88166-55-6

Usage

InChI:InChI=1/C17H29N5/c1-2-3-4-5-6-7-8-9-10-11-12-18-16-15-17(20-13-19-15)22-14-21-16/h13-15H,2-12H2,1H3,(H,18,19,20,21,22)

Upstream product

• 124-22-1 n-Dodecylamine 
• 50-66-8 6-(methylthio)-1H-purine 
• 112-54-9 Dodecanal 
• 66224-66-6 adenine 
• 87-42-3 6-chloropurine 
• 87-42-3 6-chloro-7H-purine 

Relevant academic research and scientific papers

Convenient and efficient syntheses of N6-and N 4-substituted adenines and cytosines and their 2-deoxyribosides

Convenient and efficient methods of the synthesis of N6-and N4-substituted derivatives of adenine and cytosine and their 2-deoxyribosides were developed. The reactions of either unprotected nucleobases (adenine, cytosine) or unprotected 2-deoxyribosides with aryl or alkyl aldehydes give corresponding Schiff bases that can be reduced to the target title compounds with high overall yields. In the case of aryl aldehydes the imine derivatives are obtained in the presence of methoxides in methanol and reduced with sodium borohydride. The corresponding reactions with alkyl aldehydes require the use of acetic acid and borane dimethyl sulfide complex instead.

PROPRIETES DE SURFACE ET MICELLISATION DES SELS MONOSODIQUES ET DISODIQUES DE N6 ALKYLADENOSINES MONOPHOSPHATES 5'

Four new N6 alkyladenosine 5' monophosphates (AAMP) have been synthesized as monosodium and disodium salts, with alkyl chains containing 10, 12, 14 and 16 carbon atoms.Surface and thermodynamic properties of the AAMP were investigated in aqueous solution and in NaCl solution.The surface tensions observed at the CMC in pure water are the same for all the monosodium salts (37.2 mN/m) and grow from 37.9 to 45.4 mN/m for the disodium salts.The minimum area per molecule is smaller for the monosodium salts: 52 +/- 3 Angstroem2 than for the disodium salts: 104 +/- 6 Angstroem2.These values are decreased to 30 Angstroem2 and 43 Angstroem2 respectively with addition of excess NaCl.The CMC values follow the well known relation, where n is the carbon number of the alkyl chain. log CMC = A + Bn.B = -0.26 for monosodium salts and -0.19 for the disodium salts.The ionization degree of the micelles, α evaluated from the slope of the Corrin-Harkins plot, grows slightly with increasing carbon number.The standard free energy of micellization per CH2 has been evaluated : -2.86 kJ/mol and -2.36 kJ/mol for the mono and disodium salts respectively.The AAMP studied here present great analogies with the corresponding alkyl phosphates; nevertheless the introduction of the adenosine moiety leads to CMC values reduced by approximately 40 times.

Method for preparing salts of 6-chloropurine

There is described a novel method for preparing and isolating novel salts of 6-chloropurine and strong acids. According to the method hypoxanthine is reacted with phosphorus oxychloride in the presence of an organic base to form 6-chloropurine, a solvent is added to the reaction mixture and the latter is reacted with a strong acid to form a 6-chloropurine salt which is then isolated. In a preferred embodiment 6-chloropurine is freed from the salt with water, preferably in the presence of a base. In another preferred embodiment the 6-chloropurine is aminated with various amines.