60598-48-3

Upstream product

• 100-39-0 benzyl bromide 
• 5098-11-3 5-amino-1H-imidazole-4-carbonitrile 
• 111267-86-8 N-amino-N-methyl-N'-(1-benzyl-4-cyanoimidazol-5-yl)-formamidine 
• 100-46-9 benzylamine 
• 358657-89-3 Ethyl (Z)-N-(2-amino-1,2-dicyanovinyl)formimidate 
• 3815-69-8 5-amino-1-(phenylmethyl)-1H-imidazole-4-carboxamide 
• 133123-63-4 N-(2-amino-1,2-dicyano-vinyl)-formimydic acid ethyl ester 
• 111267-84-6 1-benzyl-4-cyano-5-<(methoxymethylene)amino>imidazole 
• 111267-83-5 N-(dicyanomethyl)methanimidate 

Downstream Products

• 87469-96-3 1-(3-Benzyl-5-cyano-3H-imidazol-4-yl)-3-methyl-urea 
• 122352-40-3 N-methyl-N'-<5-(methylamino)-3-benzylimidazo<5,4-d><1,3>thiazin-7(3H)-ylidene>thiourea 
• 111267-84-6 1-benzyl-4-cyano-5-<(methoxymethylene)amino>imidazole 
• 111267-84-6 1-benzyl-4-cyano-5[(methoxymethylene)amino]imidazole 
• 565473-06-5 5-amino-1-benzyl-2-bromo-1H-imidazole-4-carbonitrile 
• 7674-36-4 9-Benzylpurine-2,6-diamine 
• 624737-74-2 5-amino-1-benzyl-2-chloroimidazole-4-carbonitrile 
• 65456-72-6 5-amino-1-benzylimidazole-4-carboxamidoxime 
• 821004-32-4 3-acetamido-6-benzylimidazo[4,5-c]pyrazole 
• 821004-25-5 5-amino-1-benzyl-2-chloroimidazole-4-carboxamidoxime 
• 624737-77-5 9-benzyl-8-chloro-2-hydroxyadenine 
• 226907-93-3 6-Amino-9-benzyl-2-butylaminopurine 
• 565473-07-6 9-benzyl-8-bromo-2-hydroxyadenine 
• 226907-85-3 9-benzyl-8-bromo-2-methoxyadenine 

Relevant academic research and scientific papers

PURINE DERIVATIVES FOR THE TREATMENT OF VIRAL INFECTIONS

The present invention relates to purine derivatives of formula (I), processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.

Dimroth-type rearrangement of 1-benzyl- and 1-glycosyl-5-aminoimidazoles to 4-(N-substituted amino)imidazoles

An efficient route is described to an unusual exocyclic 4-β-d-ribofuranosyl-aminoimidazole nucleoside, related 4-N- benzylaminoimidazoles and imidazole analogues of precursors in the de novo biosynthesis of purines, via a regiospecific and stereoselective

2-AMIDO-6-AMINO-8-OXOPURINE DERIVATIVES AS TOLL-LIKE RECEPTOR MODULATORS FOR THE TREATMENT OF CANCER AND VIRAL INFECTIONS, SUCH AS HEPATITIS C

This invention relates to purine derivatives, to processes for their preparation, to compositions containing them and to their use. The present invention provides compounds of formula (I) wherein R1, R2, R3, R9, R9a and Y are defined in the description. More particularly, the present invention relates to the use of purine derivatives in the treatment of a variety of viral infections and immune or inflammatory disorders, including those in which the modulation, in particular agonism, of Toll-Like Receptors (TLRs) is implicated. Accordingly, the compounds of the invention are useful in the treatment of infectious disease such as Hepatitis (e.g. HCV, HBV), genetically related viral infections, inflammatory diseases such as asthma and arthritis, and cancer.

Process for the production of pentostatin aglycone and pentostatin

A novel, scaleable and improved process for preparing pentostatin and its analogs is disclosed. The method comprises the diastereospecific synthesis of the nucleobase from commercially available L-Dialkyl tartarates.

An improved synthesis of 9-benzyladenine: A model for adenosine and its analogues

An improved synthesis of 9-benzyladenine (I), a model for a variety of biologically and therapeutically significant adenine nucleosides, has been reported. The target compound was synthesized by condensation of 1-benzyl-4-cyano-5-methoxymethyleneiminoimidazole (14) with guanidine. Compound 14 was prepared from 5-amino-1-benzyl-4-cyanoimidazole (5), which in turn was prepared by reaction of benzylamine with ethyl (Z)-N-(2-amino-1,2-dicyanovinyl) formimidate (13). The latter was synthesized by reaction of diaminomaleonitrile (6) with triethyl orthoformate.

Synthesis of 4- and 5-disubstituted 1-benzylimidazoles, important precursors of purine analogs

(Z)-N-(2-amino-1,2-dicyanovinyl)-N'-benzylformamidine 6 has been prepared both from the reaction of benzylisonitrile with the hydrochloride salt of diaminomaleonitrile and from reaction of ethyl (Z)-N-(2-amino-1,2-dicyanovinyl)formimidate with benzylamine

CHEMISTRY OF THE 5:7-FUSED HETEROAROMATIC SYSTEMS: A NOVEL REARRANGEMENTINVOLVING THE IMIDAZOTRIAZEPINE AND PYRAZOLO-TRIAZEPINE SYSTEMS

A novel rearrangement which involves the potential intermediacy of an imidazo- or a pyrazolotriazepine is reported.

Rearrangements in Heterocyclic Synthesis: A Novel Translocation of an (N-Amino-N-methylamino)methylene Group from a Heterocyclic N-Amino-N-methylformamidine Side Chain to the Vinylogous Nitrile Function

Reaction of the imidate 1-benzyl-4-cyano-5imidazole (5) with an equivalent of hydrazine provided 1-amino-9-benzyl-6-iminopurine (6), which, upon treatment which excess hydrazine, rearranged to 9-benzyl-6-hydrazinopurine (7).Reaction of 5 with methylhydrazine gave N-amino-N-methyl-N'-(1-benzyl-4-cyanoimidazol-5-yl)formamidine (8b).Thermolysis of 8b in refluxing toluene-methanol, catalyzed by trifluoroacetic acid, provided an equimolar mixture of 5-amino-1-benzyl-4-cyanoimidazole (9) and 3-(5-amino-1-benzylimidazol-4-yl)-1-methyl-1,2,4-triazole (10).Compound 9 was recycled to 8b via 5.The structure of 10 was established by spectral data coupled with an unequivocal synthesis.The conversion 8b to 10 represents a novel "translocative" rearrangement involoving the transfer of an NH2N(Me)CH= group from the imidazole 5-position to the nitrile function at position 4.Successful application of the rearrangement to the analogous pyrazole system is demonstrated.The rearrangement carries useful practical implications in the synthesis of the otherwise not easily accessible heterocycles of potential biological and medicinal significance.