30199-04-3

Basic information

• Product Name: 5-phenyl-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one
• CAS NO: 30199-04-3
• Molecular Formula: C₁₃H₁₀N₂OS
• Molecular Weight: 242.2963
• Mol File: 30199-04-3.mol

Chemical Properties

• Boiling Point: 436.4°C at 760 mmHg
• Flash Point: 217.7°C
• Density: 1.36g/cm³
• Vapor Pressure: 8.14E-08mmHg at 25°C
• Refractive Index: 1.712
• CAS DataBase Reference: 5-phenyl-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenyl-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one(30199-04-3)
• EPA Substance Registry System: 5-phenyl-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one(30199-04-3)

Safety Data

• Hazardous Substances Data: 30199-04-3(Hazardous Substances Data)

Upstream product

• 52824-89-2 N-(3-benzoylthiophen-2-yl)-2-bromoacetamide 
• 30199-07-6 2-amino-N-(3-benzoylthiophen-2-yl)acetamide 
• 614-16-4 Benzoylacetonitrile 

Downstream Products

• 30163-46-3 1-methyl-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 30163-49-6 4-oxy-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 30199-08-7 7-chloro-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 30198-74-4 7-nitro-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 54123-08-9 5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepine-2-thione 
• 54123-10-3 5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one acetylhydrazone 
• 54123-09-0 9-methyl-4-phenyl-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine 
• 55865-77-5 1-methyl-4-oxy-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 55865-84-4 7-chloro-1-methyl-4-oxy-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 43023-43-4 7-chloro-1-cyclopropylmethyl-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 30163-45-2 1-methyl-7-nitro-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 30163-47-4 7-chloro-1-methyl-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 

Relevant articles and documents

Design, synthesis and biological evaluation of 7-substituted 4-phenyl-6H-imidazo[1,5-a]thieno[3,2-f] [1,4]diazepines as safe anxiolytic agents

A series of 4-phenyl-6H-imidazo[1,5-a]thieno[3,2-f][1,4]diazepine-7-carboxylate esters were synthesized and tested as central benzodiazepine receptor (CBR) ligands by the ability to displace [3H]flumazenil from rat cortical membranes. All the compounds showed high affinity with IC50 values ranging from 5.19 to 16.22 nM. In particular, compounds 12b (IC50 = 8.66 nM) and 12d (IC50 = 5.19 nM) appeared as the most effective ligands being their affinity values significantly lower than that of diazepam (IC50 = 18.52 nM). Compounds 12a-f were examined in vivo for their pharmacological effects in mice and five potential benzodiazepine (BDZ) actions were thus taken into consideration: anxiolytic, anticonvulsant, anti-amnesic, hypnotic, and locomotor activities. All the new synthesized compounds were able to induce a significant antianxiety effect and, among them, compound 12f protected pentylenetetrazole (PTZ)-induced convulsions in a dose-dependent manner reaching a 40% effect at 30 mg/kg. In addition, all the compounds were able to significantly prevent the memory impairment evoked by scopolamine, while none of them was able to interfere with pentobarbital-evoked sleep and influence motor coordination. Moreover, title compounds did not affect locomotor and exploratory activity at the same time and doses at which the anti-anxiety effect was observed. Finally, molecular docking simulations were carried out in order to assess the binding mode for compounds 12a-f. The obtained results demonstrated that these compounds bind the BDZ binding site in a similar fashion to flumazenil.

METHOD FOR TREATING MENIERE'S DISEASE

A method for the treatment of Meniere's disease comprising the administration of a medicament which modulates the IKs channel of the ear and thereby reducing endolymph production.

Antiarrhythmic benzodiazepines

Benzo-(1,5)-diazepine derivatives with an amide or urea function in the 3-position are useful in the treatment of arrhythmia. The compounds have structural formulae: STR1

METHODS OF TREATING CARDIAC ARRHYTHMIA

Benzodiazepine analogs have been found to be useful in treating cardiac abnormalities.

Synthesis and pharmacological evaluation of 2,3 dihydro 1H thieno[2,3 e][1,4]diazepines

A series of 2,3 dihydro 1H thieno[2,3 e][1,4]diazepines was synthesized and evaluated for CNS activity. A new antianxiety screen for benzodiazepine like drugs was used along with the standard anticonvulsant test. Structure activity relationships are discussed. One compound, 1,3,6,7,8,9 hexahydro 5 phenyl 2H [1]benzothieno[2,3 e][1,4]diazepin 2 one monosulfate (CI 718), is undergoing clinical studies in man.