Method of producing n2-methyldeoxyguanosine

FIELD: chemistry.

SUBSTANCE: proposed method of producing N2-methyldeoxyguanosine by the method of reductive amination of formaldehyde with deoxyguanosine is carried out with stirring for 36 hours and at a temperature of 25C in acetate buffer, while simultaneously introducing into the reaction mixture of formaldehyde, deoxyguanosine and sodium cyanoborohydride, the reaction pH is maintained at 5.74 with the following ratio of components, wt %: deoxyguanosine 0.24, sodium cyanoborohydride 0.05, 37% of formaldehyde solution 1.36, 0.2 mM of acetate buffer solution 98.35.

EFFECT: new efficient method for the production of N2-methyldeoxyguanosine with improved yield and selectivity.

1 ex, 5 dwg

 



 

Same patents:

FIELD: chemistry.

SUBSTANCE: invention relates to anti-tumour purine derivatives of formula (A) and salts thereof, as well as pharmaceutical compositions based thereon, a method for production thereof where W is an alkyl-substituted amine, a pyrrolidine, piperidine, morpholine or piperazine residue, optionally substituted with C1-C6 alkyl or hydroxy; Y is H or a saccharide residue, Z is H; Q is an optionally substituted quinoline residue. The disclosed method involves reacting a corresponding purine protected at the 9th position with corresponding precursors of groups W and Q.

EFFECT: novel compounds with low toxicity, a wide anticancer range, high anticancer activity, high stability, suitable for producing anti-tumour drugs.

12 cl, 3 tbl, 31 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing a monohydrate of (1-{9-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide through contact of a compound of formula

with aqueous methylamine at temperature equal to approximately 2.5-7.5C. The invention also relates to a method of producing an intermediate compound of formula (4): involving reaction of a compound of formula (1) with 14.3-16.7-fold molar excess hydrazine hydrate at temperature equal to approximately 60-65C to obtain the corresponding hydrazine of formula (2), followed by contact between the compound of formula (2) and excess ethyl-2-formyl-3-oxopropionate, optionally in the presence of an acid.

EFFECT: method enables to obtain, in a single step, a crystalline compound in form of a monohydrate and also exclude undesirable impurities of the compound of formula 2 in the end product owing to use of intermediate product 4.

15 cl, 7 ex, 5 dwg

FIELD: medicine, pharmacology, bioorganic chemistry, pharmacy.

SUBSTANCE: invention relates to the effective using amount of β-L-2'-deoxynucleoside of the formula (I) or (II) used in manufacturing a medicinal agent used in treatment of hepatitis B, pharmaceutical compositions containing thereof, and methods for treatment of hepatitis B. Proposed agent shows the enhanced effectiveness in treatment of hepatitis B.

EFFECT: enhanced and valuable medicinal properties of agent.

83 cl, 6 tbl, 11 ex

The invention relates to certain oxipurinol the nucleosides, compounds related data oxipurinol the nucleosides, acyl derivatives and compositions that contain at least one of these compounds

The invention relates to novel acyl derivatives of guanosine formula I, inosine formula II, xanthosine formula III, deoxyinosine formula IV, deoxyguanosine formula V, inosine - 2',3'-(acyclic)dialcohol formula VI or pharmaceutically acceptable salts

The invention relates to O6substituted derivatives of guanine, method of their production and to their use for the treatment of tumor cells

The invention relates to a method for obtaining enriched beta-anomer nucleoside of the formula I, where T is fluorine and R is the corresponding nucleoside described in paragraph 1 of the formula

FIELD: medicine, pharmacology, bioorganic chemistry, pharmacy.

SUBSTANCE: invention relates to the effective using amount of β-L-2'-deoxynucleoside of the formula (I) or (II) used in manufacturing a medicinal agent used in treatment of hepatitis B, pharmaceutical compositions containing thereof, and methods for treatment of hepatitis B. Proposed agent shows the enhanced effectiveness in treatment of hepatitis B.

EFFECT: enhanced and valuable medicinal properties of agent.

83 cl, 6 tbl, 11 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing a monohydrate of (1-{9-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide through contact of a compound of formula

with aqueous methylamine at temperature equal to approximately 2.5-7.5C. The invention also relates to a method of producing an intermediate compound of formula (4): involving reaction of a compound of formula (1) with 14.3-16.7-fold molar excess hydrazine hydrate at temperature equal to approximately 60-65C to obtain the corresponding hydrazine of formula (2), followed by contact between the compound of formula (2) and excess ethyl-2-formyl-3-oxopropionate, optionally in the presence of an acid.

EFFECT: method enables to obtain, in a single step, a crystalline compound in form of a monohydrate and also exclude undesirable impurities of the compound of formula 2 in the end product owing to use of intermediate product 4.

15 cl, 7 ex, 5 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to anti-tumour purine derivatives of formula (A) and salts thereof, as well as pharmaceutical compositions based thereon, a method for production thereof where W is an alkyl-substituted amine, a pyrrolidine, piperidine, morpholine or piperazine residue, optionally substituted with C1-C6 alkyl or hydroxy; Y is H or a saccharide residue, Z is H; Q is an optionally substituted quinoline residue. The disclosed method involves reacting a corresponding purine protected at the 9th position with corresponding precursors of groups W and Q.

EFFECT: novel compounds with low toxicity, a wide anticancer range, high anticancer activity, high stability, suitable for producing anti-tumour drugs.

12 cl, 3 tbl, 31 ex

FIELD: chemistry.

SUBSTANCE: proposed method of producing N2-methyldeoxyguanosine by the method of reductive amination of formaldehyde with deoxyguanosine is carried out with stirring for 36 hours and at a temperature of 25C in acetate buffer, while simultaneously introducing into the reaction mixture of formaldehyde, deoxyguanosine and sodium cyanoborohydride, the reaction pH is maintained at 5.74 with the following ratio of components, wt %: deoxyguanosine 0.24, sodium cyanoborohydride 0.05, 37% of formaldehyde solution 1.36, 0.2 mM of acetate buffer solution 98.35.

EFFECT: new efficient method for the production of N2-methyldeoxyguanosine with improved yield and selectivity.

1 ex, 5 dwg

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