51649-80-0

Basic information

• Product Name: 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL&
• Synonyms: 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL&;5-Amino-1-phenyl-1H-pyrazole-4-carboxylic acid;5-Amino-1-phenylpyrazole-4-carboxylic acid;1H-Pyrazole-4-carboxylic acid, 5-amino-1-phenyl-;1-Phenyl-4-carboxy-5-aMinopyrazole;5-Amino-4-carboxy-1-phenyl-1H-pyrazole, (5-Amino-4-carboxy-1H-pyrazol-1-yl)benzene;5-Amino-1-phenyl-1H-pyrazole-4-carboxylic acid 97%;5-amino-1-phenyl-4-pyrazolecarboxylic acid
• CAS NO: 51649-80-0
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.2
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrazoles
• Mol File: 51649-80-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 183-188 °C (dec.)(lit.)
• Boiling Point: 433.8 °C at 760 mmHg
• Flash Point: 216.2 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 2.7E-08mmHg at 25°C
• Refractive Index: 1.679
• PKA: 4.49±0.10(Predicted)
• CAS DataBase Reference: 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL&(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL&(51649-80-0)
• EPA Substance Registry System: 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL&(51649-80-0)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 26-36/37
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 51649-80-0(Hazardous Substances Data)

Usage

General Description

5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL is a chemical compound with the molecular formula C10H9N3O2. It is a pyrazole derivative, which contains a phenyl group and an amino group. 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBOXYL& is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes. It has been studied for its potential biological activities, such as its antimicrobial and anticancer properties. Additionally, it has been investigated for its potential use as a building block in organic chemistry reactions, due to its versatile and reactive nature.

InChI:InChI=1/C10H9N3O2/c11-9-8(10(14)15)6-12-13(9)7-4-2-1-3-5-7/h1-6H,11H2,(H,14,15)

Upstream product

• 16078-71-0 ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate 
• 5334-43-0 5-Amino-4-cyano-1-phenylpyrazole 
• 100-63-0 phenylhydrazine 
• 59-88-1 phenylhydrazine hydrochloride 
• 62-53-3 aniline 

Downstream Products

• 826-85-7 1-phenylpyrazol-5-amine 
• 81066-78-6 N-(4-Oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-methanesulfonamide 
• 81066-80-0 4-Methyl-N-(4-oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-benzenesulfonamide 
• 81066-79-7 N-(4-Oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-benzenesulfonamide 
• 81066-81-1 4-Chloro-N-(4-oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-benzenesulfonamide 
• 81066-82-2 4-Methoxy-N-(4-oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-benzenesulfonamide 
• 81066-83-3 4-Nitro-N-(4-oxo-1-phenyl-1,4-dihydro-pyrazolo[3,4-d][1,3]oxazin-6-yl)-benzenesulfonamide 
• 51649-70-8 6-methyl-1-phenyl-1H-pyrazolo<3,4-d><1,3>oxazin-4(3H)-one 
• 64257-07-4 5-amino-1,5-dihydro-6-methyl-1-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4-one 
• 64288-44-4 5-anilino-6-methyl-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 
• 91974-63-9 6-methyl-1-phenyl-1H-pyrazolo<3,4-d>pyrimidine-4(5H)-one 

Relevant articles and documents

Novel Pyrazolo[3,4- d]pyrimidin-4-one Derivatives as Potential Antifungal Agents: Design, Synthesis, and Biological Evaluation

Plant pathogenic fungi seriously threaten agricultural production. There is an urgent need to develop novel fungicides with low toxicity and high efficiency. In this study, we designed and synthesized 44 pyrazolo[3,4-d]pyrimidin-4-one derivatives and evaluated them for their fungicidal activities. The bioassay data revealed that most of the target compounds possessed moderate to high in vitro antifungal activities. Especially compound g22 exhibited remarkable antifungal activity against Sclerotinia sclerotiorum with an EC50 value of 1.25 mg/L, close to that of commercial fungicide boscalid (EC50 = 0.96 mg/L) and fluopyram (EC50 = 1.91 mg/L). Moreover, compound g22 possessed prominent protective activity against S. sclerotiorum in vivo for 24 h (95.23%) and 48 h (93.78%), comparable to positive control boscalid (24 h (96.63%); 48 h (93.23%)). Subsequent studies indicated that compound g22 may impede the growth and reproduction of S. sclerotiorum by affecting the morphology of mycelium, destroying cell membrane integrity, and increasing cell membrane permeability. In addition, the application of compound g22 did not injure the growth or reproduction of Italian bees. This study revealed that compound g22 is expected to be developed for efficient and safe agricultural fungicides.

Selective targeting of the αC and DFG-out pocket in p38 MAPK

The p38 MAPK cascade is a key signaling pathway linked to a multitude of physiological functions and of central importance in inflammatory and autoimmune diseases. Although studied extensively, little is known about how conformation-specific inhibitors alter signaling outcomes. Here, we have explored the highly dynamic back pocket of p38 MAPK with allosteric urea fragments. However, screening against known off-targets showed that these fragments maintained the selectivity issues of their parent compound BIRB-796, while combination with the hinge-binding motif of VPC-00628 greatly enhanced inhibitor selectivity. Further efforts focused therefore on the exploration of the αC-out pocket of p38 MAPK, yielding compound 137 as a highly selective type-II inhibitor. Even though 137 is structurally related to a recent p38 type-II chemical probe, SR-318, the data presented here provide valuable insights into back-pocket interactions that are not addressed in SR-318 and it provides an alternative chemical tool with good cellular activity targeting also the p38 back pocket.

Pyrazolo pyrimidine derivative and its preparation method and application (by machine translation)

The invention discloses a pyrazolo pyrimidine ketone derivatives, wherein R1 For nicotinic acid, isonicotinic acid, 2 - chloro nicotinic acid, 6 - chloro nicotinic acid, 2 - bromo nicotinic acid, 6 - bromo nicotinic acid, 2 - fluoro nicotinic acid, 6 - fluoro nicotinic acid, 6 - methoxy nicotinic acid or 2 - methoxy nicotinic acid; R2 Hydrogen, fluoro, chloro or methyl; R3 Is hydrogen or methyl. Also disclosed the preparation method of the derivative and application, by chemical synthetic way to synthesize 40 for the purpose of the compound, and further by the introduction of the the purpose of the chiral compound to the secondary structure is optimized, so that the preparation of the pyrazole and pyrimidinone derivatives with broad-spectrum of cooperativity antifungal activity, in particular to the apple rot bacteria and germ inhibiting activity represent significant; the application in order to develop pyrazolo pyrimidine compound derivatives as the active ingredient to provide the basis for a novel bactericide. (by machine translation)