64096-89-5

Basic information

• Product Name: 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4
• Synonyms: 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4;5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-&
• CAS NO: 64096-89-5
• Molecular Formula: C₁₀H₇ClN₄
• Molecular Weight: 218.65
• Product Categories: Heterocyclic Compounds;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 64096-89-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 136-140 °C
• Boiling Point: 433.947 °C at 760 mmHg
• Flash Point: 216.244 °C
• Appearance: /
• CAS DataBase Reference: 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4(64096-89-5)
• EPA Substance Registry System: 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4(64096-89-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 64096-89-5(Hazardous Substances Data)

Usage

General Description

5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4 is a chemical compound which consists of a pyrazole ring with an amino group at the 5-position and a chlorophenyl group at the 1-position. It is a heterocyclic organic compound with potential pharmaceutical applications, particularly in the field of medicinal chemistry and drug development. The presence of the amino and chlorophenyl functional groups makes this compound a versatile building block for the synthesis of various biologically active molecules, and it may be used as a starting material for the preparation of pharmaceutical drugs or other organic compounds with desired properties. This chemical compound has the potential for use in a wide range of applications, and its structural features make it a valuable tool in the field of organic chemistry.

Upstream product

• 123-06-8 Ethoxymethylenemalononitrile 
• 10449-07-7 (2-chlorophenyl)hydrazine 
• 95-51-2 o-chloroaniline 
• 41052-75-9 o-chlorophenylhydrazine hydrochloride 
• 5417-82-3 (1-ethoxyethylidene)malononitrile 
• 122-51-0 orthoformic acid triethyl ester 
• 109-77-3 malononitrile 

Downstream Products

• 1269662-46-5 ethyl 4-amino-1-(2-chlorophenyl)-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 1269662-39-6 methyl 4-amino-1-(2-chlorophenyl)-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 1613037-27-6 5-[5-amino-1-(2'-chlorophenyl)-1H-pyrazole-4-yl]-1H-tetrazole 
• 1214527-18-0 C₁₄H₁₂ClN₅O 
• 1431459-10-7 5-[1-(2-chlorophenyl)-1H-pyrazole-4-yl]-1H-tetrazole 
• 1269291-52-2 C₁₀H₆ClN₃ 
• 1207760-89-1 2-{[1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]thio}-4-(2-methoxyethoxy)-N-(4-methyl-1,3-thiazol-2-yl)butanamide 
• 1207760-91-5 2-{[1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]thio}-4-methoxy-N-(4-methyl-1,3-thiazol-2-yl)butanamide 
• 1207760-97-1 2-{[1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]thio}-N-(4-methyl-1,3-thiazol-2-yl)hexanamide 
• 1415025-08-9 C₁₇H₁₄ClN₇OS 
• 1415025-07-8 C₁₇H₁₂ClN₇OS 
• 1415025-06-7 C₁₉H₁₅ClN₆OS 
• 845289-75-0 C₁₉H₁₄ClN₅OS 
• 852313-98-5 4-chloro-1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Effectiveness of novel 5-(5-amino-1-aryl-1H-pyrazol-4-yl)-1H-tetrazole derivatives against promastigotes and amastigotes of leishmania amazonensis

In this research, a series of substituted 5-(5-amino-1-aryl-1H-pyrazol-4- yl)-1H-tetrazoles were synthesized and evaluated for in vitro antileishmanial activity. Among the derivatives, examined compounds 3b and 3l exhibited promising activity against promastigotes and amastigotes forms of Leishmania amazonensis. The cytotoxicity of these compounds was evaluated on murine cells, giving access to the corresponding selectivity index (SI).

Structure-based discovery of highly selective phosphodiesterase-9A inhibitors and implications for inhibitor design

A new series of phosphodiesterase-9 (PDE9) inhibitors that contain a scaffold of 6-amino-pyrazolopyrimidinone have been discovered by a combination of structure-based design and computational docking. This procedure significantly saved the load of chemical synthesis and is an effective method for the discovery of inhibitors. The best compound 28 has an IC50 of 21 nM and 3.3 μM, respectively, for PDE9 and PDE5 and about 3 orders of magnitude of selectivity against other PDE families. The crystal structure of the PDE9 catalytic domain in complex with 28 has been determined and shows a hydrogen bond between 28 and Tyr424. This hydrogen bond may account for the 860-fold selectivity of 28 against PDE1B, in comparison with about 30-fold selectivity of BAY73-6691. Thus, our studies suggest that Tyr424, a unique residue of PDE8 and PDE9, is a potential target for improvement of selectivity of PDE9 inhibitors.

Discovery and evaluation of 7- lkyl-1,5-bis-aryl-pyrazolopyridinones as Highly potent, selective, and orally efficacious inhibitors of p38α mitogen-activated protein kinase

The p38α mitogen-activated protein (MAP) kinase is a central signaling molecule in many proinflammatory pathways, regulating the cellular response to a multitude of external stimuli including heat, ultraviolet radiation, osmotic shock, and a variety of cytokines especially interleukin-1- and tumor necrosis factor α. Thus, inhibitors of this enzyme are postulated to have significant therapeutic potential for the treatment of rheumatoid arthritis, inflammatory bowel disease, and Crohn's disease, as well as other diseases where aberrant cytokine signaling is the driver of disease. In this communication, we describe a novel class of 7-alkyl-1,5-bis-aryl- pyrazolopyridinone-based p38α inhibitors. In particular, compound 3f is highly potent in the enzyme and cell-based assays, selective in an Ambit kinase screen, and efficacious (ED50 - 0.01 mg/kg) in the rat collagen induced arthritis (CIA) model.