GB1480120A - N4-substituted-2,2'-cyclocytidine derivatives - Google Patents

N4-substituted-2,2'-cyclocytidine derivatives

Info

Publication number
GB1480120A
GB1480120A GB51914/74A GB5191474A GB1480120A GB 1480120 A GB1480120 A GB 1480120A GB 51914/74 A GB51914/74 A GB 51914/74A GB 5191474 A GB5191474 A GB 5191474A GB 1480120 A GB1480120 A GB 1480120A
Authority
GB
United Kingdom
Prior art keywords
group
carbon atoms
cyclocytidine
substituted
amino
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
GB51914/74A
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 Holdings Co Ltd
Kohjin Co
Original Assignee
Kohjin Holdings Co Ltd
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
Priority claimed from JP13308473A external-priority patent/JPS5629679B2/ja
Priority claimed from JP13487773A external-priority patent/JPS5629680B2/ja
Priority claimed from JP13575573A external-priority patent/JPS5636198B2/ja
Application filed by Kohjin Holdings Co Ltd, Kohjin Co filed Critical Kohjin Holdings Co Ltd
Publication of GB1480120A publication Critical patent/GB1480120A/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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

1480120 N<SP>4</SP> substituted 2,2<SP>1</SP>-cyclocytidine derivatives KOHJIN CO Ltd 29 Nov 1974 [29 Nov 1973 4 Dec 1973 6 Dec 1973] 51914/74 Heading C2C Novel compounds of Formula I wherein Y represents a hydroxyl group of an amino (-NH 2 ) group; and R<SP>1</SP> and R<SP>2</SP>, which may be the same or different, each represents a hydrogen atom or an acyl group having the formula wherein R represents a straight or branched chain alkyl group having from 1 to 19 carbon atoms; an aryl group having from 6 to 10 carbon atoms which may be substituted with at least one substituent selected from a halogen atom, an alkyl group having from 1 to 4 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms and a nitro group; an aralkyl group having 7 to 12 carbon atoms in which the aryl moiety thereof may be substituted with at least one substituent selected from a halogen atom and an alkyl group having from 1 to 4 carbon atoms; a cycloalkyl group having from 4 to 10 carbon atoms; and a polycyclic cage-type hydrocarbon group having from 7 to 14 carbon atoms; with at least one of R<SP>1</SP> and R<SP>2</SP> being the acyl group as defined above, and acid addition salts thereof, with the proviso that R<SP>1</SP> may not represent an acyl group having the formula wherein R represents a methyl group when R<SP>2</SP> represents a hydrogen atom and Y represents a hydroxy group are prepared either by acylation of a compound IVb or a compound IVa followed by removal of the protecting group and optional further acylation. N<SP>4</SP>-aminocytidine is prepared by reaction of cytidine with hydrazine hydrate. N<SP>4</SP>-hydroxy-2,2<SP>1</SP>-cyclocytidine is prepared by reaction of N<SP>4</SP>-hydroxycytidine with phosphorus oxychloride. N<SP>4</SP> - amino - 2,2<SP>1</SP> - cyclocytidine hydrochloride is obtained by HCl/methanol hydrolysis of 3<SP>1</SP> - O - acetyl - N<SP>4</SP>- amino - 2,2<SP>1 </SP>- cyclocytidine obtained by reaction of N<SP>4</SP>-aminocytidine with phosphorus oxychloride in ethyl acetate. Pharmaceutical compositions in conventional forms for oral, intravenous, intraperitoneal, subcutaneous or rectal administration and having anti-leukaemic activity comprise an above novel compound and a carrier therefore. Treatment of leukaemia in non-human animals is also claimed.
GB51914/74A 1973-11-29 1974-11-29 N4-substituted-2,2'-cyclocytidine derivatives Expired GB1480120A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP13308473A JPS5629679B2 (en) 1973-11-29 1973-11-29
JP13487773A JPS5629680B2 (en) 1973-12-04 1973-12-04
JP13575573A JPS5636198B2 (en) 1973-12-06 1973-12-06

Publications (1)

Publication Number Publication Date
GB1480120A true GB1480120A (en) 1977-07-20

Family

ID=27316633

Family Applications (1)

Application Number Title Priority Date Filing Date
GB51914/74A Expired GB1480120A (en) 1973-11-29 1974-11-29 N4-substituted-2,2'-cyclocytidine derivatives

Country Status (3)

Country Link
DE (1) DE2456547A1 (en)
FR (1) FR2252851B1 (en)
GB (1) GB1480120A (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

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108440624B (en) * 2018-04-24 2023-01-31 苏州华赛生物工程技术有限公司 Environment-friendly method for separating and purifying cytidine from microbial fermentation broth

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

Also Published As

Publication number Publication date
FR2252851A1 (en) 1975-06-27
FR2252851B1 (en) 1978-07-21
DE2456547A1 (en) 1975-08-14

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years

Effective date: 19941128