26946-54-3

Basic information

• Product Name: N-(2-Chlorophenyl)benzenecarbohydrazonoylchloride
• Synonyms: N-(2-Chlorophenyl)benzenecarbohydrazonoylchloride
• CAS NO: 26946-54-3
• Molecular Formula: C₁₃H₁₀Cl₂N₂
• Molecular Weight: 265.1379
• Mol File: 26946-54-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 366.9°C at 760 mmHg
• Flash Point: 175.7°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: N-(2-Chlorophenyl)benzenecarbohydrazonoylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Chlorophenyl)benzenecarbohydrazonoylchloride(26946-54-3)
• EPA Substance Registry System: N-(2-Chlorophenyl)benzenecarbohydrazonoylchloride(26946-54-3)

Safety Data

• Hazardous Substances Data: 26946-54-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10Cl2N2/c14-11-8-4-5-9-12(11)16-17-13(15)10-6-2-1-3-7-10/h1-9,16H/b17-13+

Upstream product

• 100-52-7 benzaldehyde 
• 10449-07-7 (2-chlorophenyl)hydrazine 
• 2989-40-4 1-benzylidene-2-(2-chlorophenyl)hydrazine 
• 41052-75-9 o-chlorophenylhydrazine hydrochloride 
• 65-85-0 benzoic acid 

Downstream Products

• 246848-58-8 1-(2-chlorophenyl)-3-phenyl-1H-1,2,4-triazol-5(4H)-one 
• 1321077-16-0 ethyl 1-(2-chlorophenyl)-3,4-diphenyl-1H-pyrazole-5-carboxylate 
• 85093-06-7 C₁₄H₉Cl₂N₃O₃S 
• 26946-55-4 Bis-<α-(o-chlorphenylhydrazono)-benzyl>-sulfid 

Relevant articles and documents

Synthesis of 3 H-1,2,4-Triazol-3-ones via NiCl2-Promoted Cascade Annulation of Hydrazonoyl Chlorides and Sodium Cyanate

A nickel-promoted cascade annulation reaction for the facile synthesis of 3H-1,2,4-triazol-3-ones from readily available hydrazonoyl chlorides and sodium cyanate has been developed. The transformation occurs through a cascade nickel-promoted intermolecular nucleophilic addition-elimination process, intramolecular nucleophilic addition, and a hydrogen-transfer sequence. The method has been successfully applied for the construction of the core skeleton of the angiotensin II antagonist.

Spirotriazoline oxindoles: A novel chemical scaffold with in vitro anticancer properties

The design and synthesis of a library of twenty-six spirotriazoline oxindoles and their in vitro evaluation as potential anticancer agents is reported. The antiproliferative activity of the synthesized compounds was assessed against four different cancer cell lines (HCT-116 p53 (+/+), HCT-116 p53 (?/?), MCF-7, and MDA-MB-231). Four spirotriazoline oxindoles showed selectivity against the four cancer cell lines tested over the non-cancer derived HEK 293T cell line. To characterize the molecular mechanisms involved in compound antitumoral activity, two spirotriazoline oxindoles were selected for further studies. Both compounds were able to induce apoptosis and cell cycle arrest at G0/G1 phase and upregulated p53 steady-state levels, while decreasing its main inhibitor MDM2, in HCT-116 cells. Importantly, cytotoxic effects induced by spirotriazoline oxindoles occurred in cancer cells without eliciting cell death in non-malignant CCD-18Co human colon fibroblasts. In addition, four spirotriazoline oxindoles showed selectivity against the triple-negative breast cancer cell line MDA-MB-231 with IC50 values of 3.5–6.7 μM. These results highlight the anticancer potential of spirotriazoline oxindoles, especially when dealing with aggressive and challenging triple-negative breast cancer.