2-(1H-pyrazol-1-yl)-benzonitrile 
• 33906-30-8 2-hydrazinobenzoic acid hydrochloride 
• 55317-53-8 2-(1H-pyrazol-1-yl)benzoic acid 

Downstream Products

• 1028336-77-7 4-chloro-6-(2-pyrazol-1-yl-benzylamino)-2H-phthalazin-1-one 
• 1453837-36-9 N-(2-(1H-pyrazol-1-yl)benzyl)-8-isopropyl-2-(methylthio)-pyrazolo[1,5-a][1,3,5]triazin-4-amine 

Relevant articles and documents

Rhodium-catalyzed directed C-H cyanation of arenes with N-cyano-N-phenyl-p-toluenesulfonamide

A Rh-catalyzed directed C-H cyanation reaction was developed for the first time as a practical method for the synthesis of aromatic nitriles. N-Cyano-N-phenyl-p-toluenesulfonamide, a user-friendly cyanation reagent, was used in the transformation. Many different directing groups can be used in this C-H cyanation process, and the reaction tolerates a variety of synthetically important functional groups.

DPP-IV INHIBITORS

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In an effort to discover potent, clinically useful thrombin inhibitors, a rapid analogue synthetic approach was used to explore the P1 region. Various benzylamines were coupled to a pyridine/pyrazinone P2-P 3 template. One compound with an o-thiadiazole benzylic substitution was found to have a thrombin Ki of 0.84 nM. A study of ortho-substituted five-membered-ring heterocycles was undertaken and subsequently demonstrated that the o-triazole and tetrazole rings were optimal. Combination of these potent P1 aryl heterocycles with a variety of P2-P3 groups produced a compound with an extraordinary thrombin inhibitory activity of 1.4 pM. It is hoped that this potency enhancement in P1 will allow for more diversification in the P 2-P3 region to ultimately address additional pharmacological concerns.