60480-83-3

Basic information

• Product Name: 2,4-Dimethylphenylhydrazine hydrochloride
• Synonyms: 2,4-DIMETHYLPHENYLHYDRAZINE HCL;2,4-DIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE;1-(2,4-DIMETHYLPHENYL)HYDRAZINE HYDROCHLORIDE;1-(2,4-Dimethylphenyl)hydrazineHCl;2,4-Dimethylphenylhydrazine hydrochloride 98%;4-Hydrazino-m-xylene hydrochloride;2,4-Dimethylphenylhydrazine HCI;4-hydrazinyl-N,N-diMethylaniline
• CAS NO: 60480-83-3
• Molecular Formula: C₈H₁₂N₂*ClH
• Molecular Weight: 172.66
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Phenylhydrazine;API intermediates;Hydrazines;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 60480-83-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 180 °C
• Appearance: /
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Hygroscopic
• CAS DataBase Reference: 2,4-Dimethylphenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dimethylphenylhydrazine hydrochloride(60480-83-3)
• EPA Substance Registry System: 2,4-Dimethylphenylhydrazine hydrochloride(60480-83-3)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• Hazardous Substances Data: 60480-83-3(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C8H12N2.ClH/c1-6-3-4-8(10-9)7(2)5-6;/h3-5,10H,9H2,1-2H3;1H

Upstream product

• 95-68-1 2,4-Xylidine 

Downstream Products

• 251443-61-5 4,5-dihydro-1-(2,4-dimethylphenyl)-5-(4-methylsulphonylphenyl)-3-trifluoromethyl-1H-pyrazole 
• 1566598-80-8 ethyl 1-(2,4-dimethylphenyl)-4,5-diphenyl-1H-pyrazole-3-carboxylate 
• 2749-35-1 2-(2,4-dimethylphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 
• 95911-72-1 3-hydroxy-2-(2',4'-dimethylphenyl)-4H-1-benzopyran-4-one 

Relevant articles and documents

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.

Design, synthesis and biological evaluation of glutamic acid derivatives as anti-oxidant and anti-inflammatory agents

A series of glutamic acid derivatives was synthesized and evaluated for their antioxidant activity and stability. We found several potent and stable glutamic acid derivatives. Among them, compound 12b exhibited good in vitro activity, chemical stability and cytotoxicity. A prototype compound 12b showed an anti-inflammatory effect in LPS-stimulated RAW 264.7 cell lines and in a zebrafish model.

Synthesis and biological evaluation of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone derivatives as tubulin inhibitors

A series of (1-aryl-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanones (8a-p, 9a-p) and ketoxime (10c) derivatives were designed and synthesized as antitubulin agents. All of the target compounds were evaluated for the in vitro anti-proliferative activities against three tumor cell lines (A549, HT-1080, SGC-7901). The most promising compounds in this class were (1-(p-tolyl)-1H-pyrazol-4-yl) (3,4,5-trimethoxyphenyl)methanone (9c) and its ketoxime derivative (10c), which significantly inhibited tumor cells growth with IC50 value of 0.054–0.16 μM. Meanwhile, compound 9c exhibited effectively inhibitory activity of tubulin polymerization. Consistent with its antitubulin activity, compound 9c could destructively damage microtubule network and arrest SGC-7901 cell cycle at G2/M phase significantly. The structure-activity relationship (SAR) and conformational analysis indicate that methyl group at C4-position of C-ring is critical for the activities and the amino group at the C5-position of B-ring plays a negative role in maintaining bioactivity. Furthermore, a molecular docking study was performed to elucidate its binding mode at the colchicine site in the tubulin heterodimer.

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.

INDICYANINE DYES AND THE DERIVATIVES THEREOF FOR ANALYSING BIOLOGICAL MICROMOLECULES

The invention relates to two series of synthesised indolenine pentamethine dyes (37 compounds) comprising a reactive group in the third and fifth positions of the indolenine cycle, respectively. A method for producing, extracting and purifying the dyes and the precursors thereof, consisting in determining the absorption and fluorescence maxima, molecular extinction factors, fluorescence quantum yields, relative fluorescence effectiveness at excitation on a wavelength of 635 nm (detection of 670 nm) and 655 nm (detection of 690 nm), relative light stability and comparative sensitivity of detection of marked oligonucleotides on biochips of the claimed dyes, is disclosed. The use of the claimed dyes in the form of fluorescent marks for oligonucleotide and protein chips is also disclosed.