GB1386334A - 2,2-cyclocytidine derivatives - Google Patents

2,2-cyclocytidine derivatives

Info

Publication number
GB1386334A
GB1386334A GB4393872A GB4393872A GB1386334A GB 1386334 A GB1386334 A GB 1386334A GB 4393872 A GB4393872 A GB 4393872A GB 4393872 A GB4393872 A GB 4393872A GB 1386334 A GB1386334 A GB 1386334A
Authority
GB
United Kingdom
Prior art keywords
group
hydrogen atom
atom
general formula
hydrogen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4393872A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kohjin Co
Original Assignee
Kohjin Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kohjin Co filed Critical Kohjin Co
Priority to GB4393872A priority Critical patent/GB1386334A/en
Publication of GB1386334A publication Critical patent/GB1386334A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

Abstract

1386334 2,2<SP>1</SP>-Cyclocytidine derivatives KOHJIN KK 22 Sept 1972 43938/72 Headings C2C and C2P Novel 2,2<SP>1</SP>-cyclocytidine derivatives of the general formula wherein R 1 is a hydrogen atom or a Z-CO- or -H 2 PO 3 group, Z is a C 1-4 alkyl or phenyl group, R 2 is a hydrogen atom or -H 2 PO 3 , Y is a hydrogen atom or a hydroxy, C 1-4 alkyl or C 1-4 alkoxy group and X is a hydrogen or halogen atom or a methyl group, except that (a) X, Y, R 1 and R 2 are not simultaneously hydrogen atoms, (b) X, Y and R 1 are not simultaneously hydrogen atoms if R 2 is a -H 2 PO 3 group, (c) X and Y are not both hydrogen atoms if R 1 and R 2 are both -H 2 PO 3 groups and (d) X, Y and R 2 are not simultaneously hydrogen atoms if R 1 is Z-CO-, and pharmaceutically acceptable acid addition and intramolecular salts thereof are prepared (a) when R 1 is a hydrogen atom or -H 2 PO 3 group and R 2 is a hydrogen atom, by heating the corresponding cytidine derivative of the general formula wherein R 3 is a hydrogen atom or -H 2 PO 3 group, except that X, Y and R 3 are not simultaneously hydrogen atoms, with a compound formed by substituting a chlorine atom for one or more hydroxy groups in phosphoric or pyrophosphoric acid or an ester thereof, in the presence of an ester of a carboxylic acid; (b) when R 1 is an -HPO 3 <SP>(-)</SP> group, R 2 is an -H 2 PO 3 group, X is a halogen atom or methyl group, and Y is -H 2 <SP>(+)</SP>, by heating the corresponding cytidine of the second general formula above, wherein each of R 3 and Y is a hydrogen atom, with a compound formed by substituting a chlorine atom for one or more hydroxy groups in phosphoric or pyrophosphoric acid or an ester thereof; and (c) when R 1 is an acetyl group, R 2 is a hydrogen atom, and X and Y are not both hydrogen atoms, by reacting the corresponding compound of the first general formula above wherein R 1 is a hydrogen atom with glacial acetic acid. N<SP>4</SP>-Hydroxy- or methoxy-cytidine is prepared by reacting cytidine with hydroxyl- or methoxyamine hydrochloride, respectively. Pharmaceutical compositions having antiviral, antitumour and anticancer activity comprise, as active ingredient, a 2,2<SP>1</SP>-cyclocytidine derivative of the first general formula above, together with a pharmaceutical carrier or diluent.
GB4393872A 1972-09-22 1972-09-22 2,2-cyclocytidine derivatives Expired GB1386334A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4393872A GB1386334A (en) 1972-09-22 1972-09-22 2,2-cyclocytidine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4393872A GB1386334A (en) 1972-09-22 1972-09-22 2,2-cyclocytidine derivatives

Publications (1)

Publication Number Publication Date
GB1386334A true GB1386334A (en) 1975-03-05

Family

ID=10431026

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4393872A Expired GB1386334A (en) 1972-09-22 1972-09-22 2,2-cyclocytidine derivatives

Country Status (1)

Country Link
GB (1) GB1386334A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11331331B2 (en) 2017-12-07 2022-05-17 Emory University N4-hydroxycytidine and derivatives and anti-viral uses related thereto
US11628181B2 (en) 2014-12-26 2023-04-18 Emory University N4-hydroxycytidine and derivatives and anti-viral uses related thereto

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11628181B2 (en) 2014-12-26 2023-04-18 Emory University N4-hydroxycytidine and derivatives and anti-viral uses related thereto
US11331331B2 (en) 2017-12-07 2022-05-17 Emory University N4-hydroxycytidine and derivatives and anti-viral uses related thereto
US11903959B2 (en) 2017-12-07 2024-02-20 Emory University N4-hydroxycytidine and derivatives and anti-viral uses related thereto

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee