167903-22-2

Basic information

• Product Name: methyl 3,4-dihydro-4-oxo-3-phenylbenzo-1,2,3-triazine-7-carboxylate
• Synonyms: methyl 3,4-dihydro-4-oxo-3-phenylbenzo-1,2,3-triazine-7-carboxylate
• CAS NO: 167903-22-2
• Molecular Weight: 281.271
• Mol File: 167903-22-2.mol

Chemical Properties

• CAS DataBase Reference: methyl 3,4-dihydro-4-oxo-3-phenylbenzo-1,2,3-triazine-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4-dihydro-4-oxo-3-phenylbenzo-1,2,3-triazine-7-carboxylate(167903-22-2)
• EPA Substance Registry System: methyl 3,4-dihydro-4-oxo-3-phenylbenzo-1,2,3-triazine-7-carboxylate(167903-22-2)

Safety Data

• Hazardous Substances Data: 167903-22-2(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 5372-81-6 dimethyl aminoterephthalate 
• 167903-20-0 dimethyl 2-(3-phenyltriazen-1-yl)benzene-1,4-dicarboxylate 

Downstream Products

• 1268883-61-9 C₂₄H₂₀N₂O₃ 
• 1237816-62-4 C₁₉H₁₇NO₅ 
• 1237816-27-1 C₂₁H₂₁NO₃ 
• 1204307-25-4 C₂₄H₂₇NO₃ 
• 1204307-64-1 C₂₄H₂₇NO₃ 
• 1040255-73-9 C₂₅H₂₉NO₃ 

Relevant articles and documents

Visible-light-induced denitrogenative phosphorylation of benzotriazinones: A metal- And additive-free method for accessing: Ortho -phosphorylated benzamide derivatives

Metal-free, visible-light-induced denitrogenative phosphorylation of 1,2,3-benzotriazinones was achieved. With the use of eosin Y as a photoredox catalyst, N,N-diisopropylethylamine as a base, CH3CN-H2O as a solvent and sunlight or a blue LED as a light source, a variety of aryl-phosphonates, aryl-phosphinates, and aryl-phosphine oxides were efficiently prepared. In addition, B2pin2 instead of P-nucleophiles as a radical acceptor was also demonstrated. The key advantages of this newly developed method are the clean reaction profile, use of a low-cost organic-dye catalyst, energy efficiency, broad substrate scope, good to excellent yields and large-scale synthetic applicability. The gram-scale synthesised compounds could be isolated in pure form just upon extraction, followed by re-crystallisation; no tedious chromatographic purification was required.

Nickel-Catalyzed Denitrogenative Annulation of 1,2,3-Benzotriazin-4-(3H)-ones with Benzynes for Construction of Phenanthridinone Scaffolds

The synthesis of phenanthridinones via denitrogenative annulation of 1,2,3-benzotriazin-4-(3H)-ones with arynes catalysed by Ni(0)/dppm was successfully developed. A variety of phenanthridinones were prepared in good to excellent yields. Based on this method, nature product, N-methylcrinasidine, was synthesized. (Figure presented.).

Antitumor imidazotetrazines. 32. Synthesis of novel imidazotetrazinones and related bicyclic heterocycles to probe the mode of action of the antitumor drug temozolomide

A series of new imidazo[5,1-d]-1,2,3,5-tetrazinones with additional hydrogen-bonding or ionic substituents at the 8-carboxamide position of the antitumor drugs temozolomide (1) and mitozolomide (2) has been prepared. None of these compounds were significantly more cytotoxic in vitro against the mouse TLX5 lymphoma than the lead structures. Molecular modeling techniques have been used to design benzo- and pyrazolo[4,3-d]-1,2,3-triazinones bearing carboxamide groups in appropriate positions which are isosteric with temozolomide and mitozolomide but which cannot ring open to alkylating species. As predicted, these compounds have no inhibitory properties against human GM892A or Raji cell lines in vitro. Temozolomide and the spermidine- temozolomide conjugate 28 preferentially methylate guanines within guanine- rich sequences in DNA, but no experimental evidence has been found to support the hypothesis that such regions are involved in catalyzing the ring opening of the imidazotetrazinone prodrugs to their active forms.