SE8002904L - Forfarande for framstellning av derivat av omettad 7-acylamido-3-cefem-4-karboxylsyra - Google Patents

Forfarande for framstellning av derivat av omettad 7-acylamido-3-cefem-4-karboxylsyra

Info

Publication number
SE8002904L
SE8002904L SE8002904A SE8002904A SE8002904L SE 8002904 L SE8002904 L SE 8002904L SE 8002904 A SE8002904 A SE 8002904A SE 8002904 A SE8002904 A SE 8002904A SE 8002904 L SE8002904 L SE 8002904L
Authority
SE
Sweden
Prior art keywords
van
compound
formula
coor
meanings given
Prior art date
Application number
SE8002904A
Other languages
English (en)
Inventor
G Nannini
E Perrone
D Severino
G Meinardi
G Monti
A Bianchi
A Forgione
C Confalonieri
Original Assignee
Erba Farmitalia
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 Erba Farmitalia filed Critical Erba Farmitalia
Publication of SE8002904L publication Critical patent/SE8002904L/sv

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/60Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/247-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/26Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
    • C07D501/28Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by an aliphatic carboxylic acid, which is substituted by hetero atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/247-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/36Methylene radicals, substituted by sulfur atoms

Claims (3)

1. PATENTKRAVkannetecknat dIrav, a€€ (a) en fdrening med formeln (II) Ferfarande for framstallning av en farening med den allmanna formeln (I) 7 CH2 -S -B S A-S CH2 C-NH 0C 2-S-B(I) vani Z betecknar cyano, karbamoyl eller -COOR, van i R betecknar vate eller (C1-C6)-alkyl; A betecknar en grenad eller ogrenad °matted alifatisk kolvategrupp med 2-6 kolatomer, vilken grupp ar osubstituerad eller substituerad med en eller flera substituenter, som valts ur en grupp, som bestAr av (a) hydroxi; (b) halogen; (c) cyano; (d) -COOR, van i R her angiven bete; (e) -CORIllri R har angiven betyde1- van i B och X baroven angivna betydelser, och E betecknar -NC=O eller -N=C=S eller ett reaktionsbenaget derivat darav, hringas att reagera med en syra med formeln (III) Z-A-S-CH2-COOH van i Z och A barIvan angivn'ydelser, eller med ett reak- se; (f) 111-S02-, van i R betecknar (C1-C6)-alkyl, (g) -N7R2 • vari var och en av 112 och R3, corn kan vara like eller olika, betecknar vate eller (C1-C6)-alkyl, eller bildar P2 och 113 tillsammans med den kv5veatom till vilken de Br bundna en matted eller ondttad heteromonocyklisk 5- eller 6-ring, i silken N-atomen Br den enda hetereatomen eller vilken ring innehAller en annan heteroatom, som valts bland N, S och 0 forutom oven visade N-atomen; (h) -NH-C-NH-C-NH2 och (i) -NH-C-NHR, van i har angiven betydelse, 0 NH0 X betecknar en karboxi- eller f5restrad karboxigrupp; och H betecknar (1) en tetrazolylgrupp, som Br substituerad med (a') 7B2 (C2-C4)-alkyl; (b') (C2-C4)-alkenyl; (c') -CH2CN; (d9 -(CH2)n-N, 3 vari n betecknar 0, 1, 2 eller 3 och 2 och R3 her angivna betydelser; (e') -(CH2)n-COOR, vari n och N har angivna betydelser; (f') -CH=C1P:C0OR, van i R har angiven betydelse; (g.) -(CH2)0-00-NH2, vari n har angiven betydelse; (11') -cH2-CH=NO-CH2COOR, van i R har angiven betydelse; (i') -CH=CH-CONH2; (3') -(C(2)n-S0311, vari n har angiven betydelse; (k') -CH=CH-S03H; eller (2) en tiadiarolylgrupp, corn Br suhstituerad med (a") (C1-C4)-alkyl; (c") cyano; (c") hydroxi; (d") (C1-C4)-alkoxi; (e") -CH2CN; Cl") karbamoyl; (g") -SR, vari R har angiven betydelse; (h") -S0211, vari R bar angiven betydelse; (i") R1-2-NH-, van i R her angiven 7B2 betydelse; (3") -(CH2)0-N'van i n, 112 och 3 har angivna NFL, tionsbenaget derivat darav, eller
2. en fOrening med formeln (IV) Y-CH2 C-N • 0 van i H och X heroven angivna betydelser och Y betecknar halogen, eller ett salt dArav, bringas att reagera med en forening med formeln on Z-A-SH(V) van i Z och A haroven angivna betydelser, eller med ett reek- tionsbenaget derivat &fray, eller
3. en forening med formeln (VI) HS-CH2 C -NH (VI) van i B och X har oven angivna betydelser, eller ett reaktionsbenAget derivat darav, bringas att reagera med en fOrening med formeln (VII) (un Z -A -X'(VII) betydelser, (Cc") -(CH2)n-COOR, vari n och R har angivna betydelser, (1") -CH=CH-COOR, van i R her angiven betydelse; (m") -NH-CONH2; (n") -CH2-CO-NH2; (0") -NH-CH2-COOR, van i R her angiven betydelse; (p") -NH-00-(CH2)-COOR, vari n och N har angivna betydelser; (q") -NH-CH=CH-COON, vari B her angiven betydelse; (r") -CH=CH-CONH2; (s") -(CH2)0-S031-1, vari n har angiven betydelse; (t") -CH=CH-S0211; eller (u") -NH-CO-CH=CH-COOR, vari N her angiven betydelse; liksom farmaceutiskt eller veterinarmedicinskt godtagbare salter darav, vari Z och A har oven angivna betydelser och Y betecknar halogen eller en rest av en aktiv ester av en alkohol, eller (d) en ftSrening med formeln (VIII) C2-0-C-C112 0 Forts. ndsta side Z A S CH2 C NH 0 yari Z, A och X her ovan angivna betydelser, eller ett salt darav, bringas att reagera med en forening med formeln (IX) H -S-8(IX) Vari B har oven angiven betydelse, eller ett reaktionsbenaget derivat dArav, och att cm sA onskas en forening med formeln (I) overVires till ett farmaceutiskt eller veterinArmedicinskt godtagbart salt och/eller att on, s& onskas en fri fdrening erhAlles ur ett salt och/eller att om s& onskas en fOrening med formeln (/) eller ett salt darav overfores till en annan forening med fox-mein (I) eller ett salt darav och/eller att cm sA Onskas en blandning av isomerer uppdelas i enskilda isomerer. 9
SE8002904A 1977-02-11 1980-04-18 Forfarande for framstellning av derivat av omettad 7-acylamido-3-cefem-4-karboxylsyra SE8002904L (sv)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT20173/77A IT1075277B (it) 1977-02-11 1977-02-11 Derivati insaturi e epossidici dell'acio 7-acilamido-3-cefem-4-carbossilico e procedimento per la loro preparazione

Publications (1)

Publication Number Publication Date
SE8002904L true SE8002904L (sv) 1980-04-18

Family

ID=11164407

Family Applications (4)

Application Number Title Priority Date Filing Date
SE7709002A SE7709002L (sv) 1977-02-11 1977-08-09 Omettat derivat av 7-acylamido-3-cefem-4-karboxylsyra och sett att framstella detsamma
SE7800292A SE7800292L (sv) 1977-02-11 1978-01-11 Heteromonocykliska och heterobicykliska derivat av omettade 7-acylamido-3-cefem-4-karboxylsyra samt forfarande for framstellning av dem
SE8000110A SE446536B (sv) 1977-02-11 1980-01-08 Forfarande for framstellning av omettade derivat av 7-acylamido-3-cefem-4-karboxylsyra
SE8002904A SE8002904L (sv) 1977-02-11 1980-04-18 Forfarande for framstellning av derivat av omettad 7-acylamido-3-cefem-4-karboxylsyra

Family Applications Before (3)

Application Number Title Priority Date Filing Date
SE7709002A SE7709002L (sv) 1977-02-11 1977-08-09 Omettat derivat av 7-acylamido-3-cefem-4-karboxylsyra och sett att framstella detsamma
SE7800292A SE7800292L (sv) 1977-02-11 1978-01-11 Heteromonocykliska och heterobicykliska derivat av omettade 7-acylamido-3-cefem-4-karboxylsyra samt forfarande for framstellning av dem
SE8000110A SE446536B (sv) 1977-02-11 1980-01-08 Forfarande for framstellning av omettade derivat av 7-acylamido-3-cefem-4-karboxylsyra

Country Status (29)

Country Link
US (3) US4154830A (sv)
JP (2) JPS5398991A (sv)
AT (2) AT355206B (sv)
AU (2) AU512934B2 (sv)
BE (2) BE858433A (sv)
CA (2) CA1103237A (sv)
CH (3) CH632513A5 (sv)
CS (3) CS196381B2 (sv)
CY (1) CY1234A (sv)
DE (2) DE2736471A1 (sv)
DK (2) DK155944C (sv)
FI (2) FI65259C (sv)
FR (3) FR2380285A1 (sv)
GB (4) GB1590610A (sv)
GR (2) GR71901B (sv)
HK (1) HK55284A (sv)
HU (2) HU177596B (sv)
IL (3) IL52708A0 (sv)
IT (1) IT1075277B (sv)
MY (1) MY8500446A (sv)
NL (2) NL7708943A (sv)
NO (4) NO152654C (sv)
NZ (2) NZ184889A (sv)
PH (1) PH16946A (sv)
SE (4) SE7709002L (sv)
SG (1) SG9484G (sv)
SU (4) SU845788A3 (sv)
YU (1) YU40307B (sv)
ZA (2) ZA774835B (sv)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1075277B (it) * 1977-02-11 1985-04-22 Erba Carlo Spa Derivati insaturi e epossidici dell'acio 7-acilamido-3-cefem-4-carbossilico e procedimento per la loro preparazione
JPS5593413A (en) * 1979-01-11 1980-07-15 Osaka Gas Co Ltd Lining method for inner surface of pipe
US4331666A (en) * 1979-05-11 1982-05-25 Farmitalia Carlo Erba S.P.A. 3-[(8-Carboxy-6-tetrazolo[1,5-b]pyridazinyl)-thiomethyl]-7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-3-cephem-4-carboxylic acid
US4420477A (en) * 1979-11-30 1983-12-13 Fujisawa Pharmaceutical Co., Ltd. Cephem compounds
US4405617A (en) * 1980-02-11 1983-09-20 Fujisawa Pharmaceutical Co., Ltd. 3-(Propynyltetrazol)thiomethyl-3-cephems
GB2076803B (en) * 1980-05-16 1984-02-08 Erba Farmitalia Substituted 7-(a-oxy-imino-acetamido)-cephalosporins and process for their preparation
GB2186875A (en) * 1983-10-31 1987-08-26 Fujisawa Pharmaceutical Co New cephem compounds and processes for preparation thereof
DE3689762T2 (de) * 1985-12-13 1994-08-18 Takeda Chemical Industries Ltd Antibakterielle Verbindungen, ihre Herstellung und Verwendung.
JPH0544294Y2 (sv) * 1986-06-10 1993-11-10
US5126349A (en) * 1990-01-12 1992-06-30 The Dow Chemical Company Composition and use of substituted 3-thio-2-propynenitriles as an industrial antimicrobial
CA2073458A1 (en) * 1990-01-12 1991-07-13 Connie I. Deford Composition and use of substituted 3-thio-2-propynenitriles as an industrial antimicrobial
US5198445A (en) * 1990-01-12 1993-03-30 The Dow Chemical Company Composition and use of substituted 3-thio-2-propynenitriles as industrial antimicrobials
US5155119A (en) * 1992-03-05 1992-10-13 The Dow Chemical Company 3-(2-pyridinylthio)-N-oxide, 2-halo-2-propenenitrile compounds useful as antimicrobials
US5157051A (en) * 1992-03-05 1992-10-20 The Dow Chemical Company Composition and use of 3-thiocyano-2-halo-2-propenenitriles as antimicrobial agents
US5206227A (en) * 1992-06-02 1993-04-27 The Dow Chemical Company Composition and use of phosphonic acid, (2-halo-2-cyanoethenyl)-dialkyl esters as antimicrobials
JP3115455B2 (ja) * 1992-12-18 2000-12-04 明治製菓株式会社 新規セファロスポリン誘導体
SE9802974D0 (sv) 1998-09-03 1998-09-03 Astra Ab New crystalline forms

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1075277B (it) * 1977-02-11 1985-04-22 Erba Carlo Spa Derivati insaturi e epossidici dell'acio 7-acilamido-3-cefem-4-carbossilico e procedimento per la loro preparazione
GB1478055A (en) * 1973-07-27 1977-06-29 Erba Carlo Spa Cephalosporin compounds
US3883520A (en) * 1973-08-17 1975-05-13 Smithkline Corp Substituted mercaptoacetamidocephalosporins
FI761035A (sv) * 1975-04-21 1976-10-22 Erba Carlo Spa
ZA767084B (en) * 1975-12-16 1977-10-26 Erba Carlo Spa Thiadiazolyl derivatives of 7-acylamido 3-cephem-4-carboxylic acid and process for their preparation
US4057631A (en) * 1976-09-02 1977-11-08 Smithkline Corporation 7-(α-Substituted phenylacetamido)-3-(1-carboxymethylthioethyltetrazolyl-5-thiomethyl)-3-cephem-4-carboxylic acids
US4079134A (en) * 1976-09-24 1978-03-14 Smithkline Corporation 7-Acylamino-3-(5-sulfomethyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acids

Also Published As

Publication number Publication date
JPS5398991A (en) 1978-08-29
FR2384783B1 (sv) 1982-12-03
AT355206B (de) 1980-02-25
YU210977A (en) 1982-10-31
AU512934B2 (en) 1980-11-06
HK55284A (en) 1984-07-27
NO772779L (no) 1978-08-14
SE8000110L (sv) 1980-01-08
AU3247678A (en) 1979-07-26
GB1597262A (en) 1981-09-03
SU845788A3 (ru) 1981-07-07
FR2445834B1 (sv) 1983-10-21
JPS53121788A (en) 1978-10-24
DK11578A (da) 1978-08-12
CY1234A (en) 1984-06-29
NO152654B (no) 1985-07-22
SE7709002L (sv) 1978-08-12
GB1597261A (en) 1981-09-03
HU177596B (en) 1981-11-28
SU904524A3 (ru) 1982-02-07
DK155944C (da) 1989-12-04
AU2786577A (en) 1979-02-15
ZA774835B (en) 1978-07-26
CH632513A5 (de) 1982-10-15
SE7800292L (sv) 1978-08-12
FR2445834A1 (fr) 1980-08-01
BE858433A (fr) 1978-01-02
DE2801644A1 (de) 1978-08-17
US4388314A (en) 1983-06-14
ATA585677A (de) 1979-07-15
CH636359A5 (de) 1983-05-31
FR2380285A1 (fr) 1978-09-08
HU178918B (en) 1982-07-28
FI65259B (fi) 1983-12-30
NO780074L (no) 1978-08-14
SE446536B (sv) 1986-09-22
GR71901B (sv) 1983-08-11
DE2736471A1 (de) 1978-08-17
YU40307B (en) 1985-12-31
NZ186236A (en) 1980-05-08
NL7800443A (nl) 1978-08-15
IL59527A0 (en) 1980-06-30
NZ184889A (en) 1979-07-11
DK155944B (da) 1989-06-05
DE2736471C2 (sv) 1988-09-22
CS199714B2 (en) 1980-07-31
SG9484G (en) 1984-08-03
GR72589B (sv) 1983-11-18
NO800239L (no) 1978-08-14
ATA32778A (de) 1979-09-15
FI772411A (fi) 1978-08-12
IT1075277B (it) 1985-04-22
CA1108603A (en) 1981-09-08
SU753361A3 (ru) 1980-07-30
IL53830A (en) 1982-07-30
PH16946A (en) 1984-04-24
FR2384783A1 (fr) 1978-10-20
SU856388A3 (ru) 1981-08-15
GB1582295A (en) 1981-01-07
FI780437A (fi) 1978-08-12
NL7708943A (nl) 1978-08-15
CH634330A5 (de) 1983-01-31
IL52708A0 (en) 1977-10-31
BE863625A (fr) 1978-08-03
ZA78181B (en) 1979-08-29
US4154830A (en) 1979-05-15
NO152654C (no) 1985-10-30
MY8500446A (en) 1985-12-31
IL53830A0 (en) 1978-04-30
US4172892A (en) 1979-10-30
FR2380285B1 (sv) 1981-10-23
CS196381B2 (en) 1980-03-31
JPS6153359B2 (sv) 1986-11-17
DK353577A (da) 1978-08-12
AU513444B2 (en) 1980-12-04
CS199713B2 (en) 1980-07-31
NO794101L (no) 1978-08-14
FI65259C (fi) 1984-04-10
AT356270B (de) 1980-04-25
CA1103237A (en) 1981-06-16
GB1590610A (en) 1981-06-03

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