622-88-8

Basic information

• Product Name: 4-Bromophenylhydrazine hydrochloride
• Synonyms: BUTTPARK 96\57-56;LABOTEST-BB LT01143342;4-BROMOPHENYLHYDRAZINE HCL;4-BROMOPHENYLHYDRAZINE HYDROCHLORIDE;4-BROMOPHENYLHYDRAZINE MONOHYDROCHLORIDE;4-BROMOPHENYLHYDRAZINIUM CHLORIDE;1-(4-bromophenyl)hydrazine hydrochloride;P-BROMOPHENYLHYDRAZINE HYDROCHLORIDE
• CAS NO: 622-88-8
• Molecular Formula: C₆H₈BrN₂*Cl
• Molecular Weight: 223.5
• EINECS: 255-590-4
• Product Categories: Phenylhydrazine;Hydrazines;Nitrogen Compounds;Organic Building Blocks;Fine chemical
• Mol File: 622-88-8.mol
• Article Data: 36

Chemical Properties

• Melting Point: 220-230 °C (dec.)(lit.)
• Boiling Point: 285.6 °C at 760 mmHg
• Flash Point: 126.5 °C
• Appearance: Light gray to light brown-beige/Crystalline Powder
• Vapor Pressure: 0.00278mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• BRN: 3565838
• CAS DataBase Reference: 4-Bromophenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophenylhydrazine hydrochloride(622-88-8)
• EPA Substance Registry System: 4-Bromophenylhydrazine hydrochloride(622-88-8)

Safety Data

• Hazard Codes: C,Xi,T
• Statements: 34
• Safety Statements: 26-36/37/39-45-28A
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• RTECS: MV0800000
• TSCA: Yes
• HazardClass: IRRITANT, TOXIC
• PackingGroup: Ⅱ
• Hazardous Substances Data: 622-88-8(Hazardous Substances Data)

Usage

Description

4-Bromophenylhydrazine hydrochloride is a white to light yellow crystalline powder, which is a chemical compound with the molecular formula C6H6BrN3?HCl. It is a derivative of phenylhydrazine and is known for its reactivity and use in various chemical synthesis processes.

Uses

Used in Pharmaceutical Industry:
4-Bromophenylhydrazine hydrochloride is used as a reagent for the preparation of acylsulfonamides and acylsulfamides. These compounds are important intermediates in the synthesis of various pharmaceuticals, including antibiotics and other therapeutic agents. The reagent plays a crucial role in the development of new drugs by facilitating the formation of these key intermediates.
Used in Organic Chemistry:
4-Bromophenylhydrazine hydrochloride is also used in the synthesis of 9-bromo-2-ethenyl-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one, a complex organic molecule with potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science. The reagent's ability to participate in various chemical reactions makes it a valuable tool in the synthesis of complex organic compounds.

InChI:InChI=1/C6H7BrN2.ClH/c7-5-1-3-6(9-8)4-2-5;/h1-4,9H,8H2;1H

Upstream product

• 100-63-0 phenylhydrazine 
• 106-40-1 4-bromo-aniline 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 1352877-20-3 (3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(4-bromophenyl)hydrazinyl)-2-oxoethanoate 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 98946-73-7 1-(4-bromophenyl)-3-methyl-1H-pyrazole 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 7599-20-4 O⁴-α-D-glucopyranosyl-D-arabino-[2]hexosulose-bis-(4-bromo-phenylhydrazone) 
• 92434-78-1 Nitro-pyruvaldehyd-bis-(p-brom-phenyl-hydrazon) 
• 36720-89-5 8-bromo-2-phenyl-2,3,4,5-tetrahydro-1H-phosphinino[4,3-b]indole 2-oxide 
• 70070-22-3 5-bromo-3-methyl-1H-indole-2-carboxylic acid ethyl ester 
• 116626-13-2 glyoxal-bis-(4-bromo-phenylhydrazone) 
• 81922-50-1 hydroxy-pyruvaldehyde bis-(4-bromo-phenylhydrazone) 
• 17274-65-6 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1H-indole 
• 77635-71-3 4-{1-[(4-Bromo-phenyl)-hydrazono]-ethyl}-benzonitrile 
• 128102-54-5 phenyl-(5-phenyl-[1,2,4]oxadiazol-3-yl)-methanone (4-bromo-phenyl)-hydrazone 
• 80815-90-3 N-(4-Bromo-phenyl)-N'-[1-phenyl-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-meth-(Z)-ylidene]-hydrazine 
• 126134-54-1 3-<2-(4-bromophenylhydrazono)-2-phenylethyl>-2H-pyrido<1,2-b>-as-triazin-2-one 
• 128458-10-6 2-[2-(4-Bromo-phenyl)-5-phenyl-2H-pyrazol-3-yl]-3-phenyl-3H-quinazolin-4-one 

Relevant articles and documents

Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode

A series of novel 2,6-dimethyl-4-aminopyrimidine hydrazones 5 were rationally designed and synthesized as pyruvate dehydrogenase complex E1 (PDHc-E1) inhibitors. Compounds 5 strongly inhibited Escherichia coli (E. coli) PDHc-E1 (IC50 values 0.94-15.80 μM). As revealed by molecular docking, site-directed mutagenesis, enzymatic, and inhibition kinetic analyses, compounds 5 competitively inhibited PDHc-E1 and bound in a "straight"pattern at the E. coli PDHc-E1 active site, which is a new binding mode. In in vitro antifungal assays, most compounds 5 at 50 μg/mL showed more than 80% inhibition against the mycelial growth of six tested phytopathogenic fungi, including Botrytis cinerea, Monilia fructigena, Colletotrichum gloeosporioides, andBotryosphaeria dothidea. Notably, 5f and 5i were 1.8-380 fold more potent against M. fructigena than the commercial fungicides captan and chlorothalonil. In vivo, 5f and 5i controlled the growth of M. fructigena comparably to the commercial fungicide tebuconazole. Thus, 5f and 5i have potential commercial value for the control of peach brown rot caused by M. fructigena.

Heterocyclic com pounds and organic light-emitting diode including the same

The present invention relates to a novel heterocyclic compound and an organic electroluminescent device comprising the same. The heterocyclic compound is represented by the following Chemical Formula 1, and the organic electroluminescent device including the heterocyclic compound has excellent driving voltage, luminous efficiency, and lifespan properties. Chemical Formula 1. (by machine translation)

Synthesis and Characterization of Telmisartan-Derived Cell Death Modulators to Circumvent Imatinib Resistance in Chronic Myeloid Leukemia

New strategies to eradicate cancer stem cells in chronic myeloid leukemia (CML) include a combination of imatinib with peroxisome proliferator-activated receptor gamma (PPARγ) ligands. Recently, we identified the partial PPARγ agonist telmisartan as effective sensitizer of resistant K562 CML cells to imatinib treatment. Here, the importance of the heterocyclic core on the cell death-modulating effects of the telmisartan-derived lead 4′-((2-propyl-1H-benzo[d]imidazol-1-yl)methyl)-[1,1′-biphenyl]-2-carboxylic acid (3 b) was investigated. Inspired by the pharmacodynamics of HYL-6d and the selective PPARγ ligand VSP-51, the benzimidazole was replaced by a carbazole or an indole core. The results indicate no correlation between PPARγ activation and sensitization of resistant CML cells to imatinib. The 2-COOH derivatives of the carbazoles or indoles achieved low activity at PPARγ, while the benzimidazoles showed 60-100 % activation. Among the 2-CO2CH3 derivatives, only the ester of the lead (2 b) slightly activated PPARγ. Sensitizing effects were further observed for this non-cytotoxic 2 b (80 % cell death), and to a lesser extent for the lead 3 b or the 5-Br-substituted ester of the benzimidazoles (5 b).