SU1340590A3 - Способ получени производных 2-азациклоалкилтиопенема в виде их солей с щелочными металлами - Google Patents
Способ получени производных 2-азациклоалкилтиопенема в виде их солей с щелочными металлами Download PDFInfo
- Publication number
- SU1340590A3 SU1340590A3 SU843804830A SU3804830A SU1340590A3 SU 1340590 A3 SU1340590 A3 SU 1340590A3 SU 843804830 A SU843804830 A SU 843804830A SU 3804830 A SU3804830 A SU 3804830A SU 1340590 A3 SU1340590 A3 SU 1340590A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- methyl
- formula
- salts
- perhydro
- alkali metals
- Prior art date
Links
- 229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 7
- 150000003839 salts Chemical class 0.000 title claims abstract description 7
- 150000001340 alkali metals Chemical class 0.000 title claims abstract description 6
- 238000000034 method Methods 0.000 title claims description 6
- 238000007327 hydrogenolysis reaction Methods 0.000 claims abstract description 4
- -1 2-pyrrolidone-4-yl Chemical group 0.000 claims description 22
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 238000002329 infrared spectrum Methods 0.000 claims description 6
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Chemical group 0.000 claims description 2
- MHSWCKAYODIGCG-UHFFFAOYSA-N 3-methyl-1,3-oxazinan-2-one Chemical compound CN1CCCOC1=O MHSWCKAYODIGCG-UHFFFAOYSA-N 0.000 claims 1
- 241000588722 Escherichia Species 0.000 claims 1
- 241000588747 Klebsiella pneumoniae Species 0.000 claims 1
- 241000191967 Staphylococcus aureus Species 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 8
- 239000003242 anti bacterial agent Substances 0.000 abstract description 6
- 229940088710 antibiotic agent Drugs 0.000 abstract description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract description 4
- WSHBAXMSJNAXDX-SSDOTTSWSA-N C(C)C=1S[C@H]2N(C=1)C(C2)=S Chemical compound C(C)C=1S[C@H]2N(C=1)C(C2)=S WSHBAXMSJNAXDX-SSDOTTSWSA-N 0.000 abstract description 3
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 3
- 230000002401 inhibitory effect Effects 0.000 abstract description 3
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 230000003197 catalytic effect Effects 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 238000004458 analytical method Methods 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000001514 detection method Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 159000000011 group IA salts Chemical class 0.000 abstract 1
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 8
- 239000000203 mixture Substances 0.000 description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229920001817 Agar Polymers 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 244000292604 Salvia columbariae Species 0.000 description 1
- 235000012377 Salvia columbariae var. columbariae Nutrition 0.000 description 1
- 235000001498 Salvia hispanica Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 235000014167 chia Nutrition 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940096118 ella Drugs 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- OOLLAFOLCSJHRE-ZHAKMVSLSA-N ulipristal acetate Chemical compound C1=CC(N(C)C)=CC=C1[C@@H]1C2=C3CCC(=O)C=C3CC[C@H]2[C@H](CC[C@]2(OC(C)=O)C(C)=O)[C@]2(C)C1 OOLLAFOLCSJHRE-ZHAKMVSLSA-N 0.000 description 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54231083A | 1983-10-14 | 1983-10-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1340590A3 true SU1340590A3 (ru) | 1987-09-23 |
Family
ID=24163252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU843804830A SU1340590A3 (ru) | 1983-10-14 | 1984-10-12 | Способ получени производных 2-азациклоалкилтиопенема в виде их солей с щелочными металлами |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS60120881A (es) |
| KR (1) | KR870000525B1 (es) |
| DD (1) | DD223453A5 (es) |
| EG (1) | EG16589A (es) |
| ES (1) | ES536687A0 (es) |
| FI (1) | FI82250C (es) |
| HU (1) | HU194248B (es) |
| NO (1) | NO167573C (es) |
| PH (1) | PH20520A (es) |
| PL (1) | PL150059B1 (es) |
| PT (1) | PT79346B (es) |
| SU (1) | SU1340590A3 (es) |
| YU (1) | YU44241B (es) |
| ZA (1) | ZA847982B (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2660243B2 (ja) * | 1985-08-08 | 1997-10-08 | 株式会社半導体エネルギー研究所 | 半導体装置作製方法 |
| JPS6247116A (ja) * | 1985-08-26 | 1987-02-28 | Semiconductor Energy Lab Co Ltd | 半導体装置製造装置 |
| JPS6251210A (ja) * | 1985-08-30 | 1987-03-05 | Semiconductor Energy Lab Co Ltd | 半導体装置作製方法 |
| JPS6252924A (ja) * | 1985-09-01 | 1987-03-07 | Semiconductor Energy Lab Co Ltd | 半導体装置作製方法 |
| JPH0696580B2 (ja) * | 1985-09-17 | 1994-11-30 | 三共株式会社 | ペネム−３−カルボン酸誘導体 |
| JPS6269608A (ja) * | 1985-09-24 | 1987-03-30 | Semiconductor Energy Lab Co Ltd | 半導体装置作製方法 |
| JP2006001841A (ja) * | 2004-06-15 | 2006-01-05 | Sumitomo Chemical Co Ltd | 含窒素へテロ環化合物の製造方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57176988A (en) * | 1981-04-09 | 1982-10-30 | Sankyo Co Ltd | Penam-3-carboxylic acid derivative and its preparation |
| JPS57200392A (en) * | 1981-06-03 | 1982-12-08 | Sankyo Co Ltd | Penem-3-carboxylic acid derivative and its preparation |
| DE3382761T2 (de) * | 1982-11-29 | 1995-03-09 | Schering Corp | Verfahren zur Herstellung von Penem-Verbindungen. |
| US4614738A (en) * | 1983-03-25 | 1986-09-30 | Schering Corporation | 2-(N-heterocycloaliphaticthio)penems |
-
1984
- 1984-10-10 YU YU1735/84A patent/YU44241B/xx unknown
- 1984-10-11 ES ES536687A patent/ES536687A0/es active Granted
- 1984-10-11 PT PT79346A patent/PT79346B/pt not_active IP Right Cessation
- 1984-10-12 ZA ZA847982A patent/ZA847982B/xx unknown
- 1984-10-12 DD DD84268285A patent/DD223453A5/de not_active IP Right Cessation
- 1984-10-12 SU SU843804830A patent/SU1340590A3/ru active
- 1984-10-12 NO NO844090A patent/NO167573C/no unknown
- 1984-10-12 FI FI844023A patent/FI82250C/fi not_active IP Right Cessation
- 1984-10-12 PH PH31330A patent/PH20520A/en unknown
- 1984-10-12 HU HU843830A patent/HU194248B/hu not_active IP Right Cessation
- 1984-10-13 KR KR1019840006347A patent/KR870000525B1/ko not_active Expired
- 1984-10-13 EG EG628/84A patent/EG16589A/xx active
- 1984-10-15 JP JP59216022A patent/JPS60120881A/ja active Pending
- 1984-10-15 PL PL1984250031A patent/PL150059B1/pl unknown
Non-Patent Citations (1)
| Title |
|---|
| Патент US № 4374844, кл. С 07 D 499/00, опублик. 22.02.83. * |
Also Published As
| Publication number | Publication date |
|---|---|
| PH20520A (en) | 1987-01-30 |
| PT79346A (en) | 1984-11-01 |
| HU194248B (en) | 1988-01-28 |
| PL150059B1 (en) | 1990-04-30 |
| YU44241B (en) | 1990-04-30 |
| ES8602012A1 (es) | 1985-11-16 |
| ZA847982B (en) | 1986-05-28 |
| JPS60120881A (ja) | 1985-06-28 |
| HUT35264A (en) | 1985-06-28 |
| FI82250C (fi) | 1991-02-11 |
| EG16589A (en) | 1989-03-30 |
| NO844090L (no) | 1985-04-15 |
| KR850002987A (ko) | 1985-05-28 |
| YU173584A (en) | 1987-02-28 |
| FI844023L (fi) | 1985-04-15 |
| PL250031A1 (en) | 1985-07-02 |
| ES536687A0 (es) | 1985-11-16 |
| PT79346B (en) | 1986-11-20 |
| FI844023A0 (fi) | 1984-10-12 |
| FI82250B (fi) | 1990-10-31 |
| DD223453A5 (de) | 1985-06-12 |
| NO167573B (no) | 1991-08-12 |
| KR870000525B1 (ko) | 1987-03-14 |
| NO167573C (no) | 1991-11-20 |
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