GB1474309A - 6-alpha-amino-2-adamantylacetamido-penicillanic acid and a process for its preparation - Google Patents

6-alpha-amino-2-adamantylacetamido-penicillanic acid and a process for its preparation

Info

Publication number
GB1474309A
GB1474309A GB4805375A GB4805375A GB1474309A GB 1474309 A GB1474309 A GB 1474309A GB 4805375 A GB4805375 A GB 4805375A GB 4805375 A GB4805375 A GB 4805375A GB 1474309 A GB1474309 A GB 1474309A
Authority
GB
United Kingdom
Prior art keywords
amino
alpha
penicillanic acid
adamantylacetamido
preparation
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
GB4805375A
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.)
Pliva Farmaceutika dd
Original Assignee
Pliva Farmaceutska Kemijska Prehrambena I Kozmeticka Industrija dd
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 Pliva Farmaceutska Kemijska Prehrambena I Kozmeticka Industrija dd filed Critical Pliva Farmaceutska Kemijska Prehrambena I Kozmeticka Industrija dd
Publication of GB1474309A publication Critical patent/GB1474309A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
    • C07D499/66—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with alicyclic rings as additional substituents on the carbon chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The novel penicillin of the formula <IMAGE> inhibits the growth of Staphylococcus aureus and of Bacillus subtilis. It is prepared by reacting 6-amino-penicillanic acid, in the form of a solution of the trimethylsilyl ester of its N-trimethylsilyl derivative in methylene chloride, with alpha -amino-2-adamantylacetyl chloride hydrochloride and isolating the resulting product, in the form of the free acid, after extraction with water by precipitation at the isoelectric point.
GB4805375A 1974-11-22 1975-11-21 6-alpha-amino-2-adamantylacetamido-penicillanic acid and a process for its preparation Expired GB1474309A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
YU311374A YU36032B (en) 1974-11-22 1974-11-22 Process for preparing a new alfa-amino-2-adamantylmethyl penicillin

Publications (1)

Publication Number Publication Date
GB1474309A true GB1474309A (en) 1977-05-25

Family

ID=25559355

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4805375A Expired GB1474309A (en) 1974-11-22 1975-11-21 6-alpha-amino-2-adamantylacetamido-penicillanic acid and a process for its preparation

Country Status (5)

Country Link
AT (1) AT340595B (en)
CH (1) CH614712A5 (en)
DE (1) DE2551730A1 (en)
GB (1) GB1474309A (en)
YU (1) YU36032B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0382251A2 (en) * 1989-02-09 1990-08-16 IMUNOLOSKI ZAVOD, p.o. New adamantyl comprising tripeptides, derivatives and hydrochlorides thereof, their preparation and use

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0382251A2 (en) * 1989-02-09 1990-08-16 IMUNOLOSKI ZAVOD, p.o. New adamantyl comprising tripeptides, derivatives and hydrochlorides thereof, their preparation and use
EP0382251A3 (en) * 1989-02-09 1991-09-18 IMUNOLOSKI ZAVOD, p.o. New adamantyl comprising tripeptides, derivatives and hydrochlorides thereof, their preparation and use

Also Published As

Publication number Publication date
ATA882475A (en) 1977-04-15
DE2551730A1 (en) 1976-05-26
YU311374A (en) 1981-04-30
CH614712A5 (en) 1979-12-14
YU36032B (en) 1981-11-13
AT340595B (en) 1977-12-27

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Legal Events

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