257891-71-7

Basic information

• Product Name: 9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione
• CAS NO: 257891-71-7
• Molecular Formula: C₁₆H₂₀ClN₃S
• Molecular Weight: 321.8681
• Mol File: 257891-71-7.mol

Chemical Properties

• Boiling Point: 429.7°C at 760 mmHg
• Flash Point: 213.7°C
• Density: 1.3g/cm³
• Vapor Pressure: 1.37E-07mmHg at 25°C
• Refractive Index: 1.67
• CAS DataBase Reference: 9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione(257891-71-7)
• EPA Substance Registry System: 9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione(257891-71-7)

Safety Data

• Hazardous Substances Data: 257891-71-7(Hazardous Substances Data)

Upstream product

• 136722-73-1 (R)-4-Chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulen-1-one 
• 131645-82-4 (S)-4-Chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulen-1-one 
• 870-63-3 prenyl bromide 
• 137332-62-8 N-(2,5-Dichloro-3-nitrobenzoyl)-L-alaninamide 
• 137332-65-1 (+)-(S)-7-Chloro-3-methyl-4-(3-methyl-2-butenyl)-9-nitro-2,3,4,5-tetrahydro-1H-<1,4>benzodiazepine 
• 137332-57-1 (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine 
• 88-86-8 2,5-dichloro-3-nitrobenzoic acid 
• 75-15-0 carbon disulfide 
• 131645-86-8 7-chloro-2,3,4,5-tetrahydro-3-methyl-4-(3-methyl-2-butenyl)-1H-1,4-benzodiazepin-9-amine 
• 131645-83-5 (R)-1,4-Dichloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2,7,9a-triaza-benzo[cd]azulene 
• 131645-83-5 (S)-2,9-dichloro-4,5,6,7-tetrahydro-5-methyl-6-(3-methyl-2-butenyl)imidazo<4,5,1-jk><1,4>benzodiazepine 

Relevant articles and documents

Anti-HIV-1 tetrahydroimidazo[1,4]benzodiazepin-2-(thi) ones

Novel tetrahydroimidazo[1,4]benzodiazepin-2-(thi)ones possessing anti-HIV-1 activity, compositions containing these compounds as active ingredients, and methods of treating subjects suffering from HIV-1 infection by administering these compounds. The comp

Regioselectivity in Intramolecular Nucleophilic Aromatic Substitution. Synthesis of the Potent Anti HIV-1 8-Halo TIBO Analogues

Regioselective intramolecular nucleophilic substitution of 2,6-dihalo-3-nitrobenzyl diamines 2b and 2c gave benzodiazepines 3.These intermediates are useful in the preparation of the 8-halo TIBO derivatives 1, inhibitors of HIV-I replication in cell cultu

Synthesis and anti-HIV-1 activity of 4,5,6,7-tetrahydro-5- methylimidazo[4,5,1-jk][1,4]benzodiazepin-2(1H)-one (TIBO) derivatives. 2

In the first paper of this series a new structure with anti-HIV-1 activity was disclosed and analogues were synthesized to explore the structure- activity relationship of changes in the substituent (R) attached at the N-6 position of 9. This study describes the syntheses and anti-HIV-1 testing of analogues with variations of the five-membered urea ring of the 4,5,6,7- tetrahydro-5-methylimidazo[4,5,1-jk][1,4]benzodiazepin-2(1H)-one (TIBO) structures. Although many different rings were synthesized to replace the cyclic urea of TIBO, most were found to be inactive in inhibiting the replication of the HIV-1 virus in MT-4 cells. The exceptions were replacement of the urea oxygen with sulfur or selenium to give the corresponding thio- or selenoureas. These were found to be more active than the oxygen counterparts. A small series of analogues was synthesized and tested which allowed direct comparison of urea and thiourea derivatives. Without exception, the latter were always more active than the former. The most active compound of this series (8d) was found to inhibit the HIV-1 virus with an IC50 of 0.012 μM which is comparable to that of AZT.