GB2090256A - Monic acid esters - Google Patents
Monic acid esters Download PDFInfo
- Publication number
- GB2090256A GB2090256A GB8138949A GB8138949A GB2090256A GB 2090256 A GB2090256 A GB 2090256A GB 8138949 A GB8138949 A GB 8138949A GB 8138949 A GB8138949 A GB 8138949A GB 2090256 A GB2090256 A GB 2090256A
- Authority
- GB
- United Kingdom
- Prior art keywords
- monate
- compound
- nitrobenzyl
- formula
- hydrogen
- 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
- IUBMRJVNZLQSHU-FDJBSCRHSA-N monate-a Chemical class C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@@H]1[C@@H](O)[C@@H](O)[C@H](C\C(C)=C\C(O)=O)OC1 IUBMRJVNZLQSHU-FDJBSCRHSA-N 0.000 title description 8
- -1 m-nitrobenzyl Chemical group 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 241001465754 Metazoa Species 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 claims description 7
- 208000015181 infectious disease Diseases 0.000 claims description 6
- 206010035664 Pneumonia Diseases 0.000 claims description 5
- 241000282887 Suidae Species 0.000 claims description 4
- 241000282898 Sus scrofa Species 0.000 claims description 4
- 208000001848 dysentery Diseases 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical group 0.000 claims description 2
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 36
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 35
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 24
- 239000012267 brine Substances 0.000 description 18
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 18
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- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 16
- 239000000243 solution Substances 0.000 description 14
- 241000786363 Rhampholeon spectrum Species 0.000 description 13
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 10
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- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
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- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- MINDHVHHQZYEEK-HBBNESRFSA-N mupirocin Chemical class C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@@H]1[C@@H](O)[C@@H](O)[C@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)OC1 MINDHVHHQZYEEK-HBBNESRFSA-N 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- WYMSBXTXOHUIGT-UHFFFAOYSA-N paraoxon Chemical compound CCOP(=O)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 WYMSBXTXOHUIGT-UHFFFAOYSA-N 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000003182 parenteral nutrition solution Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000002278 tabletting lubricant Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 208000000143 urethritis Diseases 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D309/10—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8041559 | 1980-12-31 | ||
| GB8125168 | 1981-08-18 | ||
| GB8130541 | 1981-10-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB2090256A true GB2090256A (en) | 1982-07-07 |
Family
ID=27261078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8138949A Pending GB2090256A (en) | 1980-12-31 | 1981-12-24 | Monic acid esters |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4436751A (enExample) |
| EP (1) | EP0055616A1 (enExample) |
| AU (1) | AU7912781A (enExample) |
| DK (1) | DK576881A (enExample) |
| ES (1) | ES8300754A1 (enExample) |
| GB (1) | GB2090256A (enExample) |
| GR (1) | GR76384B (enExample) |
| PT (1) | PT74209B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8305316D0 (en) * | 1983-02-25 | 1983-03-30 | Beecham Group Plc | Compounds |
| EP0581464A1 (en) * | 1992-07-15 | 1994-02-02 | Zeneca Limited | Ester derivatives and pharmaceutical compositions containing them |
| IL150907A (en) * | 2002-07-25 | 2007-07-04 | Stephan Cherkez | Process for the preparation of stable amorphous calcium pseudomonate |
| CA2571800A1 (en) * | 2005-12-23 | 2007-06-23 | Canadian Blood Services | Nitrophenyls and related compounds and thimerosal for the inhibition of immune related cell or tissue destruction |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1395907A (en) | 1971-06-12 | 1975-05-29 | Beecham Group Ltd | Antibiotics |
| GB1587058A (en) | 1976-06-15 | 1981-03-25 | Beecham Group Ltd | Oxiranylmethyltetrahydropyran derivatives |
| JPS5412376A (en) * | 1977-06-25 | 1979-01-30 | Yoshitomi Pharmaceut Ind Ltd | Antibacterial derivative of pseudomonic acid |
| GB2009154B (en) * | 1977-11-10 | 1982-06-23 | Beecham Group Ltd | Antibacterial compounds |
| EP0005006B1 (en) | 1978-04-21 | 1981-09-02 | Beecham Group Plc | Antibacterial monic acid c derivatives, processes for their preparation and compositions containing them |
| JPS54151132A (en) * | 1978-05-17 | 1979-11-28 | Yoshitomi Pharmaceut Ind Ltd | Compound having antibiotic activity |
-
1981
- 1981-12-11 US US06/330,012 patent/US4436751A/en not_active Expired - Fee Related
- 1981-12-23 DK DK576881A patent/DK576881A/da not_active Application Discontinuation
- 1981-12-24 GB GB8138949A patent/GB2090256A/en active Pending
- 1981-12-24 EP EP81306127A patent/EP0055616A1/en not_active Withdrawn
- 1981-12-28 PT PT74209A patent/PT74209B/pt unknown
- 1981-12-29 GR GR66928A patent/GR76384B/el unknown
- 1981-12-30 ES ES508466A patent/ES8300754A1/es not_active Expired
- 1981-12-31 AU AU79127/81A patent/AU7912781A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| PT74209B (en) | 1983-05-30 |
| PT74209A (en) | 1982-01-01 |
| EP0055616A1 (en) | 1982-07-07 |
| ES508466A0 (es) | 1982-11-16 |
| GR76384B (enExample) | 1984-08-06 |
| DK576881A (da) | 1982-07-01 |
| AU7912781A (en) | 1982-07-08 |
| US4436751A (en) | 1984-03-13 |
| ES8300754A1 (es) | 1982-11-16 |
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