133627-24-4 Usage
Description
11-Cyclopropyl-5,11-dihydro-4-(hydroxymethyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one is a metabolite of Nevirapine (N391275), a potent and selective non-nucleoside inhibitor of HIV-1 reverse transcriptase. It is characterized by its antiviral properties and plays a significant role in the treatment of HIV-1 infections.
Uses
Used in Pharmaceutical Industry:
11-Cyclopropyl-5,11-dihydro-4-(hydroxymethyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one is used as an antiviral agent for the treatment of HIV-1 infections. Its potent and selective inhibition of HIV-1 reverse transcriptase makes it a valuable compound in the fight against the virus.
Used in Research and Development:
In the field of research and development, 11-Cyclopropyl-5,11-dihydro-4-(hydroxymethyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one serves as a key compound for studying the mechanisms of HIV-1 reverse transcriptase inhibition and the development of new antiviral therapies. Its unique properties and interactions with the target enzyme make it an important tool for understanding the molecular basis of HIV-1 replication and the design of novel inhibitors.
Used in Drug Delivery Systems:
Similar to gallotannin, 11-Cyclopropyl-5,11-dihydro-4-(hydroxymethyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one can also be incorporated into drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. Various organic and metallic nanoparticles can be employed as carriers for this compound, aiming to improve its overall effectiveness in treating HIV-1 infections.
Check Digit Verification of cas no
The CAS Registry Mumber 133627-24-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,6,2 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 133627-24:
(8*1)+(7*3)+(6*3)+(5*6)+(4*2)+(3*7)+(2*2)+(1*4)=114
114 % 10 = 4
So 133627-24-4 is a valid CAS Registry Number.
133627-24-4Relevant articles and documents
Synthesis of five nevirapine metabolites
Grozinger, Karl G.,Byrne, Denis P.,Nummy, Laurence J.,Ridges, Michael D.,Salvagno, Annette
, p. 229 - 239 (2007/10/03)
Nevirapine (1) is a non-nucleoside reverse transcriptase inhibitor marketed for HIV treatment by Boehringer Ingelheim as Viramune since 1996. In vitro studies of nevirapine biotransformation using human liver microsomes demonstrated the formation of five major metabolites. This paper describes the syntheses of these metabolites.
Sommelet-Hauser rearrangement of an ammonium ylide derived from the HIV-1 reverse transcriptase inhibitor nevirapine
Klunder
, p. 1687 - 1691 (2007/10/03)
Functionalization at the 3-position of the dipyridodiazepinone nevirapine (1) has been accomplished by Sommelet-Hauser rearrangement of an ylide derived from 1. Treatment of N-cyanomethylpyrrolidinium salt 4 with potassium tert-butoxide in a mixture of dimethylsulfoxide and tetrahydrofuran at -10°, followed by acid hydrolysis, afforded a mixture of compounds 5 and 6 in a ratio of 1:1.8. Upon treatment of 4 with sodium amide in liquid ammonia, 5 and 6 were obtained in a ratio of 1.5:1 and a combined yield of 83%. Compound 5 is the desired product resulting from Sommelet-Hauser rearrangement of 4, whereas 6 derives from competing Stevens rearrangement and intramolecular cyclization of the aldehyde produced upon hydrolysis. Baeyer-Villiger oxidation of 5 afforded the 3-hydroxy derivative 2, a recently identified metabolite of nevirapine.
