DE3110190A1 - Cephapirinsalze mit aminosaeuren und verfahren zu deren herstellung - Google Patents
Cephapirinsalze mit aminosaeuren und verfahren zu deren herstellungInfo
- Publication number
- DE3110190A1 DE3110190A1 DE19813110190 DE3110190A DE3110190A1 DE 3110190 A1 DE3110190 A1 DE 3110190A1 DE 19813110190 DE19813110190 DE 19813110190 DE 3110190 A DE3110190 A DE 3110190A DE 3110190 A1 DE3110190 A1 DE 3110190A1
- Authority
- DE
- Germany
- Prior art keywords
- cephapirin
- cooh
- salts
- salt
- production
- 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.)
- Withdrawn
Links
- UQLLWWBDSUHNEB-CZUORRHYSA-N Cefaprin Chemical class N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CSC1=CC=NC=C1 UQLLWWBDSUHNEB-CZUORRHYSA-N 0.000 title claims description 29
- 150000001413 amino acids Chemical class 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 229960004350 cefapirin Drugs 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims description 6
- 229930064664 L-arginine Natural products 0.000 claims description 6
- 235000014852 L-arginine Nutrition 0.000 claims description 6
- 235000001014 amino acid Nutrition 0.000 claims description 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 5
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 claims description 4
- 229960004308 acetylcysteine Drugs 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 238000004108 freeze drying Methods 0.000 claims description 4
- WPLOVIFNBMNBPD-ATHMIXSHSA-N subtilin Chemical compound CC1SCC(NC2=O)C(=O)NC(CC(N)=O)C(=O)NC(C(=O)NC(CCCCN)C(=O)NC(C(C)CC)C(=O)NC(=C)C(=O)NC(CCCCN)C(O)=O)CSC(C)C2NC(=O)C(CC(C)C)NC(=O)C1NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C1NC(=O)C(=C/C)/NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C3CCCN3C(=O)C(NC(=O)C3NC(=O)C(CC(C)C)NC(=O)C(=C)NC(=O)C(CCC(O)=O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)CC=4C5=CC=CC=C5NC=4)CSC3)C(C)SC2)C(C)C)C(C)SC1)CC1=CC=CC=C1 WPLOVIFNBMNBPD-ATHMIXSHSA-N 0.000 claims description 4
- PEWXENMTDDNSMK-BYPYZUCNSA-N acetyl (2r)-2-amino-3-sulfanylpropanoate Chemical compound CC(=O)OC(=O)[C@@H](N)CS PEWXENMTDDNSMK-BYPYZUCNSA-N 0.000 claims description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-M lysinate Chemical compound NCCCCC(N)C([O-])=O KDXKERNSBIXSRK-UHFFFAOYSA-M 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 239000000243 solution Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 230000003115 biocidal effect Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 3
- 230000002906 microbiologic effect Effects 0.000 description 3
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- RICLFGYGYQXUFH-UHFFFAOYSA-N buspirone hydrochloride Chemical compound [H+].[Cl-].C1C(=O)N(CCCCN2CCN(CC2)C=2N=CC=CN=2)C(=O)CC21CCCC2 RICLFGYGYQXUFH-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000012154 double-distilled water Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21097/80A IT1141406B (it) | 1980-04-01 | 1980-04-01 | Sali della cefapirina con aminoacidi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3110190A1 true DE3110190A1 (de) | 1982-02-18 |
Family
ID=11176688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813110190 Withdrawn DE3110190A1 (de) | 1980-04-01 | 1981-03-17 | Cephapirinsalze mit aminosaeuren und verfahren zu deren herstellung |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS56152490A (enExample) |
| CA (1) | CA1133471A (enExample) |
| CH (1) | CH651050A5 (enExample) |
| DE (1) | DE3110190A1 (enExample) |
| FR (1) | FR2479228A1 (enExample) |
| GB (1) | GB2072675B (enExample) |
| IL (1) | IL62254A (enExample) |
| IT (1) | IT1141406B (enExample) |
| NL (1) | NL8101274A (enExample) |
| YU (1) | YU82781A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1242699A (en) * | 1985-02-01 | 1988-10-04 | Bristol-Myers Company | Cefbuperazone and derivatives thereof |
| US6566401B2 (en) * | 2001-03-30 | 2003-05-20 | The Board Of Trustees Of The Leland Stanford Junior University | N-acetylcysteine compositions and methods for the treatment and prevention of drug toxicity |
| CN102351885B (zh) * | 2011-08-19 | 2012-08-22 | 深圳立健药业有限公司 | 用于制备头孢呋辛-l-精氨酸水合物的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2411260A1 (de) * | 1973-03-08 | 1974-09-12 | Gallardo Antonio Sa | Verfahren zur gewinnung von salzen von antibiotika mit natuerlichen aminosaeuren |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL29235A (en) * | 1967-01-05 | 1971-10-20 | Bristol Myers Co | 7-(pyridylthioacetamido)cephalosporanic acid derivatives and their preparation |
| JPS5089517A (enExample) * | 1973-12-18 | 1975-07-18 | ||
| JPS51125714A (en) * | 1975-02-19 | 1976-11-02 | Banyu Pharmaceut Co Ltd | A process for preparing salts of an antibacterial compound |
| JPS557434A (en) * | 1978-06-30 | 1980-01-19 | Matsushita Electric Works Ltd | Preparation of woody cement board |
-
1980
- 1980-04-01 IT IT21097/80A patent/IT1141406B/it active
-
1981
- 1981-03-02 IL IL62254A patent/IL62254A/xx unknown
- 1981-03-09 CH CH1586/81A patent/CH651050A5/it not_active IP Right Cessation
- 1981-03-16 NL NL8101274A patent/NL8101274A/nl not_active Application Discontinuation
- 1981-03-17 DE DE19813110190 patent/DE3110190A1/de not_active Withdrawn
- 1981-03-25 FR FR8106002A patent/FR2479228A1/fr active Granted
- 1981-03-27 JP JP4421681A patent/JPS56152490A/ja active Pending
- 1981-03-30 YU YU00827/81A patent/YU82781A/xx unknown
- 1981-03-31 CA CA374,263A patent/CA1133471A/en not_active Expired
- 1981-03-31 GB GB8109978A patent/GB2072675B/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2411260A1 (de) * | 1973-03-08 | 1974-09-12 | Gallardo Antonio Sa | Verfahren zur gewinnung von salzen von antibiotika mit natuerlichen aminosaeuren |
Non-Patent Citations (1)
| Title |
|---|
| Chem. Abstr. 87, 1977, 63373r * |
Also Published As
| Publication number | Publication date |
|---|---|
| IL62254A0 (en) | 1981-05-20 |
| FR2479228B1 (enExample) | 1985-04-26 |
| FR2479228A1 (fr) | 1981-10-02 |
| CH651050A5 (it) | 1985-08-30 |
| GB2072675A (en) | 1981-10-07 |
| GB2072675B (en) | 1983-12-07 |
| IT1141406B (it) | 1986-10-01 |
| CA1133471A (en) | 1982-10-12 |
| IL62254A (en) | 1984-09-30 |
| YU82781A (en) | 1983-09-30 |
| JPS56152490A (en) | 1981-11-26 |
| NL8101274A (nl) | 1981-11-02 |
| IT8021097A0 (it) | 1980-04-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |