54448-50-9

Basic information

• Product Name: 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide
• Synonyms: 3-chloro-7-methylbenzo[e][1,2,4]triazine 1-oxide;3-chloro-7-methyl-1,2,4-benzotriazin 1-oxide;1,2,4-Benzotriazine,3-chloro-7-methyl-,1-oxide;3-chloro-7-methyl-1,2,4-benzotriazine 1-oxide
• CAS NO: 54448-50-9
• Molecular Formula: C8H6ClN3O
• Molecular Weight: 195.608
• Mol File: 54448-50-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide(54448-50-9)
• EPA Substance Registry System: 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide(54448-50-9)

Safety Data

• Hazardous Substances Data: 54448-50-9(Hazardous Substances Data)

Usage

Description

1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide is an organic compound characterized by its benzotriazine structure with a chlorine atom at the 3rd position, a methyl group at the 7th position, and an oxide group attached to the 1st position. 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide is known for its role as an intermediate in the synthesis of pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide is used as an intermediate in the synthesis of Azapropazone, a non-steroidal anti-inflammatory drug (NSAID). It plays a crucial role in the development of medications aimed at reducing inflammation and pain, making it an essential component in the pharmaceutical sector.
As an intermediate, 1,2,4-Benzotriazine, 3-chloro-7-methyl-, 1-oxide contributes to the production of Azapropazone, which is utilized for its anti-inflammatory and analgesic properties. This application highlights the importance of the compound in the development and synthesis of effective medications for various medical conditions.

Upstream product

• 27281-74-9 3-Amino-7-methylbenzo-1,2,4-triazin 1-Oxide 
• 27446-11-3 7-methyl-1-oxy-4H-benzo[e][1,2,4]triazin-3-one 
• 27446-11-3 7-Methyl-1-oxy-4H-benzo[1,2,4]triazin-3-one 

Downstream Products

• 921933-29-1 C₁₅H₁₄N₄O 
• 1259019-65-2 3-(1-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)-2-methoxy-2-oxoethyl)-7-methylbenzo[e][1,2,4]triazine 1-oxide 

Relevant articles and documents

Stille coupling reactions in the synthesis of hypoxia-selective 3-alkyl-1,2,4-benzotriazine 1,4-dioxide anticancer agents

The introduction of a 3-alkyl substituent is a key step in the synthesis of 1,2,4-benzotriazine 1,4-dioxide hypoxia-selective anticancer agents, such as SN29751. The Stille reaction of 3-chloro-1,2,4-benzotriazine 1-oxides (BTOs) 5 was inhibited by the presence of electron donating substituents on the benzo ring, thus limiting the range of compounds available for SAR studies. The use of 3-iodo-BTOs 8 did not provide a significant improvement in the yields of 3-ethyl-BTOs 6. Microwave-assisted Stille coupling of chlorides 5 gave dramatically improved yields, which were consistently superior to those from the corresponding iodides 8. The application of microwave-assisted synthesis extended the range of substituted BTOs available for SAR studies and provided an efficient, scalable synthesis of the investigational anticancer agent, SN29751 (1).

NOVEL 1,2,4-BENZOTRIAZINE-1,4-DIOXIDES

The present invention provides a simplified set of characteristics that can be used to select 1,2,4 benzotriazine 1,4 dioxide compounds (TPZ analogues) with therapeutic activity against hypoxic cells in human tumour xenografts, and to further provide a no

Benzoazine mono-N-oxides and benzoazine 1,4 dioxides and compositions therefrom for the therapeutic use in cancer treatments

The present invention relates to a synergetistic composition comprising one or more benzoazine-mono-N-oxides, and one or more benzoazine 1,4 dioxides for use in cancer therapy. The invention also provides a range of novel 1,2,4 benzoazine-mono-N-oxides and related analogues. These can be used as potentiators of the cytotoxicity of existing anticancer drugs and therapies for cancer treatment.