IL36990A - 6-Amino- or acylamidofenicylic acids converted to position-6 and their production - Google Patents
6-Amino- or acylamidofenicylic acids converted to position-6 and their productionInfo
- Publication number
- IL36990A IL36990A IL36990A IL3699071A IL36990A IL 36990 A IL36990 A IL 36990A IL 36990 A IL36990 A IL 36990A IL 3699071 A IL3699071 A IL 3699071A IL 36990 A IL36990 A IL 36990A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- acid
- group
- formula
- radical
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims 11
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 150000007513 acids Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 19
- 238000000034 method Methods 0.000 claims abstract 15
- -1 methoxy, ethoxy, methyl Chemical group 0.000 claims abstract 13
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910000510 noble metal Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 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 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical class [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 241000282320 Panthera leo Species 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims 1
- 239000012346 acetyl chloride Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000000033 alkoxyamino group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 229910052744 lithium Chemical class 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 150000002960 penicillins Chemical class 0.000 abstract 3
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000008049 diazo compounds Chemical class 0.000 abstract 2
- WYRSGXAIHNMKOL-UHFFFAOYSA-N $l^{1}-sulfanylethane Chemical compound CC[S] WYRSGXAIHNMKOL-UHFFFAOYSA-N 0.000 abstract 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 238000007098 aminolysis reaction Methods 0.000 abstract 1
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000006698 hydrazinolysis reaction Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002466 imines Chemical class 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 239000012434 nucleophilic reagent Substances 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical compound [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 abstract 1
- VPAYJEUHKVESSD-UHFFFAOYSA-N trifluoroiodomethane Chemical compound FC(F)(F)I VPAYJEUHKVESSD-UHFFFAOYSA-N 0.000 abstract 1
- WXRGABKACDFXMG-UHFFFAOYSA-N trimethylborane Chemical group CB(C)C WXRGABKACDFXMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
- C07F9/65611—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. penicillins and analogs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C57/38—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/64—Acyl halides
- C07C57/72—Acyl halides containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/64—Acyl halides
- C07C57/76—Acyl halides containing halogen outside the carbonyl halide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2915770 | 1970-06-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL36990A0 IL36990A0 (en) | 1971-11-29 |
| IL36990A true IL36990A (en) | 1976-12-31 |
Family
ID=10287044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL36990A IL36990A (en) | 1970-06-16 | 1971-06-07 | 6-Amino- or acylamidofenicylic acids converted to position-6 and their production |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS5715117B1 (de) |
| AR (1) | AR205683A1 (de) |
| AT (3) | AT311550B (de) |
| BE (1) | BE768529A (de) |
| CA (1) | CA983478A (de) |
| CH (1) | CH579572A5 (de) |
| CS (1) | CS190359B2 (de) |
| DE (2) | DE2129637C2 (de) |
| DK (1) | DK133301C (de) |
| DO (1) | DOP1972001821A (de) |
| EG (1) | EG10970A (de) |
| FI (1) | FI57418C (de) |
| FR (1) | FR2100768B1 (de) |
| GB (1) | GB1339007A (de) |
| HU (2) | HU168077B (de) |
| IE (1) | IE35370B1 (de) |
| IL (1) | IL36990A (de) |
| IT (1) | IT1057857B (de) |
| LU (1) | LU63344A1 (de) |
| NL (1) | NL178876C (de) |
| PH (1) | PH10995A (de) |
| RO (3) | RO58733A (de) |
| SE (2) | SE391525B (de) |
| SU (2) | SU460629A3 (de) |
| ZA (1) | ZA713228B (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2199454A2 (en) * | 1972-09-15 | 1974-04-12 | Merck & Co Inc | 6-Beta-acyl amino penicillanic acids - antibiotics prepared by acylating a 6-alpha-substd -6-beta-amino penicillanic acid |
| CA1040620A (en) * | 1972-11-14 | 1978-10-17 | Frank J. Urban | 6-alkoxy-6-acylamidopenicillins 7-alkoxy-7-acylamido acetoxycephalosporins and process |
| GB1538051A (en) * | 1975-01-17 | 1979-01-10 | Beecham Group Ltd | 6-methoxy-6-(alpha-carboxyacetamido)-penicillins |
| US4308259A (en) | 1979-03-01 | 1981-12-29 | Beecham Group Limited | Penicillin derivatives |
| JO1395B1 (en) * | 1981-07-10 | 1986-11-30 | بيتشام جروب بي ال سي | Method for preparing active and antibacterial sleeper derivatives |
| GB2107307B (en) * | 1981-07-25 | 1986-02-26 | Beecham Group Plc | B-lactum antibacterial agents |
-
1971
- 1971-01-01 AR AR236154A patent/AR205683A1/es active
- 1971-04-30 GB GB2915770A patent/GB1339007A/en not_active Expired
- 1971-05-18 ZA ZA713228A patent/ZA713228B/xx unknown
- 1971-06-07 IL IL36990A patent/IL36990A/en unknown
- 1971-06-08 CA CA115,149A patent/CA983478A/en not_active Expired
- 1971-06-08 CS CS714190A patent/CS190359B2/cs unknown
- 1971-06-09 PH PH12530A patent/PH10995A/en unknown
- 1971-06-09 HU HUME1667A patent/HU168077B/hu unknown
- 1971-06-09 SE SE7107459A patent/SE391525B/xx unknown
- 1971-06-14 AT AT511671A patent/AT311550B/de not_active IP Right Cessation
- 1971-06-14 AT AT279473A patent/AT320860B/de not_active IP Right Cessation
- 1971-06-14 AT AT279373*1A patent/AT322738B/de not_active IP Right Cessation
- 1971-06-15 DE DE2129637A patent/DE2129637C2/de not_active Expired
- 1971-06-15 CH CH875271A patent/CH579572A5/xx not_active IP Right Cessation
- 1971-06-15 RO RO70720A patent/RO58733A/ro unknown
- 1971-06-15 IE IE771/71A patent/IE35370B1/xx unknown
- 1971-06-15 DE DE2151036A patent/DE2151036C2/de not_active Expired
- 1971-06-15 FI FI1674/71A patent/FI57418C/fi active
- 1971-06-15 DK DK291971A patent/DK133301C/da not_active IP Right Cessation
- 1971-06-15 SU SU1673668A patent/SU460629A3/ru active
- 1971-06-15 RO RO70721A patent/RO58734A/ro unknown
- 1971-06-15 EG EG258/71A patent/EG10970A/xx active
- 1971-06-15 IT IT7151041A patent/IT1057857B/it active
- 1971-06-15 RO RO67309A patent/RO61560A/ro unknown
- 1971-06-15 BE BE768529A patent/BE768529A/xx not_active IP Right Cessation
- 1971-06-16 NL NLAANVRAGE7108283,A patent/NL178876C/xx not_active IP Right Cessation
- 1971-06-16 LU LU63344D patent/LU63344A1/xx unknown
- 1971-06-16 FR FR7121921A patent/FR2100768B1/fr not_active Expired
- 1971-06-16 JP JP4323171A patent/JPS5715117B1/ja active Pending
-
1972
- 1972-08-23 DO DO1972001821A patent/DOP1972001821A/es unknown
- 1972-11-01 SU SU721843439A patent/SU584786A3/ru active
-
1973
- 1973-01-04 HU HUME1377A patent/HU167333B/hu unknown
-
1974
- 1974-04-10 SE SE7404874A patent/SE7404874L/xx unknown
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