PH26185A - (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid - Google Patents
(S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid Download PDFInfo
- Publication number
- PH26185A PH26185A PH40268A PH40268A PH26185A PH 26185 A PH26185 A PH 26185A PH 40268 A PH40268 A PH 40268A PH 40268 A PH40268 A PH 40268A PH 26185 A PH26185 A PH 26185A
- Authority
- PH
- Philippines
- Prior art keywords
- amino
- dihydro
- fluoro
- naphthyridine
- carboxylic acid
- Prior art date
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- MUKSDTOOLRNSIO-QMMMGPOBSA-N 7-[(3s)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid Chemical compound C1[C@@H](N)CCN1C(C(=C1)F)=NC2=C1C(=O)C(C(O)=O)=CN2C1CC1 MUKSDTOOLRNSIO-QMMMGPOBSA-N 0.000 title claims 2
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- LDECUSDQMXVUMP-UHFFFAOYSA-N benzyl 3-[6-[[2-(butylamino)-1-[3-methoxycarbonyl-4-(2-methoxy-2-oxoethoxy)phenyl]-2-oxoethyl]-hexylamino]-6-oxohexyl]-4-methyl-2-oxo-6-(4-phenylphenyl)-1,6-dihydropyrimidine-5-carboxylate Chemical compound O=C1NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)C(C(=O)OCC=2C=CC=CC=2)=C(C)N1CCCCCC(=O)N(CCCCCC)C(C(=O)NCCCC)C1=CC=C(OCC(=O)OC)C(C(=O)OC)=C1 LDECUSDQMXVUMP-UHFFFAOYSA-N 0.000 description 8
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- 230000007935 neutral effect Effects 0.000 description 1
- 125000001209 o-nitrophenyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])[N+]([O-])=O 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000006201 parenteral dosage form Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- SBMSLRMNBSMKQC-UHFFFAOYSA-N pyrrolidin-1-amine Chemical compound NN1CCCC1 SBMSLRMNBSMKQC-UHFFFAOYSA-N 0.000 description 1
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007430 reference method Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DQQJBEAXSOOCPG-ZETCQYMHSA-N tert-butyl n-[(3s)-pyrrolidin-3-yl]carbamate Chemical compound CC(C)(C)OC(=O)N[C@H]1CCNC1 DQQJBEAXSOOCPG-ZETCQYMHSA-N 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000006208 topical dosage form Substances 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
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/329,461 US4916141A (en) | 1989-03-28 | 1989-03-28 | (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
PH26185A true PH26185A (en) | 1992-03-18 |
Family
ID=23285509
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PH40268A PH26185A (en) | 1989-03-28 | 1990-03-27 | (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid |
Country Status (12)
Country | Link |
---|---|
US (1) | US4916141A (fi) |
EP (1) | EP0394685A3 (fi) |
JP (1) | JP2948857B2 (fi) |
KR (1) | KR900014382A (fi) |
AU (1) | AU617974B2 (fi) |
CA (1) | CA2013136C (fi) |
FI (1) | FI94640C (fi) |
NO (1) | NO175369C (fi) |
NZ (1) | NZ233087A (fi) |
PH (1) | PH26185A (fi) |
PT (1) | PT93571B (fi) |
ZA (1) | ZA902356B (fi) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5057523A (en) * | 1988-09-22 | 1991-10-15 | Abbott Laboratories | Dipeptide quinolone derivatives |
US5057520A (en) * | 1989-03-24 | 1991-10-15 | Abbott Laboratories | 7-(peptidylpyrolidinyl)naphthyridine antibacterial compounds |
US5177217A (en) * | 1992-04-27 | 1993-01-05 | Warner-Lambert Company | Process for the manufacture of (S)-3-amino-1-substituted-pyrrolidines |
US5290794A (en) * | 1992-10-27 | 1994-03-01 | Warner Lambert Co. | Soluble calcium lactate antibacterial complexes as non-irritating parenteral forms |
US5977381A (en) * | 1998-01-12 | 1999-11-02 | Hoffmann-La Roche Inc. | Process for making 3-amino-pyrolidine derivatives |
KR100295740B1 (ko) | 1998-09-17 | 2001-11-05 | 박영구 | N-치환된-하이드록시고리화알킬아민유도체의제조방법 |
DE60308204T2 (de) * | 2002-08-01 | 2007-08-23 | Basilea Pharmaceutica Ag | Verfahren zur herstellung von aminopyrrolidinderivaten |
KR100939347B1 (ko) * | 2005-07-20 | 2010-01-29 | (주)카이로드 | 광학적으로 순수한 (s)-3-히드록시 피롤리딘의 제조방법 |
EP2050735A4 (en) | 2006-07-28 | 2011-12-21 | Kaneka Corp | METHOD FOR PRODUCING AN OPTICALLY ACTIVE 3-AMINO-NITROGENATED COMPOUND |
WO2010058429A1 (en) | 2008-11-24 | 2010-05-27 | Council Of Scientific & Industrial Research | A process for the preparation of optically active n-benzyl-3 hydroxypyrrolidines |
EP4382529A1 (en) | 2022-12-07 | 2024-06-12 | Bayer Consumer Care AG | A process for preparing pure (3s)-pyrrolidin-3-ol and pure (3s)-pyrrolidin-3-ol hydrochloride |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CS274601B2 (en) * | 1983-07-27 | 1991-09-15 | Dainippon Pharmaceutical Co | Method of 1,8-naphthyridine derivative production |
ZA877471B (en) * | 1986-10-08 | 1988-04-05 | Bristol-Myers Company | 1-tertiary-alkyl-substituted naphthyridine-and quinoline-carboxylic acid antibacterial agents |
US4851418A (en) * | 1987-08-21 | 1989-07-25 | Warner-Lambert Company | Naphthyridine antibacterial agents containing an α-amino acid in the side chain of the 7-substituent |
AU5123690A (en) * | 1989-03-13 | 1990-09-13 | Bristol-Myers Squibb Company | 5-substituted-1,4-dihydro-4-oxo-nephthyridine-3-carboxylate antibacterial agents |
-
1989
- 1989-03-28 US US07/329,461 patent/US4916141A/en not_active Expired - Lifetime
-
1990
- 1990-03-26 AU AU52197/90A patent/AU617974B2/en not_active Ceased
- 1990-03-26 FI FI901505A patent/FI94640C/fi not_active IP Right Cessation
- 1990-03-26 NZ NZ233087A patent/NZ233087A/en unknown
- 1990-03-27 NO NO901391A patent/NO175369C/no not_active IP Right Cessation
- 1990-03-27 EP EP19900105827 patent/EP0394685A3/en not_active Withdrawn
- 1990-03-27 PH PH40268A patent/PH26185A/en unknown
- 1990-03-27 JP JP2075809A patent/JP2948857B2/ja not_active Expired - Fee Related
- 1990-03-27 PT PT93571A patent/PT93571B/pt not_active IP Right Cessation
- 1990-03-27 ZA ZA902356A patent/ZA902356B/xx unknown
- 1990-03-27 KR KR1019900004097A patent/KR900014382A/ko not_active Application Discontinuation
- 1990-03-27 CA CA002013136A patent/CA2013136C/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
NZ233087A (en) | 1991-07-26 |
AU5219790A (en) | 1990-10-04 |
NO901391D0 (no) | 1990-03-27 |
FI901505A0 (fi) | 1990-03-26 |
JP2948857B2 (ja) | 1999-09-13 |
US4916141A (en) | 1990-04-10 |
ZA902356B (en) | 1991-11-27 |
PT93571A (pt) | 1990-11-07 |
FI94640C (fi) | 1995-10-10 |
NO901391L (no) | 1990-10-01 |
EP0394685A2 (en) | 1990-10-31 |
CA2013136C (en) | 1998-09-15 |
EP0394685A3 (en) | 1991-09-25 |
NO175369B (no) | 1994-06-27 |
KR900014382A (ko) | 1990-10-23 |
AU617974B2 (en) | 1991-12-05 |
JPH02289568A (ja) | 1990-11-29 |
NO175369C (no) | 1994-10-05 |
FI94640B (fi) | 1995-06-30 |
PT93571B (pt) | 1996-08-30 |
CA2013136A1 (en) | 1990-09-28 |
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