10512-65-9

Basic information

• Product Name: 2H-1,3-Benzothiazine-2,4(3H)-dione
• CAS NO: 10512-65-9
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• Mol File: 10512-65-9.mol

Chemical Properties

• CAS DataBase Reference: 2H-1,3-Benzothiazine-2,4(3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,3-Benzothiazine-2,4(3H)-dione(10512-65-9)
• EPA Substance Registry System: 2H-1,3-Benzothiazine-2,4(3H)-dione(10512-65-9)

Safety Data

• Hazardous Substances Data: 10512-65-9(Hazardous Substances Data)

Usage

Uses

Used in Neurological Treatment:
2H-1,3-Benzothiazine-2,4(3H)-dione is used as a neuroprotective agent for the treatment of amyotrophic lateral sclerosis (ALS), aiming to slow the progression of the disease by reducing neuronal cell death caused by excessive glutamate release.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2H-1,3-Benzothiazine-2,4(3H)-dione is used as a research compound for exploring its potential applications in treating other neurological disorders, such as Parkinson's disease and multiple sclerosis, due to its neuroprotective properties.
Used in Drug Formulation:
2H-1,3-Benzothiazine-2,4(3H)-dione is used as an active pharmaceutical ingredient in the formulation of tablets for oral administration, providing a convenient and effective means for ALS patients to receive the medication.

Upstream product

• 15601-85-1 4H-2,3-dihydro-2-imino-1,3-benzothiazin-4-one 
• 92432-91-2 (4-oxo-4H-benzo[e][1,3]thiazin-2-yl)-guanidine 
• 32086-73-0 3,3'-bis-(4-oxo-4H-benzo[e][1,3]thiazin-2-yl)-1,1'-hexane-1,6-diyl-bis-urea 
• 1441-83-4 2-Thiocyanatobenzoyl chloride 
• 35668-75-8 4-anilino-benzo[e][1,3]thiazin-2-one 
• 79-22-1 methyl chloroformate 
• 5697-20-1 2-mercaptobenzamide 
• 7742-71-4 2-chloro-benzo[e][1,3]thiazin-4-one 
• 132629-64-2 Benzo[e][1,3]thiazine-2,4-diylidenediamine 
• 4387-36-4 2-iodobenzonitrile 
• 147-93-3 Thiosalicylic acid 
• 4163-04-6 3-chloro-2-phenyl-benzo[d]isothiazolium; chloride 
• 16671-86-6 2-thiocyanatobenzoic acid 
• 2527-57-3 2,2'-dithiobisbenzamide 

Downstream Products

• 10353-49-8 3-(2-oxo-2-phenylethyl)-3H-benzo[e][1,3]thiazine-2,4-dione 
• 10353-44-3 3-benzylbenzothiazine-2,4-dione 
• 81735-46-8 3-(2-Diethylamino-ethyl)-benzo[e][1,3]thiazine-2,4-dione; hydrochloride 
• 81735-45-7 3-(3-Dimethylamino-propyl)-benzo[e][1,3]thiazine-2,4-dione; hydrochloride 
• 81735-44-6 3-Dimethylaminoethyl-3,4-dihydro-1,3-benzothiazine-2,4-dione hydrochloride 

Relevant articles and documents

Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives

[Figure not available: see fulltext.] Sodium salt of 3H -benzo[e][1,3]thiazine-2,4-dione is easily alkylated at position 3. In the case of 2-(arylimino)-2,3-dihydrobenzo[e][1,3]-thiazin-4-ones, the alkylation reaction at this position occurs regioselectively. Alkylation of 2-thioxo-2,3-dihydrobenzo[e][1,3]thiazin-4-one under the same conditions produced regioisomers, but S-alkylation at the exocyclic sulfur atom occurred in the presence of triethylamine. The reaction of 1-(4-oxo-3,4-dihydrobenzo[e][1,3]thiazin-2-ylidene)guanidine with methyl anthranilate led to the formation of tetracyclic quinazolino[2,1-b]quinazolinedione.

Novel Construction of 4H-2,3-Dihydro-1,3-benzothiazine Ring via Nickel(0)-Catalyzed Reaction of o-Iodobenzamide or o-Iodobenzonitrile with Thioureas

Nickel(0) complex induced the catalytic reaction of o-iodobenzamide or o-iodobenzonitrile with thioureas giving rise to cyclized products, 4H-2,3-dihydro-2-imino-1,3-benzothiazin-4-one or 4H-2,3-dihydro-1,3-benzothiazine-2,4-diimine.