52218-17-4

Basic information

• Product Name: 2-imino-2H-chromene-3-carboxamide
• Synonyms: 2-imino-2H-chromene-3-carboxamide;2-Iminochromene-3-carboxamide
• CAS NO: 52218-17-4
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18272
• Mol File: 52218-17-4.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-imino-2H-chromene-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-imino-2H-chromene-3-carboxamide(52218-17-4)
• EPA Substance Registry System: 2-imino-2H-chromene-3-carboxamide(52218-17-4)

Safety Data

• Hazardous Substances Data: 52218-17-4(Hazardous Substances Data)

Upstream product

• 89-95-2 2-methyl-benzyl alcohol 
• 107-91-5 cyanoacetic acid amide 
• 90-02-8 salicylaldehyde 

Downstream Products

• 75586-44-6 2-p-Tolyl-2,3-dihydro-9-oxa-1,3-diaza-anthracen-4-one 
• 75586-49-1 2-p-Tolyl-10H-9-oxa-1,3-diaza-anthracen-4-ol 
• 75586-46-8 2-(4-chlorophenyl)-4-oxo-2,3-dihydrobenzopyrano<2,3-d>pyrimidine 
• 75586-54-8 2-(4-Chloro-phenyl)-10H-9-oxa-1,3-diaza-anthracen-4-ol 
• 52218-08-3 4-oxo-2-phenyl-2,3-dihydrobenzopyrano<2,3-d>pyrimidine 
• 52218-10-7 2-(4-Hydroxy-phenyl)-2,3-dihydro-9-oxa-1,3-diaza-anthracen-4-one 
• 75586-51-5 2-(4-Hydroxy-phenyl)-10H-9-oxa-1,3-diaza-anthracen-4-ol 
• 75586-35-5 2-o-Tolyl-2,3-dihydro-9-oxa-1,3-diaza-anthracen-4-one 
• 180403-60-5 2-(Benzoyl-hydrazono)-2H-chromene-3-carboxylic acid amide 
• 180403-52-5 N²-benzoyl-2-oxo-2H-chromene-3-carbohydrazonmide 
• 3695-88-3 2-hydroxy-α-cyanocinnamamide 
• 73877-78-8 2-oxo-2H-1-benzopyran-3-(N-2-carboxyphenyl)-carboxamide 
• 212207-07-3 2-[(N-2-carboxyphenyl)imino]coumarin-3-carboxamide 

Relevant articles and documents

Discovery of 4H-chromeno[2,3-d]pyrimidin-4-one derivatives as senescence inducers and their senescence-associated antiproliferative activities on cancer cells using advanced phenotypic assay

Current research suggests therapy-induced senescence (TIS) of cancer cells characterized by distinct morphological and biochemical phenotypic changes represent a novel functional target that may enhance the effectiveness of cancer therapy. In order to identify novel small-molecule inducers of cellular senescence and determine the potential to be used for the treatment of melanoma, a new method of high-throughput screening (HTS) and high-contents screening (HCS) based on the detection of morphological changes was designed. This image-based and whole cell-based technology was applied to screen and select a novel class of antiproliferative agents on cancer cells, 4H-chromeno[2,3-d]pyrimidin-4-one derivatives, which induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. To evaluate structure-activity relationship (SAR) study of 4H-chromeno[2,3-d]pyrimidin-4-one scaffold starting from hit 3, a focused library containing diversely modified analogues was constructed and which led to the identification of 38, a novel compound to have remarkable anti-melanoma activity in vitro with good metabolic stability.

Reaction of 2-Imino-2H-chromene-3-carboxamide with Phosphorus Isothiocyanates: First Synthesis of Novel Chromeno[2,3-d]pyrimidinyl and Bis(chromeno[2,3-d]pyrimidinyl)phosphines and Chromeno[2′,3′:4,5]pyrimido[2,1-d][1,3,5,2]triazaphosphinine

Novel chromeno[2,3-d]pyrimidinyl and bis(chromeno[2,3-d]pyrimidinyl)phosphines and chromeno[2′,3′:4,5]pyrimido[2,1-d][1,3,5,2]triazaphosphinine were obtained in a simple one-pot procedure via treatment of 2-imino-2H-chromene-3-carboxamide with phenyl phosphorus isothiocyanates. Possible reaction mechanisms were proposed. The structures of the obtained products were confirmed by elemental analyses and spectral tools.

Reaction of 2-imino-2H-chromene-3-carboxamide with phosphorus sulfides: Synthesis of novel 2-sulfido-2,3-dihydro-4H-chromeno[2,3-d][1,3,2]diaza-phosphinines

Novel 2-sulfido-2,3-dihydro-4H-chromeno[2,3-d][1,3,2]diazaphosphinines are obtained in a simple one-pot procedure via treatment of 2-imino-2H-chromene-3-carboxamide with various phosphorus sulfides. Possible reaction mechanisms are proposed. The structure