78583-82-1

Basic information

• Product Name: 5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE
• Synonyms: 3-Amino-5-(4-bromophenyl)-1H-pyrazole;5-Amino-3-(4-bromophenyl)-1H-pyrazole;3-(4-Bromophenyl)-1H-pyrazol-5-amine, 5-(4-Bromophenyl)-2H-pyrazol-3-amine;SALOR-INT L317861-1EA;5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE;5-AMINO-3-(4-BROMOPHENYL)PYRAZOLE;3-(4-BROMOPHENYL)-1H-PYRAZOL-5-AMINE
• CAS NO: 78583-82-1
• Molecular Formula: C₉H₈BrN₃
• Molecular Weight: 238.08
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 78583-82-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 172-176 °C(lit.)
• Boiling Point: 485.1°C at 760 mmHg
• Flash Point: 247.2°C
• Appearance: /
• Density: 1.645g/cm³
• Vapor Pressure: 1.45E-09mmHg at 25°C
• Refractive Index: 1.689
• PKA: 14.08±0.10(Predicted)
• CAS DataBase Reference: 5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE(78583-82-1)
• EPA Substance Registry System: 5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE(78583-82-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 78583-82-1(Hazardous Substances Data)

Usage

General Description

5-(4-Bromophenyl)-2H-pyrazol-3-ylamine is a chemical compound that belongs to the class of pyrazole derivatives. It is a yellow solid that is soluble in organic solvents. 5-(4-BROMOPHENYL)-2H-PYRAZOL-3-YLAMINE is used in pharmaceutical research as a building block for the synthesis of various biologically active compounds. It has been studied for its potential applications in the treatment of inflammatory diseases, cancer, and other medical conditions. Additionally, it is also used as a reagent in chemical reactions and as a ligand in coordination chemistry. Its chemical structure contains a pyrazole ring with an amine group and a bromophenyl group, which gives it specific properties and reactivity.

InChI:InChI=1/C9H8BrN3/c10-7-3-1-6(2-4-7)8-5-9(11)13-12-8/h1-5H,(H3,11,12,13)

Upstream product

• 78583-87-6 (E)-3-(4-Bromo-phenyl)-3-chloro-acrylonitrile 
• 4592-94-3 3-(4-bromophenyl)-3-oxopropanenitrile 
• 1122-91-4 4-bromo-benzaldehyde 
• 586-76-5 4-Bromobenzoic acid 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 936368-52-4 (Z)-3-(4-bromophenyl)-3-chloro-2-propenenitrile 
• 14063-78-6 3-(4-bromophenyl)-3-chloroprop-2-enal 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 416860-65-6 5-(4-bromophenyl)-4-iodo-1H-pyrazol-3-amine 
• 934329-25-6 2-(4-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidine 
• 700847-39-8 2-(4-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-7-amine 
• 664972-61-6 C₂₅H₁₈BrN₃O₂S 
• 1257408-91-5 N-benzoyl-N'-(3-(4-bromophenyl)-1H-pyrazol-5-yl)-thiourea 
• 1457989-79-5 3-(4-bromophenyl)-6-methoxy-10,11-dihydro-4,10-methanopyrazolo[4,3-c][1,5]benzoxazocine-4-carboxylic acid 
• 1457989-84-2 3-(4-bromophenyl)-8-chloro-10,11-dihydro-4,10-methanopyrazolo[4,3-c][1,5]benzoxazocine-4-carboxylic acid 
• 1457989-74-0 3-(4-bromophenyl)-10,11-dihydro-4,10-methanopyrazolo[4,3-c][1,5]benzoxazocine-4-carboxylic acid 
• 1457989-90-0 3-(4-bromophenyl)-6-(2-hydroxyphenyl)pyrazolo[3,4-b]pyridine-4-carboxylic acid 

Relevant articles and documents

Synthesis and structure–activity relationships of pyrazolo-[3,4-b]pyridine derivatives as adenosine 5'-monophosphate-activated protein kinase activators

A series of pyrazolo[3,4-b]pyridine derivatives were designed, synthesized, and evaluated for their activation activity toward adenosine 5'-monophosphate-activated protein kinase (AMPK). According to the enzyme activity, the pyrazole N?H exposure and para substitution on the diphenyl group were proved to be essential for the activation potency. Compound 17f showed equal activation compared with A-769662. In the molecular modeling study, compound 17f exhibited important hydrogen bond interaction with Lys29, Asp88, and Arg83. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assays on the NRK-49F cell line showed that potent enzyme activators could effectively inhibit cell proliferation, especially for 17f (EC50 [AMPKα1γ1β1] = 0.42 μM, efficacy = 79%; IC50 [NRK-49F cell line] = 0.78 μM). These results might provide new insights to explore novel AMPK activators.

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof

Modular synthesis and antiproliferative activity of new dihydro-1H-pyrazolo[1,3-b]pyridine embelin derivatives

A set of new dihydro-1H-pyrazolo[1,3-b]pyridine and pyrazolo[1,3-b]pyridine embelin derivatives was synthesized through a multicomponent reaction from natural embelin, 3-substituted-5-aminopyrazoles and aldehydes. The synthesized compounds were evaluated against three hematologic tumor cell lines, HEL (acute erythroid leukemia), K-562 (chronic myeloid leukemia) and HL-60 (acute myeloid leukemia), and five breast cancer cell lines (SKBR3, MCF-7, MDA-MB-231, BT-549, HS-578T). The primate non-malignant kidney Vero cell line was used as the control of cytotoxicity. From the obtained results, some structure–activity relationships were out-lined. Furthermore, in silico prediction of physicochemical properties and ADME parameters were determined for the derivatives with the best antiproliferative values.