GB1478055A - Cephalosporin compounds - Google Patents
Cephalosporin compoundsInfo
- Publication number
- GB1478055A GB1478055A GB2930874A GB2930874A GB1478055A GB 1478055 A GB1478055 A GB 1478055A GB 2930874 A GB2930874 A GB 2930874A GB 2930874 A GB2930874 A GB 2930874A GB 1478055 A GB1478055 A GB 1478055A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- unsubstituted
- substituted
- group
- acetic
- 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
Links
- -1 Cephalosporin compounds Chemical class 0.000 title abstract 7
- 229930186147 Cephalosporin Natural products 0.000 title abstract 2
- 229940124587 cephalosporin Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 11
- 125000001424 substituent group Chemical group 0.000 abstract 8
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 8
- 229910052736 halogen Inorganic materials 0.000 abstract 7
- 150000002367 halogens Chemical class 0.000 abstract 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 7
- 150000003839 salts Chemical class 0.000 abstract 6
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- JRRFRAHROZUYJH-UHFFFAOYSA-N 2-(cyanomethylsulfanyl)acetic acid Chemical compound OC(=O)CSCC#N JRRFRAHROZUYJH-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 abstract 1
- QHNOJBXNPFOXSV-UHFFFAOYSA-N 2-(2-oxopropylsulfanyl)acetic acid Chemical compound CC(=O)CSCC(O)=O QHNOJBXNPFOXSV-UHFFFAOYSA-N 0.000 abstract 1
- WZSOEUAQKKEHFE-UHFFFAOYSA-N 2-chloro-2-phenylacetonitrile Chemical compound N#CC(Cl)C1=CC=CC=C1 WZSOEUAQKKEHFE-UHFFFAOYSA-N 0.000 abstract 1
- OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 abstract 1
- VJIKFWJCVWFZIN-UHFFFAOYSA-N 2-ethylsulfanylacetic acid Chemical compound CCSCC(O)=O VJIKFWJCVWFZIN-UHFFFAOYSA-N 0.000 abstract 1
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 abstract 1
- 101000837626 Homo sapiens Thyroid hormone receptor alpha Proteins 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 102100028702 Thyroid hormone receptor alpha Human genes 0.000 abstract 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- YGBFLZPYDUKSPT-MRVPVSSYSA-N cephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C[C@H]21 YGBFLZPYDUKSPT-MRVPVSSYSA-N 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 abstract 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2715073 | 1973-07-27 | ||
IT2988073 | 1973-10-09 | ||
IT2987973 | 1973-10-09 | ||
IT4264474 | 1974-04-03 | ||
IT4264374 | 1974-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1478055A true GB1478055A (en) | 1977-06-29 |
Family
ID=27517849
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2930874A Expired GB1478055A (en) | 1973-07-27 | 1974-07-02 | Cephalosporin compounds |
Country Status (15)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2736471A1 (de) * | 1977-02-11 | 1978-08-17 | Erba Carlo Spa | Ungesaettigte 7-acylamido-3-cephem- 4-carbonsaeure-derivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel und veterinaermittel |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4297489A (en) * | 1974-09-03 | 1981-10-27 | Bristol-Myers Company | 7-α-Amino-substituted acylamino-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids |
US4286089A (en) | 1974-12-27 | 1981-08-25 | Smithkline Corporation | 7-Acyl-3-(substituted tetrazolyl thiomethyl)cephalosporins |
IE44607B1 (en) * | 1975-03-18 | 1982-01-27 | Smithkline Corp | Cephalosporin compounds |
US4093723A (en) | 1976-05-19 | 1978-06-06 | Smithkline Corporation | 7-Acyl-3-(sulfonic acid and sulfamoyl substituted tetrazolyl thiomethyl) cephalosporins |
US4025626A (en) | 1975-12-09 | 1977-05-24 | Smithkline Corporation | 7-Acyl-3-(ureidoalkyl substituted tetrazolylthiomethyl)-cephalosporins |
US4041162A (en) | 1976-03-11 | 1977-08-09 | Smithkline Corporation | 7-Acyl-3-(sulfoalkyl substituted oxadiazolylthiomethyl) cephalosporins |
US4101656A (en) * | 1976-07-12 | 1978-07-18 | Smithkline Corporation | 7β-Acylamino-3-(alkanesulfonamidoalkyl substituted tetrazolylthiomethyl) cephalosporins, antibacterial compositions containing them and methods of treating bacterial infections with them |
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 |
DE2655949A1 (de) * | 1976-12-10 | 1978-06-15 | Gruenenthal Gmbh | Neue cephalosporin- und penicillinderivate, verfahren zu deren herstellung und diese produkte enthaltende arzneimittel |
GB2076803B (en) * | 1980-05-16 | 1984-02-08 | Erba Farmitalia | Substituted 7-(a-oxy-imino-acetamido)-cephalosporins and process for their preparation |
GB8413152D0 (en) * | 1983-06-03 | 1984-06-27 | Ici Pharma | Cephalosporin derivatives |
US4576937A (en) * | 1984-02-29 | 1986-03-18 | Smithkline Beckman Corporation | 7-D-Mandelamido-3(1-sulfomethyltetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid monosodium salt |
GB8715925D0 (en) * | 1987-07-07 | 1987-08-12 | Shell Int Research | Thiapentanamide derivatives |
US5567698A (en) * | 1995-02-15 | 1996-10-22 | Bristol-Myers Squibb Company | Pyridinium thiomethyl substituted chepholosporin derivatives |
-
1974
- 1974-07-02 GB GB2930874A patent/GB1478055A/en not_active Expired
- 1974-07-03 AU AU70813/74A patent/AU475761B2/en not_active Expired
- 1974-07-15 AT AT583974A patent/AT332546B/de not_active IP Right Cessation
- 1974-07-17 DE DE2434340A patent/DE2434340A1/de active Pending
- 1974-07-17 IL IL45294A patent/IL45294A/xx unknown
- 1974-07-25 NL NL7410059A patent/NL7410059A/xx not_active Application Discontinuation
- 1974-07-25 IE IE1586/74A patent/IE40162B1/xx unknown
- 1974-07-26 AR AR254921A patent/AR209752A1/es active
- 1974-07-26 FI FI2264/74A patent/FI226474A7/fi unknown
- 1974-07-26 DK DK403574A patent/DK403574A/da unknown
- 1974-07-26 JP JP49085913A patent/JPS5076088A/ja active Pending
- 1974-07-26 NO NO742734A patent/NO742734L/no unknown
- 1974-07-26 FR FR7426160A patent/FR2238497B1/fr not_active Expired
- 1974-07-26 HU HU73EA00000138A patent/HU172472B/hu unknown
- 1974-07-29 BE BE147046A patent/BE818209A/xx unknown
-
1976
- 1976-02-26 AT AT144176A patent/AT338425B/de not_active IP Right Cessation
- 1976-02-26 AT AT144376A patent/AT340053B/de not_active IP Right Cessation
- 1976-02-26 AT AT144276A patent/AT338426B/de not_active IP Right Cessation
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4172892A (en) * | 1973-07-27 | 1979-10-30 | Carlo Erba S.P.A. | Heteromonocyclic and heterobicyclic derivatives of unsaturated 7-acylamido-3-cephem-4-carboxylic acid |
DE2736471A1 (de) * | 1977-02-11 | 1978-08-17 | Erba Carlo Spa | Ungesaettigte 7-acylamido-3-cephem- 4-carbonsaeure-derivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel und veterinaermittel |
US4154830A (en) * | 1977-02-11 | 1979-05-15 | Carlo Erba S.P.A. | Unsaturated derivatives of 7-acylamido-3-cephem-4-carboxylic acid |
Also Published As
Publication number | Publication date |
---|---|
AU7081374A (en) | 1976-01-08 |
NL7410059A (nl) | 1975-01-29 |
AR209752A1 (es) | 1977-05-31 |
IE40162B1 (en) | 1979-03-28 |
IE40162L (en) | 1975-01-27 |
AT332546B (de) | 1976-10-11 |
AT338425B (de) | 1977-08-25 |
FR2238497B1 (enrdf_load_stackoverflow) | 1978-07-28 |
FI226474A7 (enrdf_load_stackoverflow) | 1975-01-28 |
AU475761B2 (en) | 1976-09-02 |
BE818209A (fr) | 1974-11-18 |
HU172472B (hu) | 1978-09-28 |
ATA144276A (de) | 1976-12-15 |
DK403574A (enrdf_load_stackoverflow) | 1975-04-01 |
FR2238497A1 (enrdf_load_stackoverflow) | 1975-02-21 |
AT338426B (de) | 1977-08-25 |
ATA144176A (de) | 1976-12-15 |
AT340053B (de) | 1977-11-25 |
DE2434340A1 (de) | 1975-02-13 |
IL45294A (en) | 1978-01-31 |
JPS5076088A (enrdf_load_stackoverflow) | 1975-06-21 |
NO742734L (enrdf_load_stackoverflow) | 1975-02-24 |
ATA144376A (de) | 1977-03-15 |
IL45294A0 (en) | 1974-10-22 |
ATA583974A (de) | 1976-01-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |