PL88748B1 - - Google Patents

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Publication number
PL88748B1
PL88748B1 PL1974169070A PL16907074A PL88748B1 PL 88748 B1 PL88748 B1 PL 88748B1 PL 1974169070 A PL1974169070 A PL 1974169070A PL 16907074 A PL16907074 A PL 16907074A PL 88748 B1 PL88748 B1 PL 88748B1
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PL
Poland
Prior art keywords
formula
substituted
wzdr
thallium
mercury
Prior art date
Application number
PL1974169070A
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English (en)
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.)
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Publication date
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Publication of PL88748B1 publication Critical patent/PL88748B1/pl

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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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Claims (6)

1. Zastrzezenia patentowe 1. Sposób wytwarzania pochodnych kwasu 7-acy- 50 loaminodezacetoksycefalosporanowego o wzorze 1, w którym R oznacza grupe benzylowa, fenoksy- metylowa, Ill-rzed. butoksylowa, 2-tenylowa, cy- janometylowa, alkilowa o 1—6 atomach wegla, pod¬ stawiona igrupe benzylowa, która w pierscieniu *5 fenylowym moze byc podstawiona grupami hydro¬ ksylowymi, alkoksylowymi, alkilotio i atomami chlorowca, a w grupie metylenowej nizsza grupa alkilowa, grupa aminowa, acyloaminowa, alkoksy- karbonyflowa i grupa o wzorze 3, w którym X 60 oznacza grupe alkilowa o 1—4 atomach wegla, R' oznacza grupe p-nitrofoenzylowa, p-metoksy^ benzylowa, /?,£/?-trójchloroetylowa, dwufenylome- tylowa, 9-fluorenylowa, Ill-rzed. butylowa, try- tylowa, fenacylowa, p-chlorofenacylowa, p-lbromo- w fenacylowa! p-nitrofenacylowa i cyjanometylowa,88748 10 znamienny tym, ze S-tlenki estrów penicyliny o wzorze 2, w którym R i R' maja wyzej podane znaczenie, ogrzewa sie w ciagu 10 minut do 5 go¬ dzin w temperaturze 60—150°C, w obecnosci soli metali ciezkich o wzorze Me (R*—SO$)n przy czym Me oznacza atom miedzi, srebra, zlota, cynku, kad¬ mu, rteci, talu, cyny, olowiu, zelaza, kobaltu lub niklu, zwlaszcza atom miedzi, cyny, srebra, rteci i talu, R" oznacza rodnik alkilowy o 1—4 ato¬ mach wegla ewentualnie podstawiony fluorem lub rodnik fenyIowy lub naftyIowy ewentualnie pod¬ stawiony rodnikami metylowymi lub atomami chlorowca, a n oznacza 1—3 w zaleznosci od war¬ tosciowosci kationu metalu.
2. Sposób wedlug zastrz. 1, znamienny tym, ze reakcje prowadzi sie w temperaturze 80—130°C.
3. Sposób wedlug zastrz. 1, znamienny tym, ze sole metali ciezkich wprowadza sie w ilosci 1—20, zwlaszcza 3—10*/« molowych w przeliczeniu na uzy¬ ty S-tlenek.
4. Sposób wytwarzania pochodnych kwasu 7-acy- loaminodezacetoksycefalosporanowego o wzorze 1, w którym R oznacza podstawiona grupe benzylo¬ wa, która w pierscieniu fenyIowym moze byc pod¬ stawiona grupami hydroksylowymi, alkoksylowy- mi, alkilotio i atomami chlorowca, a w grupie me¬ tylenowej grupa azydowa, a R' oznacza grupe ip-nitrobenzylowa, p-metoksybenzylowa, /?,//,/?-tfój- chloroetylowa, dwufenylometylowa, 9-flucreny- lowa, III-butylewa, trytylowa, fenacylowa, p-chlo- 5 rofenacylowa, p-bromofenacylowa, p-nitrofenacy- lowa i cyjanometylowa, znamienny tym, ze S-tlen¬ ki estrów penicyliny o wzorze 2, w którym R i R' imaja wyzej podane znaczenie, ogrzewa sie w cia¬ gu 10 minut do 5 godzin w temperaturze 60— io i5fr°C, w obecnosci soli metali ciezkich o wzorze Me dzi, srebra, zlota, cynku, kadmu, rteci, talu, cy¬ ny, olowiu, zelaza, kobaltu lub. niklu, zwlaszcza atom miedzi, cyny, srebra, rteci i talu, R" ozna¬ cza rodnik alkilowy o 1—4 atomach wegla ewen¬ tualnie podstawiony fluorem lub rodnik fenylo- wy lub naftylówy ewentualnie podstawiony rodni¬ kami metylowymi lub atomami chlorowca, a n oznacza 1—3 w zaleznosci od wartosciowosci ka¬ tionu metalu.
5. Sposób wedlug zastrz. 2, znamienny tym, ze reakcje prowadzi sie w temperaturze 80—130°C.
6. Sposób wedlug zastrz. 2, znamienny tym, ze sole metali ciezkich wprowadza sie w ilosci 1—20, zwlaszcza 3—10f/» molowych w przeliczeniu na uzyty S-tlenek. 15 20 C00R' WZtfR 1 v-C0-NH- 0 o t r -N C00R' WZCfR 2 -NH-OCH-C00X CH, WZÓR 388748 Oo-^co-^p^^ 0 I 7— ( WZdR 4 C02CH2-^)-N02 o-°-^-c°-n^^CH3_ C02CH2-^M)CH3 WZdR 5 ^CH2-C0-NHT=r NV^CH3 Ol3,, C02-CH2-^_/-0CH3 WZÓR 6 {~^)-0-CH2-C0-NH 0 WZÓR 7 C02-CH2-CN88718 -0-CH-CO-NH |^~NY^CH, C02-CH2-C0-{ "VBr WZÓR 8 -0-CH-CO-NH-| ( 0/-y^CH3 WZdR 9 ^^-CH-CO--NH N ^' ,N3 O CK, C02-CH2-\ ^N02 WZdR 1088748 O t 65 2 J li r^CH, O -H20 COO-CH2-/^h NO. C6H5-0- CH2-C0- NH~! { O M ^J—CH, COO-CKH^^NCL SCHEMAT DN-3, zam. 162.77 Cena 10 zt PL PL
PL1974169070A 1973-02-26 1974-02-25 PL88748B1 (pl)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19732309599 DE2309599A1 (de) 1973-02-26 1973-02-26 Verfahren zur herstellung von 7-acylamino-desacetoxy-cephalosporansaeurederivaten

Publications (1)

Publication Number Publication Date
PL88748B1 true PL88748B1 (pl) 1976-09-30

Family

ID=5873158

Family Applications (1)

Application Number Title Priority Date Filing Date
PL1974169070A PL88748B1 (pl) 1973-02-26 1974-02-25

Country Status (20)

Country Link
US (1) US3997533A (pl)
JP (1) JPS49117489A (pl)
AT (1) AT330350B (pl)
AU (1) AU476881B2 (pl)
BE (1) BE811521A (pl)
CA (1) CA1032156A (pl)
CH (1) CH591498A5 (pl)
DD (1) DD113549A5 (pl)
DE (1) DE2309599A1 (pl)
EG (1) EG11155A (pl)
ES (1) ES423619A1 (pl)
FR (1) FR2219167B1 (pl)
GB (1) GB1420573A (pl)
HU (1) HU168588B (pl)
IL (1) IL44265A (pl)
LU (1) LU69477A1 (pl)
NL (1) NL7402533A (pl)
PL (1) PL88748B1 (pl)
RO (1) RO63497A (pl)
ZA (1) ZA741210B (pl)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4164586A (en) * 1974-07-19 1979-08-14 Hoffmann-La Roche Inc. Therapeutic agent for improving cardiovascular function
US4096329A (en) * 1976-03-05 1978-06-20 E. R. Squibb & Sons, Inc. 7-Cyanoalkylureido 3 heterocylic thio methyl cephalosporins
US4128723A (en) * 1977-02-02 1978-12-05 E. R. Squibb & Sons, Inc. Cyanoalkylureido cephalosporins
US4096330A (en) * 1977-04-21 1978-06-20 E. R. Squibb & Sons, Inc. 7β-[[[(2-Cyanomethyl)amino]-1,2-dioxoethyl]amino]acyl cephalosporins
US4426520A (en) 1978-04-03 1984-01-17 Bristol-Myers Company 3-Carbamoyloxy-cepham-4-carboxylic acid derivatives
US4518773A (en) * 1978-04-03 1985-05-21 Bristol-Myers Company "3-Carbamoyloxy cephalosporins"
US4310459A (en) * 1978-04-03 1982-01-12 Bristol-Myers Company Process for producing carbamoyl substituted penams and carbamoyl substituted cephams from penicillin sulfoxide esters
US4322347A (en) * 1978-04-03 1982-03-30 Bristol-Myers Company 2-Carbamoyloxymethyl-penicillin derivatives
US4168266A (en) * 1978-05-30 1979-09-18 E. R. Squibb & Sons, Inc. 6-[[[(2-Cyanomethyl)amino]-1,2-dioxoethyl]-amino]acyl penicillins
US4174399A (en) * 1978-07-10 1979-11-13 Syntex (Usa) Inc. Treatment of lactic acidosis in ruminants
US4374982A (en) * 1979-11-07 1983-02-22 Bristol-Myers Company Cepham compounds
CN103058932B (zh) * 2013-02-01 2015-10-07 京博农化科技股份有限公司 N-(2-苯并咪唑基)-氨基甲酸甲酯的合成方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NO138629C (no) * 1969-03-11 1978-10-11 Glaxo Lab Ltd Fremgangsmaate for fremstilling av 7beta-acylamidometyl-ceph-3-em-4-karboksylsyre-estere.
US3853861A (en) * 1969-03-18 1974-12-10 Lilly Co Eli Cephalexin intermediate
GB1312233A (en) * 1969-12-05 1973-04-04 Glaxo Lab Ltd Cephalosporin compounds
YU35448B (en) * 1970-02-18 1981-02-28 Koninkl Gist Spiritus Process for obtaining 7-substituted amino-deacetoxy cephalosporanic acids
US3799924A (en) * 1970-12-18 1974-03-26 Lilly Co Eli Ester cleavage process
DE2064107A1 (de) * 1970-12-28 1972-07-06 Farbwerke Hoechst AG vormals Meister Lucius & Brüning, 6000 Frankfurt Verfahren zur Herstellung von Cephem-4-carbonsäureestern
GB1431174A (en) * 1972-06-30 1976-04-07 Clin Midy Process for the conversion of a penicillin s-oxide into a corresponding desacetoxycephalosporin

Also Published As

Publication number Publication date
ES423619A1 (es) 1976-05-01
FR2219167A1 (pl) 1974-09-20
CH591498A5 (pl) 1977-09-30
RO63497A (fr) 1978-10-15
BE811521A (fr) 1974-08-26
US3997533A (en) 1976-12-14
NL7402533A (pl) 1974-08-28
HU168588B (pl) 1976-06-28
IL44265A0 (en) 1974-05-16
FR2219167B1 (pl) 1977-09-23
DD113549A5 (pl) 1975-06-12
ATA155474A (de) 1975-09-15
AU476881B2 (en) 1976-10-07
LU69477A1 (pl) 1974-09-25
EG11155A (en) 1977-05-31
AU6590974A (en) 1975-08-28
DE2309599A1 (de) 1974-09-05
CA1032156A (en) 1978-05-30
JPS49117489A (pl) 1974-11-09
AT330350B (de) 1976-06-25
GB1420573A (en) 1976-01-07
ZA741210B (en) 1975-01-29
IL44265A (en) 1976-10-31
USB442810I5 (pl) 1976-02-24

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