GB998265A - New cephalosporin compounds and method for preparing same - Google Patents
New cephalosporin compounds and method for preparing sameInfo
- Publication number
- GB998265A GB998265A GB12401/62A GB1240162A GB998265A GB 998265 A GB998265 A GB 998265A GB 12401/62 A GB12401/62 A GB 12401/62A GB 1240162 A GB1240162 A GB 1240162A GB 998265 A GB998265 A GB 998265A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- reacting
- prepared
- cephalosporins
- alkyl
- 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
- 229930186147 Cephalosporin Natural products 0.000 title abstract 4
- 229940124587 cephalosporin Drugs 0.000 title abstract 4
- -1 cephalosporin compounds Chemical class 0.000 title 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- 150000001780 cephalosporins Chemical class 0.000 abstract 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- XVGQHRKNXSUPEF-UHFFFAOYSA-N 2-(trifluoromethyl)benzenethiol Chemical compound FC(F)(F)C1=CC=CC=C1S XVGQHRKNXSUPEF-UHFFFAOYSA-N 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- 125000001302 tertiary amino group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- VBLXCTYLWZJBKA-UHFFFAOYSA-N 2-(trifluoromethyl)aniline Chemical compound NC1=CC=CC=C1C(F)(F)F VBLXCTYLWZJBKA-UHFFFAOYSA-N 0.000 abstract 1
- AYZIBBGBPJQOLI-UHFFFAOYSA-N 2-[2-(trifluoromethyl)phenyl]sulfanylacetic acid Chemical compound OC(=O)CSC1=CC=CC=C1C(F)(F)F AYZIBBGBPJQOLI-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 125000006193 alkinyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- JCBJVAJGLKENNC-UHFFFAOYSA-M potassium ethyl xanthate Chemical compound [K+].CCOC([S-])=S JCBJVAJGLKENNC-UHFFFAOYSA-M 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012312 sodium hydride Substances 0.000 abstract 1
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 1
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B23—MACHINE TOOLS; METAL-WORKING NOT OTHERWISE PROVIDED FOR
- B23C—MILLING
- B23C3/00—Milling particular work; Special milling operations; Machines therefor
- B23C3/28—Grooving workpieces
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- 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
-
- 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)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9999861A | 1961-04-03 | 1961-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB998265A true GB998265A (en) | 1965-07-14 |
Family
ID=22277606
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB12401/62A Expired GB998265A (en) | 1961-04-03 | 1962-03-30 | New cephalosporin compounds and method for preparing same |
Country Status (10)
Country | Link |
---|---|
BE (1) | BE615956A (enrdf_load_stackoverflow) |
BR (1) | BR6237696D0 (enrdf_load_stackoverflow) |
CH (1) | CH410954A (enrdf_load_stackoverflow) |
DK (1) | DK132533C (enrdf_load_stackoverflow) |
FR (1) | FR1508878A (enrdf_load_stackoverflow) |
GB (1) | GB998265A (enrdf_load_stackoverflow) |
LU (1) | LU41472A1 (enrdf_load_stackoverflow) |
NO (1) | NO132691C (enrdf_load_stackoverflow) |
OA (1) | OA02696A (enrdf_load_stackoverflow) |
SE (1) | SE321680B (enrdf_load_stackoverflow) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0699681A1 (en) * | 1994-09-02 | 1996-03-06 | Bristol-Myers Company | Cephalosporin derivatives |
US5567698A (en) * | 1995-02-15 | 1996-10-22 | Bristol-Myers Squibb Company | Pyridinium thiomethyl substituted chepholosporin derivatives |
US5620969A (en) * | 1995-04-25 | 1997-04-15 | Bristol-Myers Squibb Company | Cephalosporin derviatives |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE638034A (enrdf_load_stackoverflow) * | 1962-10-03 | |||
US3503967A (en) * | 1968-08-26 | 1970-03-31 | Bristol Myers Co | Process for the preparation of 7 - (alpha-(4 - pyridylthio)acetamido)cephalosporanic acid |
-
1962
- 1962-03-28 NO NO143833A patent/NO132691C/no unknown
- 1962-03-30 GB GB12401/62A patent/GB998265A/en not_active Expired
- 1962-03-31 LU LU41472D patent/LU41472A1/xx unknown
- 1962-04-02 DK DK150362A patent/DK132533C/da active
- 1962-04-03 BE BE615956A patent/BE615956A/fr unknown
- 1962-04-03 BR BR137696/62A patent/BR6237696D0/pt unknown
- 1962-04-03 SE SE3692/62A patent/SE321680B/xx unknown
- 1962-04-03 CH CH399662A patent/CH410954A/de unknown
- 1962-06-29 FR FR92398A patent/FR1508878A/fr not_active Expired
-
1967
- 1967-03-30 OA OA52870A patent/OA02696A/xx unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0699681A1 (en) * | 1994-09-02 | 1996-03-06 | Bristol-Myers Company | Cephalosporin derivatives |
US5567698A (en) * | 1995-02-15 | 1996-10-22 | Bristol-Myers Squibb Company | Pyridinium thiomethyl substituted chepholosporin derivatives |
US5668284A (en) * | 1995-02-15 | 1997-09-16 | Bristol-Myers Squibb Company | Cephalosporin derivatives |
US5620969A (en) * | 1995-04-25 | 1997-04-15 | Bristol-Myers Squibb Company | Cephalosporin derviatives |
Also Published As
Publication number | Publication date |
---|---|
OA02696A (fr) | 1970-12-15 |
NO132691C (enrdf_load_stackoverflow) | 1975-12-17 |
BR6237696D0 (pt) | 1973-05-31 |
DK132533B (da) | 1975-12-22 |
FR3123M (fr) | 1965-02-15 |
DK132533C (da) | 1976-05-24 |
LU41472A1 (enrdf_load_stackoverflow) | 1962-10-01 |
BE615956A (fr) | 1962-10-03 |
SE321680B (enrdf_load_stackoverflow) | 1970-03-16 |
FR1508878A (fr) | 1968-01-05 |
NO132691B (enrdf_load_stackoverflow) | 1975-09-08 |
CH410954A (de) | 1966-04-15 |
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