30086-49-8

Basic information

• Product Name: 2-Amino-N'-phenylbenzohydrazide
• Synonyms: 2-Amino-N'-phenylbenzohydrazide
• CAS NO: 30086-49-8
• Molecular Formula: C₁₃H₁₃N₃O
• Molecular Weight: 227
• Mol File: 30086-49-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Amino-N'-phenylbenzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-N'-phenylbenzohydrazide(30086-49-8)
• EPA Substance Registry System: 2-Amino-N'-phenylbenzohydrazide(30086-49-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 30086-49-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Amino-N'-phenylbenzohydrazide is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, facilitating the formation of new compounds and structures.
Used in Pharmaceutical Research:
In pharmaceutical research, 2-Amino-N'-phenylbenzohydrazide is utilized as a starting material or intermediate in the development of new drugs, owing to its unique chemical properties and potential to interact with biological targets.
Used in Antitumor Applications:
2-Amino-N'-phenylbenzohydrazide has been studied for its potential antitumor properties, making it a candidate for the development of cancer therapeutics. Its ability to inhibit certain enzymes and affect cellular processes may contribute to its antitumor activity.
Used in Anti-inflammatory Applications:
2-Amino-N'-phenylbenzohydrazide has also been investigated for its potential anti-inflammatory properties, which could be beneficial in the treatment of various inflammatory conditions and diseases.
Used in Neurodegenerative Disease Treatment:
2-Amino-N'-phenylbenzohydrazide has been explored for its potential use in the treatment of neurodegenerative diseases, where its biological activities may help alleviate symptoms or slow disease progression.
Overall, 2-Amino-N'-phenylbenzohydrazide is a versatile chemical compound with a wide range of potential applications in the fields of organic synthesis, pharmaceutical research, and medicine, particularly in the development of new drugs and treatments for various diseases.

Upstream product

• 610-14-0 2-nitrobenzyl chloride 
• 118-48-9 isatoic anhydride 
• 100-63-0 phenylhydrazine 
• 64-17-5 ethanol 
• 118-92-3 anthranilic acid 
• 75681-27-5 N'-phenyl-2-nitrobenzoylhydrazine 

Downstream Products

• 5958-14-5 3-anilino-2-thiotetrahydroquinazole-4-one  
• 67571-01-1 4a-methyl-1-phenyl-3,4,4a,5-tetrahydro-pyridazino[3,2-b]quinazoline-2,10-dione 
• 1370643-45-0 C₂₀H₁₆IN₃O 
• 1375103-53-9 3-(phenylamino)-2-p-tolyl-2,3-dihydroquinazolin-4(1H)-one 
• 1375103-54-0 2-(2,6-dichlorophenyl)-3-(phenylamino)-2,3-dihydroquinazolin-4(1H)-one 
• 1375103-51-7 2-(4-nitrophenyl)-3-(phenylamino)-2,3-dihydroquinazolin-4(1H)-one 
• 102079-45-8 3-(phenylamino)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one 
• 1375103-52-8 2-(2-bromophenyl)-3-(phenylamino)-2,3-dihydroquinazol-in-4(H)-one 
• 1370643-32-5 5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 
• 1437780-30-7 2-fluoro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 
• 1437780-31-8 3-fluoro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 
• 1437780-32-9 2-methoxy-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 
• 1437780-33-0 2-chloro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 
• 1437780-34-1 2,3-dimethoxy-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one 

Relevant articles and documents

Synthesis of quaternary carbon-centered indolo[1,2-a]quinazolinones and indazolo[1,2-a]indazolonesviaC-H functionalization

An unprecedented Ru(ii)-catalyzed Csp2-H bond activation and annulation reaction of phenylindazolones with diaryl-substituted alkynes and dialkyl-substituted alkynes provided efficient routes for the construction of all-carbon quaternary-centered indolo[1,2-a]quinazolinones and quaternary carbon-centered indazolo[1,2-a]indazolones, respectively. The indolo[1,2-a]quinazolinones were fomedviaCsp2-H activation, alkyne insertion and a 1,2-phenyl shift. Indazolo[1,2-a]indazolones were formed through a cascade reactionviathe formation of exocyclic double bonds containing indolo[1,2-a]quinazolinones.

Regioselective Br?nsted Acid-Catalyzed Annulation of Cyclopropane Aldehydes with N′-Aryl Anthranil Hydrazides: Domino Construction of Tetrahydropyrrolo[1,2- a]quinazolin-5(1 H)ones

A highly regioselective synthesis of tetrahydropyrrolo[1,2-a]quinazolin-5(1H)one derivatives was achieved by reacting cyclopropane aldehydes with N′-aryl anthranil hydrazides in the presence of p-toluene sulfonic acid (PTSA). The transformation involves domino imine formation and intramolecular cyclization to form 2-arylcyclopropyl-2,3-dihydroquinolin-4(1H)-one, followed by nucleophilic ring opening of the cyclopropyl ring to form desired tetrahydropyrrolo[1,2-a]quinazolin-5(1H)one in good to excellent yield with complete regioselectivity. This protocol tolerates a great variety of functional groups and thus provides a simple and step-efficient method for pyrroloquinazolinone synthesis.

Synthesis and anti-microbial / anti-malarial activity of a new class of chromone-dihydroquinazolinone hybrid heterocycles

A new series of chromone-2,3-dihydroquinazolin-4-one hybrid heterocycles are synthesized from chromone-2-carbaldehydes by coupling with 2-Aminoarylamides and hydrazides without oxidizing agents. The newly synthesized products exhibited moderate to good antimicrobial activity.

Copper-catalyzed efficient synthesis of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones from 2-nitrobenzaldehydes

A novel and practical copper-catalyzed approach was developed for the preparation of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones. The 2-amino-N′-arylbenzohydrazideis easily prepared by a reaction of isatoic anhydride with arylhydrazine. Then, through a con

Anti-tumor pyrimidine compounds and preparation method thereof

The invention belongs to the field of medicines and particularly relates to anti-tumor pyrimidine compounds and a preparation method thereof. The compounds belong to novel VEGFR (vascular endothelial growth factor receptor)-2 inhibitors and show good inhi

Unusual Acid- and Base-Catalyzed C-N Bond Formation Approach through Reaction of Chromonyl Meldrum's Acid and Nitrogen Binucleophiles

Reaction of chromonyl Meldrum's acid and N-substituted 2-aminobenzamides was studied in the presence of acidic and basic catalysts. The use of methanesulfonic acid as a catalyst in this reaction led to the synthesis of chromonyl quinazolinones through employing Meldrum's acid as a carbon leaving group. However, in the presence of basic catalyst, this reaction gave functionalized 2-pyridones.

Synthesis of Novel Phthalazino[1,2-b]quinazolinedione Derivatives: Efficient and Practical Reaction of 2-Amino-N′-Arylbenzohydrazides and 2-Formylbenzoic Acids

This work reported the synthesis of novel phthalazino[1,2-b]quinazolinedione derivatives through the reaction of 2-amino-N′-arylbenzohydrazides and 2-formylbenzoic acids in the presence of TsOH in EtOH under reflux conditions.

Palladium-Catalyzed Cascade Reaction of 2-Amino-N′-arylbenzohydrazides with Triethyl Orthobenzoates To Construct Indazolo[3,2-b]quinazolinones

A palladium-catalyzed sequential cyclization/C-H activation cascade reaction of 2-amino-N′-arylbenzohydrazides with triethyl orthobenzoates has been developed, providing indazolo[3,2-b]quinazolinones in good to high yields. Two key intermediates of the re

Natural surfactant mediated phytosynthesis and solvatochromic fluorescence of 2-aminobenzamide derivatives

A green synthesis and intriguing solvatochromic behaviour of 2-aminobenzamide derivatives in varying solvents has been investigated. The biomaterial in the form of an aqueous extract of mesocarp of the fruit of the Balanites roxburghii plant as a natural surfactant reaction medium has been employed for phytosynthesis with quantitative yield at 60 °C. The reaction proceeds effortlessly in a short reaction time with easy product formation. The fluorescence property of some synthesized compounds was studied, along with the interesting solvatochromic behaviour of 2-amino-N-benzylbenzamide.

Design, synthesis, and antibacterial evaluation of some novel 3′-(phenylamino)-1′ h-spiro[indoline-3,2′-quinazoline]-2, 4′(3′ h)-dione derivatives

A combinatorial synthesis and evaluation of antibacterial activity against clinically isolated resistant strains of Gram-positive and Gram-negative bacteria of 3′-(phenylamino)-1′H-spiro[indoline-3,2′- quinazoline]-2,4′(3′H)-dione derivatives is described