2863-98-1

Basic information

• Product Name: 4-Cyanophenylhydrazine hydrochloride
• Synonyms: BIO-FARMA BF001076;4-HYDRAZINOBENZONITRILE HYDROCHLORIDE;4-HYDRAZINYLBENZONITRILE HYDROCHLORIDE;4-CYANOPHENYLHYDRAZINE HCL;4-CYANOPHENYLHYDRAZINE HYDROCHLORIDE;N'-(4-CYANO-PHENYL)-HYDRAZINIUM, CHLORIDE;4-CYANOPHENYLHYDRAZINE HYDROCHLORIDE, 97;4-Cyanophenylhydrazine
• CAS NO: 2863-98-1
• Molecular Formula: C₇H₈N₃*Cl
• Molecular Weight: 169.61
• EINECS: -0
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Aromatics;Miscellaneous Reagents
• Mol File: 2863-98-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 241-244 °C (dec.)(lit.)
• Boiling Point: 325.9 °C at 760 mmHg
• Flash Point: 150.9 °C
• Appearance: Pale orange to brown/Powder
• Density: 1.19g/cm3
• Vapor Pressure: 0.000223mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: Soluble in methanol.
• Sensitive: Moisture Sensitive
• BRN: 3565486
• CAS DataBase Reference: 4-Cyanophenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyanophenylhydrazine hydrochloride(2863-98-1)
• EPA Substance Registry System: 4-Cyanophenylhydrazine hydrochloride(2863-98-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 2863-98-1(Hazardous Substances Data)

Usage

Description

4-Cyanophenylhydrazine hydrochloride, with the CAS number 2863-98-1, is a chemical compound that is characterized by its pale orange to brown powder form. It is primarily utilized in the field of organic synthesis, where it serves as a valuable intermediate for the creation of various organic compounds.

Uses

Used in Organic Synthesis:
4-Cyanophenylhydrazine hydrochloride is used as a synthetic intermediate for the production of various organic compounds. Its application in this field is due to its unique chemical properties, which allow it to participate in a range of chemical reactions, facilitating the synthesis of diverse organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Cyanophenylhydrazine hydrochloride is used as a building block for the development of new drugs. Its ability to undergo various chemical reactions makes it a versatile component in the design and synthesis of pharmaceutical compounds, potentially leading to the creation of novel therapeutic agents.
Used in Chemical Research:
4-Cyanophenylhydrazine hydrochloride is also employed in chemical research as a reagent for studying the properties and behavior of different chemical systems. Its unique structure and reactivity make it an interesting subject for researchers, who can use it to gain insights into various aspects of organic chemistry.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 4-Cyanophenylhydrazine hydrochloride is used as a starting material for the synthesis of various dyes and pigments. Its chemical properties allow it to be transformed into a range of colored compounds, which can be used to produce vibrant and stable dyes and pigments for various applications.

InChI:InChI=1/C7H7N3.ClH/c8-5-6-1-3-7(10-9)4-2-6;/h1-4,10H,9H2;1H

Upstream product

• 873-74-5 4-Aminobenzonitrile 
• 33348-34-4 4-amino-3-iodobenzonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 25102-85-6 p-cyanobenzenediazonium chloride 
• 623-00-7 4-bromobenzenecarbonitrile 
• 623-03-0 4-Cyanochlorobenzene 

Downstream Products

• 128102-58-9 4-{[phenyl-(5-phenyl-[1,2,4]oxadiazol-3-yl)-methylene]-hydrazino}-benzonitrile 
• 1019995-28-8 4-[2-(2-oxo-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]azepin-5-ylidene)hydrazino]benzonitrile 
• 1019995-23-3 4-[2-(2-bromo-6-oxo-5,6,7,8-tetrahydro-9H-pyrido[3,2-b]azepine-9-ylidene)hydrazino]benzonitrile 
• 914088-63-4 4-[2-(6-oxo-5,6,7,8-tetrahydro-9H-pyrido[3,2-b]azepine-9-ylidene)hydrazino]benzonitrile 
• 1187318-39-3 4-{1-[2-bromo-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)benzyl]hydrazino}benzonitrile 
• 690248-03-4 N¹-(4-trifluoromethylphenylmethyl)-N¹-(4-cyanophenyl)hydrazine 
• 1208251-61-9 4-{5-[2-(2,6,6-trimethylcyclohex-2-en-1-yl)ethenyl]-1H-pyrazol-1-yl}benzonitrile 
• 1233764-91-4 17β-(1-p-cyanophenyl-5-pyrazolyl)androst-5-en-3β-ol 
• 1233764-90-3 17β-(1-p-cyanophenyl-3-pyrazolyl)androst-5-en-3β-ol 
• 1428979-34-3 4-(3-phenyl-1H-indazole-1-yl)benzonitrile 
• 1490307-62-4 4-(4-oxo-6,7-dihydro-5H-indazol-1-yl)benzonitrile 
• 1611491-38-3 N-[1-(4-cyanophenyl)indazol-4-yl]acetamide 
• 1029691-07-3 (+/-)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-1,2,3,4-tetrahydrocyclopenta[b]indole-7-carbonitrile 
• 100723-77-1 2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile 

Relevant articles and documents

Continuous flow synthesis of arylhydrazines: via nickel/photoredox coupling of tert -butyl carbazate with aryl halides

Nickel/photoredox catalyzed C-N couplings of hydrazine-derived nucleophiles provide a powerful alternative to Pd-catalyzed methods. This continuous-flow photochemical protocol, optimized using design of experiments, achieves these couplings in short residence times, with high selectivity. A range of (hetero)aryl bromides and chlorides are compatible and understanding of process stability/reactor fouling has been discerned. This journal is

Discovery of 1,3,4-oxadiazol-2-one-containing benzamide derivatives targeting FtsZ as highly potent agents of killing a variety of MDR bacteria strains

The spread of infections caused by multidrug-resistant (MDR) pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA), has created a need for new antibiotics with novel mechanisms of action. The bacterial division protein FtsZ has been identified as a novel drug target that can be exploited clinically. As part of an ongoing effort to develop FtsZ-targeting antibacterial agents, we describe herein the design, synthesis and bioactivity of six series of novel 1,3,4-oxadiazol-2-one-containing, 1,2,4-triazol-3-one-containing and pyrazolin-5-one-containing benzamide derivatives. Among them, compound A14 was found to be the most potent antibacterial agent, much better than clinical drugs such as ciprofloxacin, linezolid and erythromycin against all the tested gram-positive strains, particularly methicillin-resistant, penicillin-resistant and clinical isolated S. aureus. Subsequent studies on biological activities and docking analyses proved that A14 functioned as an effective compound targeting FtsZ. Preliminary SAR indicated a general direction for further optimization of these novel analogues. Taken together, this research provides a promising chemotype for developing newer FtsZ-targeting bactericidal agents.

Synthesis, in vitro Antimicrobial, and Cytotoxic Activities of New 1,3,4-Oxadiazin-5(6H)-one Derivatives from Dehydroabietic Acid

A series of new 1,3,4-oxadiazin-5(6H)-one derivatives (6a–n) of dehydroabietic acid were designed and synthesized as potential antimicrobial and antitumor agents. Their structures were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analyses. All the title compounds were evaluated for their antimicrobial activity against four bacterial and three fungal strains using the serial dilution method. Among them, compound 6e showed the highest antibacterial activity against Bacillus subtilis with a minimum inhibitory concentration (MIC) value of 1.9 μg/mL. In addition, the in vitro cytotoxic activities of the title compounds were also assayed against three human carcinoma cell lines (MCF-7, SMMC-7721, and HeLa) through the MTT colorimetric method. As a result, compounds 6b, 6g, 6k, and 6m exhibited significant inhibition against at least one cell line with IC50 values below 10 μM. Compound 6m was especially found to be the most potent derivative with IC50 values of 2.26 ± 0.23, 0.97 ± 0.11, and 1.89 ± 0.31 μM against MCF-7, SMMC-7721, and HeLa cells, respectively, comparable to positive control etoposide.