2242-77-5

Basic information

• Product Name: methyl 2-(carbamoylamino)benzoate
• Synonyms: benzoic acid, 2-[(aminocarbonyl)amino]-, methyl ester; Methyl 2-(carbamoylamino)benzoate; methyl 2-[(hydroxyiminomethyl)amino]benzoate
• CAS NO: 2242-77-5
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.1873
• Mol File: 2242-77-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 322°C at 760 mmHg
• Flash Point: 148.5°C
• Density: 1.315g/cm³
• Vapor Pressure: 0.000288mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: methyl 2-(carbamoylamino)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(carbamoylamino)benzoate(2242-77-5)
• EPA Substance Registry System: methyl 2-(carbamoylamino)benzoate(2242-77-5)

Safety Data

• Hazardous Substances Data: 2242-77-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 64-10-8 phenyl carbamate 
• 590-28-3 potassium cyanate 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 73095-45-1 N-cyano-anthranilic acid methyl ester 
• 32618-85-2 6-Nitro-1H-quinazoline-2,4-dione 

Relevant articles and documents

Synthesis and Anti-Proliferation Activity Evaluation of Novel 2-Chloroquinazoline as Potential EGFR-TK Inhibitors

A novel series of 2-chloroquinazoline derivatives had been synthesized and their anti-proliferation activities against the four EGFR high-expressing cells A549, NCI-H1975, AGS and HepG2 cell lines were evaluated. The preliminary SAR study of the scaffold of new compounds showed that the compounds with a chlorine substituent on R3 had a better anti-proliferation activity than those substituted by hydrogen atom or vinyl group. Among them, 2-chloro-N-[2-chloro-4-(3-chloro-4-fluoroanilino)quinazolin-6-yl]acetamide (10b) had the best activity, and the corresponding IC50 were 3.68, 10.06, 1.73 and 2.04 μM, respectively. And compound 10b had better or equivalent activity against four cell lines than Gefitinib. The activity of the compound 10b on the EGFR enzyme was subsequently tested. The Wound Healing of A549, AGS and HepG2 cells by this compound showed that the compound can inhibit the migration of cancer cells. Finally, the action channel of the compound 10b was supported by western blotting experiments. It provides useful information for the design of EGFR-TK inhibitors.

A novel anthranilic acid derivative from Isatis tinctoria

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Synthesis of Aromatic Carbonyl Compounds via Thallation-Carbonylation of Arenes

Simple arenes, substituted benzylic and β-phenylethyl alcohols, benzoic acid, phenylacetic acid, benzamide, acetanilide, phenylurea, and benzophenone have been thallated under variety of reaction conditions with thallium(III) trifluoroacetate and subsequently carbonylated with 19percent PdCl2, 2 equiv of LiCl, and MgO in either methanol or tetrahydrofuran under 1 atm of carbon monoxide to give aromatic esters, substituted phthalides and 3,4-dihydroisocoumarins, phthalic and homophthalic anhydride, phthalimide, and the ortho-substituted methyl esters of acetanilide, phenylurea, and benzophenone, respectively.The scope and limitations of this approach to aromatic carbonyl compounds are examined.