GB982252A - New cephalosporin compounds and method for preparing same - Google Patents
New cephalosporin compounds and method for preparing sameInfo
- Publication number
- GB982252A GB982252A GB20911/62A GB2091162A GB982252A GB 982252 A GB982252 A GB 982252A GB 20911/62 A GB20911/62 A GB 20911/62A GB 2091162 A GB2091162 A GB 2091162A GB 982252 A GB982252 A GB 982252A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- radical
- cephalosporin
- heteromonocyclic
- compounds
- 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
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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
- A61K31/545—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, cefaclor, or cephalexine
-
- 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
-
- 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
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
- C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
-
- 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
- C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
-
- 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
- C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
- C07D501/46—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof with the 7-amino radical acylated by carboxylic acids containing hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Shafts, Cranks, Connecting Bars, And Related Bearings (AREA)
- Fertilizing (AREA)
Abstract
Cephalosporins of the general formula <FORM:0982252/C2/1> wherein R1, taken alone, is -OH, C1-C8 acyloxy, or tertiary-amino; R2 is -OH when R1 is OH; R2 is -OH when R1 is C1-C8 acyloxy; R2 is -O- when R1 is tertiaryamino; R1 and R2, when taken together, are -O-; n is 0 or 1; R3 is C1-C6 alkylene: and R4 is a heteromonocyclic radical containing in the ring at least one atom of oxygen, nitrogen or sulphur, and the pharmaceutically acceptable salts, esters and amides thereof, such as 7 - b - (21 - furyl)propionamido -, 7 - (21 - furyl) acetamido -, 7 - (21 - thienyl)acetamido -, 7 - (y - 21 - thienyl - n - butyramido) -, 7 - (11-pyrazoleacetamido) -, and 7 - (N1 - pyrrylacetamido) - cephalosporanic acid, may be prepared by (A) acylating a compound having the bicyclic ring structure of cephalosporin C and having a general formula represented by one of <FORM:0982252/C2/2> wherein R11 is -OH or a C1-C8 acyloxy radical, and Am+ is a tertiary amino radical, with an acylating agent having at least one constituent radical of the general formula <FORM:0982252/C2/3> or (B) acylating a compound having the general formula <FORM:0982252/C2/4> with an acylating agent having at least one constituent radical of the general formula <FORM:0982252/C2/5> and heating the product with acidified water to form the corresponding heteromonocyclic acyl derivative of the nuclei of cephalosporin CC compounds, refluxing the product in solution with an excess of a tertiary amine corresponding to Am+ as defined above to form the corresponding heteromonocyclic derivative of the nuclei of cephalosporin CA compounds, or treating the product with citrus acetylesterase in a buffered aqueous medium to form the corresponding heteromonocyclic derivative of the nuclei of desacetylcephanosporin C compounds. A pharmaceutical composition comprises a cephalosporin of the first formula shown above and a pharmaceutical carrier. Specification 810,196 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11561261A | 1961-06-08 | 1961-06-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB982252A true GB982252A (en) | 1965-02-03 |
Family
ID=22362437
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB20911/62A Expired GB982252A (en) | 1961-06-08 | 1962-05-30 | New cephalosporin compounds and method for preparing same |
Country Status (14)
Country | Link |
---|---|
BE (1) | BE618663A (en) |
BR (1) | BR6239733D0 (en) |
CA (1) | CA984379A (en) |
CH (1) | CH409967A (en) |
DE (2) | DE1445701A1 (en) |
DK (1) | DK129199B (en) |
ES (1) | ES277871A1 (en) |
FI (1) | FI43597C (en) |
FR (1) | FR2899M (en) |
GB (1) | GB982252A (en) |
LU (1) | LU41846A1 (en) |
NO (2) | NO122749B (en) |
OA (1) | OA02701A (en) |
SE (2) | SE357204B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3492297A (en) * | 1965-07-01 | 1970-01-27 | Merck & Co Inc | Guanidino cephalosporins |
US3624225A (en) * | 1966-06-24 | 1971-11-30 | Glaxo Lab Ltd | Cephalosporin compositions |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1082943A (en) * | 1963-03-27 | 1967-09-13 | Glaxo Lab Ltd | Derivatives of 7-aminocephalosporanic acid |
-
1962
- 1962-05-25 NO NO144515A patent/NO122749B/no unknown
- 1962-05-30 GB GB20911/62A patent/GB982252A/en not_active Expired
- 1962-06-01 CA CA850,587A patent/CA984379A/en not_active Expired
- 1962-06-04 DE DE19621445701 patent/DE1445701A1/en active Pending
- 1962-06-04 DE DE19621445684 patent/DE1445684A1/en active Pending
- 1962-06-04 FI FI621097A patent/FI43597C/en active
- 1962-06-06 CH CH682262A patent/CH409967A/en unknown
- 1962-06-07 BE BE618663A patent/BE618663A/en unknown
- 1962-06-07 BR BR139733/62A patent/BR6239733D0/en unknown
- 1962-06-07 LU LU41846D patent/LU41846A1/xx unknown
- 1962-06-07 DK DK253862AA patent/DK129199B/en unknown
- 1962-06-08 SE SE05873/68A patent/SE357204B/xx unknown
- 1962-06-08 SE SE6441/62A patent/SE322513B/xx unknown
- 1962-07-01 ES ES277871A patent/ES277871A1/en not_active Expired
- 1962-07-06 FR FR903129A patent/FR2899M/en active Active
-
1967
- 1967-03-30 OA OA52879A patent/OA02701A/en unknown
-
1971
- 1971-02-24 NO NO681/71A patent/NO133074C/no unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3492297A (en) * | 1965-07-01 | 1970-01-27 | Merck & Co Inc | Guanidino cephalosporins |
US3624225A (en) * | 1966-06-24 | 1971-11-30 | Glaxo Lab Ltd | Cephalosporin compositions |
Also Published As
Publication number | Publication date |
---|---|
CA984379A (en) | 1976-02-24 |
OA02701A (en) | 1970-12-15 |
NO122749B (en) | 1971-08-09 |
BR6239733D0 (en) | 1973-06-14 |
LU41846A1 (en) | 1962-12-07 |
BE618663A (en) | 1962-12-14 |
DE1445684A1 (en) | 1968-12-05 |
DE1445701A1 (en) | 1969-08-28 |
FR2899M (en) | 1964-11-09 |
NO133074B (en) | 1975-11-24 |
NO133074C (en) | 1976-03-03 |
DK129199C (en) | 1975-01-27 |
ES277871A1 (en) | 1962-12-01 |
DK129199B (en) | 1974-09-09 |
FI43597B (en) | 1971-02-01 |
SE357204B (en) | 1973-06-18 |
SE322513B (en) | 1970-04-13 |
CH409967A (en) | 1966-03-31 |
FI43597C (en) | 1971-05-10 |
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