IE40630L - Clindamycin 2- phosphates - Google Patents

Clindamycin 2- phosphates

Info

Publication number
IE40630L
IE40630L IE742476A IE247674A IE40630L IE 40630 L IE40630 L IE 40630L IE 742476 A IE742476 A IE 742476A IE 247674 A IE247674 A IE 247674A IE 40630 L IE40630 L IE 40630L
Authority
IE
Ireland
Prior art keywords
clindamycin
demethyl
reacting
give
protecting
Prior art date
Application number
IE742476A
Other versions
IE40630B1 (en
Original Assignee
Upjohn 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 US425149A external-priority patent/US3892729A/en
Application filed by Upjohn Co filed Critical Upjohn Co
Publication of IE40630L publication Critical patent/IE40630L/en
Publication of IE40630B1 publication Critical patent/IE40630B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02Acyclic radicals, not substituted by cyclic structures
    • C07H15/14Acyclic radicals, not substituted by cyclic structures attached to a sulfur, selenium or tellurium atom of a saccharide radical
    • C07H15/16Lincomycin; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1465209 Clindamycin-2-phosphate derivatives UPJOHN CO 19 Nov 1974 [17 Dec 1973] 49949/74 Headings C2P and C2C The invention comprises compounds of Formula I and the acid addition salts thereof; where Halo is Cl, Br or I; X is -P(O)(OH) 2 , the zwitterion thereof or a partial salt thereof; R is C 1-4 alkyl and R 1 is C 1-8 alkyl; and their preparation by (1) protecting the 3- and 4-hydroxy groups in a corresponding compound in which X is H by reaction with an aldehyde or ketone to form an -ylidene group, (2) protecting the primary OH group by tritylation, silylation or formation of a 2-tetrahydropyranyl ether, (3) phosphorylation and (4) removal of protecting groups. In an example 1<SP>1</SP>- demethyl - 1<SP>1</SP> - (2 - hydroxyethyl)- clindamycin - 2 - phosphate hydrate (Formula I) is prepared by reacting 1<SP>1</SP>-demethyl-1<SP>1</SP>-(2- hydroxyethyl)clindamycin with acetone to give the corresponding 3,4-O-isopropylidene derivative, reacting this with trityl chloride to give the corresponding 1<SP>1</SP>-(2-trityloxyethyl) derivative, reacting this with pyridinium and cyanoethyl phosphate and then with aqueous acetic acid to give 1<SP>1</SP> - demethyl - 1<SP>1</SP> - (betahydrozyethyl)- clindamycin-2-cyanoethylphosphate and finally hydrolysing this ester. Antibacterial compositions for parenteral administration comprise a compound of the invention and a carrier. [GB1465209A]
IE2476/74A 1973-12-17 1974-11-29 Clindamycin 2-phosphates IE40630B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US425149A US3892729A (en) 1971-06-23 1973-12-17 1{40 (Beta-hydroxyethyl)-1{40 -demethyl clindamycin 2-phosphates

Publications (2)

Publication Number Publication Date
IE40630L true IE40630L (en) 1975-06-17
IE40630B1 IE40630B1 (en) 1979-07-18

Family

ID=23685376

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2476/74A IE40630B1 (en) 1973-12-17 1974-11-29 Clindamycin 2-phosphates

Country Status (5)

Country Link
JP (1) JPS5817479B2 (en)
DE (1) DE2458257C2 (en)
FR (1) FR2254347B1 (en)
GB (1) GB1465209A (en)
IE (1) IE40630B1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6152836B2 (en) * 2014-09-25 2017-06-28 Jfeスチール株式会社 Manufacturing method of hot press-formed product
CN113081975B (en) * 2021-04-13 2022-11-29 海南锦瑞制药有限公司 Preparation method of clindamycin phosphate freeze-dried powder injection for injection

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3487068A (en) * 1966-12-16 1969-12-30 Upjohn Co Lincomycin-2-phosphates,7-substituted compounds and salts thereof

Also Published As

Publication number Publication date
DE2458257A1 (en) 1975-06-19
FR2254347A1 (en) 1975-07-11
DE2458257C2 (en) 1983-02-10
JPS5817479B2 (en) 1983-04-07
FR2254347B1 (en) 1978-07-28
JPS5089362A (en) 1975-07-17
GB1465209A (en) 1977-02-23
IE40630B1 (en) 1979-07-18

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