DE1670015A1 - Penicilline und Verfahren zu deren Herstellung - Google Patents
Penicilline und Verfahren zu deren HerstellungInfo
- Publication number
- DE1670015A1 DE1670015A1 DE19671670015 DE1670015A DE1670015A1 DE 1670015 A1 DE1670015 A1 DE 1670015A1 DE 19671670015 DE19671670015 DE 19671670015 DE 1670015 A DE1670015 A DE 1670015A DE 1670015 A1 DE1670015 A1 DE 1670015A1
- Authority
- DE
- Germany
- Prior art keywords
- group
- carbon atoms
- monocyclic
- apa
- hydrogen atom
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims 9
- 229930182555 Penicillin Natural products 0.000 title claims 5
- 150000002960 penicillins Chemical class 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 17
- 125000002950 monocyclic group Chemical group 0.000 claims 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 12
- 125000002619 bicyclic group Chemical group 0.000 claims 9
- -1 Methyl mercapto group Chemical group 0.000 claims 8
- 125000003118 aryl group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 231100000252 nontoxic Toxicity 0.000 claims 7
- 230000003000 nontoxic effect Effects 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- 238000006243 chemical reaction Methods 0.000 claims 4
- RBKMMJSQKNKNEV-RITPCOANSA-N penicillanic acid Chemical compound OC(=O)[C@H]1C(C)(C)S[C@@H]2CC(=O)N21 RBKMMJSQKNKNEV-RITPCOANSA-N 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 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 claims 2
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 claims 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 1
- 150000001768 cations Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
Classifications
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB04332/67A GB1184665A (en) | 1966-12-28 | 1966-12-28 | Penicillins |
| GB5798766 | 1966-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1670015A1 true DE1670015A1 (de) | 1971-03-18 |
Family
ID=26250491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671670015 Pending DE1670015A1 (de) | 1966-12-28 | 1967-12-15 | Penicilline und Verfahren zu deren Herstellung |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3558601A (cg-RX-API-DMAC7.html) |
| AT (1) | AT282059B (cg-RX-API-DMAC7.html) |
| DE (1) | DE1670015A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR1583636A (cg-RX-API-DMAC7.html) |
| GB (1) | GB1184665A (cg-RX-API-DMAC7.html) |
| NL (1) | NL6717209A (cg-RX-API-DMAC7.html) |
| SE (1) | SE346322B (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3870713A (en) * | 1970-12-07 | 1975-03-11 | Pfizer | Phosphono substituted alkylcephalosporins |
| GB1430074A (en) * | 1972-07-13 | 1976-03-31 | Beecham Group Ltd | Penicillins |
| US3980644A (en) * | 1973-04-23 | 1976-09-14 | Eli Lilly And Company | Pentavalent phosphorus amides of cephalosporins and separation process using same |
| GB1523278A (en) * | 1974-10-21 | 1978-08-31 | Gist Brocades Nv | Penicillanic acid derivatives |
-
1966
- 1966-12-28 GB GB04332/67A patent/GB1184665A/en not_active Expired
-
1967
- 1967-11-17 SE SE15873/67A patent/SE346322B/xx unknown
- 1967-12-04 US US687423A patent/US3558601A/en not_active Expired - Lifetime
- 1967-12-15 DE DE19671670015 patent/DE1670015A1/de active Pending
- 1967-12-18 NL NL6717209A patent/NL6717209A/xx unknown
- 1967-12-21 AT AT1154167A patent/AT282059B/de not_active IP Right Cessation
- 1967-12-27 FR FR1583636D patent/FR1583636A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1583636A (cg-RX-API-DMAC7.html) | 1969-11-21 |
| GB1184665A (en) | 1970-03-18 |
| NL6717209A (cg-RX-API-DMAC7.html) | 1968-07-01 |
| SE346322B (cg-RX-API-DMAC7.html) | 1972-07-03 |
| AT282059B (de) | 1970-06-10 |
| US3558601A (en) | 1971-01-26 |
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