100637-60-3

Basic information

• Product Name: (3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID
• Synonyms: (2,3-Dihydro-3-oxo-4H-1,4-benzothiazin-4-yl)acetic acid;4-(Carboxymethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazine, 2-(2,3-Dihydro-3-oxo-4H-1,4-benzothiazin-4-yl)ethanoic acid;2-(3-Oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)acetic acid;4H-1,4-Benzothiazine-4-aceticacid, 2,3-dihydro-3-oxo-;4H-1,4-Benzothiazine-4-aceticacid
• CAS NO: 100637-60-3
• Molecular Formula: C₁₀H₉NO₃S
• Molecular Weight: 223.2484
• Mol File: 100637-60-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 535 °C at 760 mmHg
• Flash Point: 277.4 °C
• Appearance: /
• Density: 1.435 g/cm³
• Vapor Pressure: 2.81E-12mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID(100637-60-3)
• EPA Substance Registry System: (3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID(100637-60-3)

Safety Data

• Hazardous Substances Data: 100637-60-3(Hazardous Substances Data)

Usage

General Description

(3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID is a chemical compound that belongs to the benzothiazine class. It is a derivative of 4H-1,4-benzothiazin-4-yl acetic acid and contains a carbonyl group at the 3-position, as well as a carboxylic acid group. (3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)ACETIC ACID has potential pharmaceutical applications due to its ability to act as a protonophore and disrupt the proton motive force in the bacterial cell membrane, making it a promising candidate for the development of new antibiotics. It is also a key component in the development of novel drugs for the treatment of tuberculosis, as it has demonstrated potent inhibitory activity against Mycobacterium tuberculosis. Additionally, it has shown potential in the treatment of other bacterial infections and diseases. Due to its unique structure and biological activities, this compound has attracted significant attention in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C10H9NO3S/c12-9-6-15-8-4-2-1-3-7(8)11(9)5-10(13)14/h1-4H,5-6H2,(H,13,14)/p-1

Upstream product

• 6376-75-6 4-Ethoxycarbonylmethyl-3-oxo-3,4-dihydro-2H-1,4-benzothiazine 
• 137-07-5 2-amino-benzenethiol 
• 5325-20-2 2H-1,4-benzothiazin-3-one 
• 702670-17-5 methyl 2-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-4-yl)acetate 

Downstream Products

• 1335016-17-5 C₂₄H₂₆N₆OS₂ 
• 1335016-26-6 C₂₃H₂₃N₇O₄S₂ 
• 1335016-30-2 C₂₄H₂₅N₇O₃S₂ 
• 1335016-34-6 C₂₄H₂₆ClN₇OS₂ 
• 1335016-39-1 C₂₃H₂₃ClN₆O₂S₂ 
• 1335016-44-8 C₂₄H₂₅ClN₆OS₂ 
• 1335016-49-3 C₂₄H₂₇N₇O₂S₂ 
• 1335016-54-0 C₂₃H₂₄N₆O₃S₂ 
• 1335016-57-3 C₂₄H₂₆N₆O₂S₂ 
• 1335016-03-9 C₁₈H₁₅N₅O₂S₂ 
• 1335016-22-2 C₂₄H₂₆N₈O₃S₂ 
• 1335015-85-4 4-{[4-benzylideneamino-5-sulfanyl-1,2,4-triazol-3-yl]methyl}-2H-1,4-benzothiazin-3(4H)-one 
• 1335015-90-1 4-{[4-(p-nitro-benzylideneamino)-5-sulfanyl-1,2,4-triazol-3-yl]methyl}-2H-1,4-benzothiazin-3(4H)-one 
• 1335015-96-7 4-{[4-(p-chloro-benzylideneamino)-5-sulfanyl-1,2,4-triazol-3-yl]methyl}-2H-1,4-benzothiazin-3(4H)-one 

Relevant articles and documents

Synthesis, characterization and pharmacological activity of 4-{[1-substituted aminomethyl-4-arylideneamino-5-sulfanyl-4,5-dihydro-1H-1,2,4- triazol-3-yl]methyl}-2H-1,4-benzothiazin-3(4H)-ones

A new series of Schiff and Mannich bases derivatives (6) of 4-[(4-amino-5-sulfanyl-4H-1,2,4-triazol-3-yl)methyl]-2H-1,4-benzothiazin-3(4H) -one (4), derived from (3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)acetic acid (3) were synthesized. The structures of all newly synthesized compounds were elucidated by elemental analysis, IR, 1H NMR and mass spectral data. Synthesized compounds were evaluated for their anti-inflammatory and analgesic activity. Among the tested compounds, the (3-oxo-2,3-dihydro-4H-1,4- benzothiazin-4-yl)acetic acid (3) possess analgesic activity comparable to that of pentazocine; activity decreased on derivatization of the carboxylic acid group. However the anti-inflammatory activity of (3-oxo-2,3-dihydro-4H-1,4- benzothiazin-4-yl)acetic acid (3) increased by derivatization of the carboxylic acid group and some of the compounds showed anti-inflammatory activity comparable to that of indomethacin.

Synthesis of 2-substituted-N-carboxymethyl-1,5-benzothiazepin-4-ones and -1,4-benzothiazin-3-ones and their evaluation as angiotensin converting enzyme inhibitors

The title compounds 7a-d and 8a-e were synthesized and their in vitro inhibitory activity of angiotensin-converting enzyme (ACE) was examined. In general, these compounds possess poor ACE inhibitory activity. Among the benzothiazinone compounds, which are