LV11180B - Diamine salts of clavulanic acid - Google Patents

Diamine salts of clavulanic acid Download PDF

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Publication number
LV11180B
LV11180B LVP-94-220A LV940220A LV11180B LV 11180 B LV11180 B LV 11180B LV 940220 A LV940220 A LV 940220A LV 11180 B LV11180 B LV 11180B
Authority
LV
Latvia
Prior art keywords
clavulanic acid
salt
diamine
pharmaceutically acceptable
ester
Prior art date
Application number
LVP-94-220A
Other languages
English (en)
Other versions
LV11180A (lv
Inventor
Pieter Gijsbert Weber
Original Assignee
Gist Brocades Nv
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 PCT/EP1994/000919 external-priority patent/WO1994022873A1/en
Application filed by Gist Brocades Nv filed Critical Gist Brocades Nv
Publication of LV11180A publication Critical patent/LV11180A/lv
Publication of LV11180B publication Critical patent/LV11180B/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D503/00Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D503/10Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with 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
    • C07D503/12Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with 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 unsubstituted in position 6
    • C07D503/14Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with 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 unsubstituted in position 6 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, other than a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, attached in position 3
    • C07D503/16Radicals substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical
    • C07D503/18Radicals substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical by oxygen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Claims (16)

  1. LV 11180 IZGUDROJUMA FORMULA KLAVULĀNSKĀBES SĀLI AR DIAMĪNU « 1. Klavulānskabes sals, kas atbilst formulai (lla) vai (llb):
    (llb) kur katrs no R-ļ un R2 ir (1-8C)alkil-, (3-8C)cikloalkil- vai (3-8C)cikloalkil (1-8C) alkilgrupa, vēlams ar vienu vai vairākiem inertiem aizvietotājiem, vai saistīti savā starpā un izveido gredzenu ar 4-7 atomiem ciklā; katrs no R3 un R4 ir (1-8C)alkil-, (3-8C)cikloalkil- vai (3-8C)cikloalkil (1-8C)alkilgrupa, vēlams ar vienu vai vairākiem inertiem aizvietotājiem, vai saistīti savā starpā un izveido gredzenu ar 4-7 atomiem ciklā; X ir ūdeņraža atoms vai grupa, kas veido ūdeņraža tiltiņu; un katrs no n un m ir 0-5, neatkarīgi viens no otra.
  2. 2. Klavulānskābes sāls, saskaņā ar 1. punktu, kas atšķiras ar to, ka R-ļ, R2, R3 un R4 ir metilgrupa. 2
  3. 3. Klavulānskābes sāls, saskaņa ar 1. vai 2. punktu, kas atšķiras arto, ka X ir ūdeņraža atoms, n ir 1 un m ir 0.
  4. 4. Klavulānskābes sāls, saskaņā ar 1. vai 2. punktu, kas atšķiras arto, ka X ir hidroksilgrupa, n ir 1 un m ir 1.
  5. 5. Formulas lla diamīna sāls ar vienu klavulānskābes molekulu, saskaņā ar 1. punktu, kas atšķiras ar to, ka R-ļ, R2, R3 un R4 ir metilgrupas, X ir ūdeņraža atoms, n ir 1 un m ir 0.
  6. 6. 1., 2., 3. vai 4. punktā aprakstītā sāls iegūšanas paņēmiens, kas atšķir a s arto, ka klavulānskābe reaģē ardiamīnu (III): R, V A \ I / N-(CHJn - C—(CHj)m-N X A R1, R2, R3, R4, X, m un n ir tādi kā norādīts 12., 3. vai 4 punktā, organiskā šķīdinātājā.
  7. 7. Paņēmiens, saskaņā ar 6. punktu, kas atšķiras ar to, ka diamīna molu daudzums ir lielāks nekā klavulānskābes molu daudzums.
  8. 8. Paņēmiens, saskaņā ar 6. punktu, kas atšķiras ar to, ka diamīna molu daudzums ir mazāks nekā klavulānskābes molu daudzums.
  9. 9. Sāls iegūšanas paņēmiens, saskaņā ar 5. punktu, kas atšķitras arto, ka klavulānskābe reaģē ar N, N, Ν', Ν' - tetrametil -1,2 - diaminoetānu un N, N, Ν’, Ν’ -tetrametil - 1,2 - diaminoetāna molu daudzums ir lielāks nekā klavulānskābes molu daudzums.
  10. 10. Klavulānskābes vai tās farmaceitiski pieņemama sāls vai estera sagatavošanas paņēmiens, kurā ietilpst mono-, vai diamīna sāls, kas aprakstīts 1., 2., 3., 4. un 5. punktā, pārvēršana par klavulānskābi vai tās farmaceitiski pieņemamu sāli vai esteri.
  11. 11. Klavulānskābes vai tās farmaceitiski pieņemama sāls vai estera attīrīšanas paņēmiens, kurā ietilpst: i) sāls veidošanās no neattīrītas klavulānskābes organiskā šķīdinātājā ar formulas III diamīnu; ii) stadijā i) iegūta sāls izdalīšana; un iii) izolētā sāls pārvēršana par klavulānskābi, tās farmaceitiski pieņemamu sāli vai esteri.
  12. 12. Farmaceitiska kompozīcija, kurā ietilpst klavulānskābes sāls, saskaņā ar 1., 2., 3., 4. vai 5. punktu un farmaceitiski pieņemama pildviela vai atšķaidītājs.
  13. 13. Sāls, saskaņā ar 1., 2., 3., 4. vai 5 punktu, izmantošana par starpproduktu klavulānskābes vai tās farmaceitiski pieņemama sāls vai estera iegūšanas procesā. LV 11180 3
  14. 14. Klavulānskābes sāls pēc būtības, kā aprakstīts jebkurā no 2. līdz 8. piemēram.
  15. 15. Klavulānskābes sāls ar diamīnu iegūšanas paņēmiens no klavulānskābes pēc būtības, kā aprakstīts jebkurā no piemēriem 2., 3., 4. un 5.
  16. 16. Klavulānskābes iegūšanas paņēmiens no tās sāls ar diamīnu pēc būtības, kā aprakstīts jebkurā no piemēriem 6., 7. un 8.
LVP-94-220A 1993-03-26 1994-11-22 Diamine salts of clavulanic acid LV11180B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP93200872 1993-03-26
PCT/EP1994/000919 WO1994022873A1 (en) 1993-03-26 1994-03-22 Diamine salts of clavulanic acid

Publications (2)

Publication Number Publication Date
LV11180A LV11180A (lv) 1996-04-20
LV11180B true LV11180B (en) 1996-08-20

Family

ID=8213723

Family Applications (1)

Application Number Title Priority Date Filing Date
LVP-94-220A LV11180B (en) 1993-03-26 1994-11-22 Diamine salts of clavulanic acid

Country Status (8)

Country Link
JP (1) JP2839955B2 (lv)
KR (1) KR100187333B1 (lv)
BG (1) BG61948B1 (lv)
BR (1) BR9404743A (lv)
GR (2) GR950300030T1 (lv)
LV (1) LV11180B (lv)
RU (1) RU2135502C1 (lv)
SI (1) SI0647229T1 (lv)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1578739A (en) * 1976-07-23 1980-11-05 Beecham Group Ltd Amine salts of clavulanic acid methods for their preparation and compositions containing them
AT399155B (de) * 1992-03-26 1995-03-27 Lek Tovarna Farmacevtskih Neue alkylendiammonium-diclavulanat-derivate, verfahren zu deren herstellung sowie deren verwendung

Also Published As

Publication number Publication date
SI0647229T1 (en) 1997-10-31
JPH07507573A (ja) 1995-08-24
RU2135502C1 (ru) 1999-08-27
KR100187333B1 (ko) 1999-05-01
GR950300030T1 (en) 1995-06-30
BR9404743A (pt) 1999-09-28
GR3021347T3 (en) 1997-01-31
BG61948B1 (bg) 1998-10-30
RU94046014A (ru) 1996-10-10
LV11180A (lv) 1996-04-20
BG99212A (bg) 1995-12-29
KR950701635A (ko) 1995-04-28
JP2839955B2 (ja) 1998-12-24

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