70091-24-6

Basic information

• Product Name: 9H-Purine, 6-chloro-9-[(2,6-dichlorophenyl)methyl]-
• CAS NO: 70091-24-6
• Molecular Formula: C12H7Cl3N4
• Molecular Weight: 313.573
• Mol File: 70091-24-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 9H-Purine, 6-chloro-9-[(2,6-dichlorophenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Purine, 6-chloro-9-[(2,6-dichlorophenyl)methyl]-(70091-24-6)
• EPA Substance Registry System: 9H-Purine, 6-chloro-9-[(2,6-dichlorophenyl)methyl]-(70091-24-6)

Safety Data

• Hazardous Substances Data: 70091-24-6(Hazardous Substances Data)

Upstream product

• 2014-83-7 1,3-Dichloro-2-chloromethyl-benzene 
• 87-42-3 6-chloropurine 

Downstream Products

• 125486-40-0 9-(2,6-Dichloro-benzyl)-6-(furan-2-ylmethoxy)-9H-purine 
• 70091-28-0 3-(2,6-dichlorobenzyl)-6-diethylaminopurine 
• 70091-30-4 allyl-[9-(2,6-dichloro-benzyl)-9H-purin-6-yl]-amine 
• 70091-27-9 [9-(2,6-dichloro-benzyl)-9H-purin-6-yl]-ethyl-amine 
• 125486-39-7 6-Benzyloxy-9-(2,6-dichloro-benzyl)-9H-purine 
• 125486-31-9 N-benzyl-9-(2,6-dichlorobenzyl)adenine 
• 125486-42-2 6-Allyloxy-9-(2,6-dichloro-benzyl)-9H-purine 
• 125486-43-3 9-(2,6-Dichloro-benzyl)-6-prop-2-ynyloxy-9H-purine 
• 125486-41-1 9-(2,6-Dichloro-benzyl)-6-(pyridin-3-ylmethoxy)-9H-purine 

Relevant articles and documents

Synthesis and evaluation of anticonvulsant and antidepressant activities of 7-alkyl-7H-tetrazolo[1,5-g]purine derivatives

Seventeen 7-alkyl-7H-tetrazolo[1,5-g]purine derivatives were synthesized, and their anticonvulsant and antidepressant activities were evaluated in a mouse model. The anticonvulsant effect and neurotoxicity of the compounds were evaluated with a maximal electroshock test and a rotated test in mice, respectively. Most of the compounds had anticonvulsant activity; among the compounds studied, 7-(3-chlorobenzyl)-7H-tetrazolo[1,5-g]purine (3h) was found to be the most potent compound with a median effective dose (ED50) value of 28.9 mg/kg and a protective index value of 15.8, possessing better anticonvulsant activity and higher safety than the marketed drug carbamazepine. To explain the possible mechanism of anticonvulsant activity, compound 3h was tested in pentylenetetrazole-induced seizures tests, and the results suggest that compound 3h exerts anticonvulsant activity through a GABA-mediated mechanism. Forced swimming test showed that at a dose of 40 mg/kg, five compounds have significant antidepressant activity, the most active compound was 7-(2-chlorobenzyl)-7H-tetrazolo[1,5-g]purine (3g), which decreased immobility time by 56 %.

SYNTHESIS OF N,N,9-TRISUBSTITUTED ADENINES UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS

Alkylation of N-mono- and N,N-disubstituted adenines by 2,6-dichlorobenzyl chlorides under the conditions of phase-transfer catalysis in the benzene-50percent aqueous sodium hydroxide system takes place regioselectively with the formation of the corresponding N,N,9-trisubstituted adenines (60-80percent).The isomeric N,N,3-trisubstituted adenines are also formed.The N,9-disubstituted adenines are alkylated regiospecifically under analogous conditions and give N,N,9-trisubstituted adenines with quantitative yields.