103286-54-0

Basic information

• Product Name: 4-Chloro-2H-pyrazol-3-ylaMine
• Synonyms: 4-Chloro-2H-pyrazol-3-ylaMine;3-chloro-1H-pyrazol-4-aMine;3-Chloro-1H-pyrazol-4-ylaMine;1H-Pyrazol-4-amine, 3-chloro-;5-chloro-1H-pyrazol-4-amine
• CAS NO: 103286-54-0
• Molecular Formula: C3H4ClN3
• Molecular Weight: 117.53696
• EINECS: -0
• Mol File: 103286-54-0.mol

Chemical Properties

• Melting Point: 149-150℃ (分解)
• Boiling Point: 344.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.562±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 14.74±0.50(Predicted)
• CAS DataBase Reference: 4-Chloro-2H-pyrazol-3-ylaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2H-pyrazol-3-ylaMine(103286-54-0)
• EPA Substance Registry System: 4-Chloro-2H-pyrazol-3-ylaMine(103286-54-0)

Safety Data

• Hazardous Substances Data: 103286-54-0(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Chemistry:
4-Chloro-2H-pyrazol-3-ylamine is used as a synthetic intermediate for the preparation of various organic compounds. The presence of the chloro group makes it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity as a leaving group allows for the formation of new carbon-nitrogen bonds, facilitating the creation of complex molecular structures.
Used in Pharmaceutical Industry:
4-Chloro-2H-pyrazol-3-ylamine is used as a key component in the development of new drugs. Its unique structure and reactivity enable the design of novel therapeutic agents with potential applications in various medical fields, such as cardiovascular, neurological, and oncological treatments. The chloro group can be replaced with other functional groups to create derivatives with improved pharmacological properties, such as increased potency, selectivity, or bioavailability.
Used in Agrochemical Industry:
4-Chloro-2H-pyrazol-3-ylamine is used as a starting material in the synthesis of agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of compounds with enhanced efficacy and selectivity, targeting specific pests or weeds while minimizing harm to non-target organisms and the environment. The chloro group can be modified to improve the stability, solubility, or absorption of the final product, ensuring optimal performance in agricultural applications.
Used in Research and Development:
4-Chloro-2H-pyrazol-3-ylamine is used as a research tool in academic and industrial laboratories. Its unique chemical properties make it an interesting subject for studies in organic synthesis, medicinal chemistry, and materials science. Researchers can explore its reactivity, stability, and potential applications in various fields, leading to the discovery of new compounds and technologies.

Upstream product

• 2075-46-9 4-nitro-1H-pyrazole 
• 63680-90-0 3-chloro-1H-pyrazole-4-amine hydrochloride 

Relevant articles and documents

Bifunctional Iminophosphorane-Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α,β-Unsaturated Amides

The first metal-free catalytic intermolecular enantioselective Michael addition to unactivated α,β-unsaturated amides is described. Consistently high enantiomeric excesses and yields were obtained over a wide range of alkyl thiol pronucleophiles and elect

Dissecting Porosity in Molecular Crystals: Influence of Geometry, Hydrogen Bonding, and [π···π] Stacking on the Solid-State Packing of Fluorinated Aromatics

Porous molecular crystals are an emerging class of porous materials that is unique in being built from discrete molecules rather than being polymeric in nature. In this study, we examined the effects of molecular structure of the precursors on the formation of porous solid-state structures with a series of 16 rigid aromatics. The majority of these precursors possess pyrazole groups capable of hydrogen bonding, as well as electron-rich aromatics and electron-poor tetrafluorobenzene rings. These precursors were prepared using a combination of Pd- and Cu-catalyzed cross-couplings, careful manipulations of protecting groups on the nitrogen atoms, and solvothermal syntheses. Our study varied the geometry and dimensions of precursors, as well as the presence of groups capable of hydrogen bonding and [π···π] stacking. Thirteen derivatives were crystallographically characterized, and four of them were found to be porous with surface areas between 283 and 1821 m2 g-1. Common to these four porous structures were (a) rigid trigonal geometry, (b) [π···π] stacking of electron-poor tetrafluorobenzenes with electron-rich pyrazoles or tetrazoles, and (c) hydrogen bonding between the terminal heteroaromatic rings.

HETEROCYCLYL PYRAZOLOPYRIMIDINE ANALOGUES AS JAK INHIBITORS

The present invention relates to compounds of formula (I) wherein X1 to X5, Y, Z1 to Z3, and R have the meaning as cited in the description and the claims. Said compounds are useful as JAK inhibitors for the treatment or prophylaxis of immunological, inflammatory, autoimmune, allergic disorders, and immunologically-mediated diseases. The invention also relates to pharmaceutical compositions including said compounds, the preparation of such compounds as well as the use as medicaments.