JP2012512863A - モノカルバム - Google Patents
モノカルバム Download PDFInfo
- Publication number
- JP2012512863A JP2012512863A JP2011541665A JP2011541665A JP2012512863A JP 2012512863 A JP2012512863 A JP 2012512863A JP 2011541665 A JP2011541665 A JP 2011541665A JP 2011541665 A JP2011541665 A JP 2011541665A JP 2012512863 A JP2012512863 A JP 2012512863A
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- Prior art keywords
- compound
- mmol
- amino
- pharmaceutically acceptable
- formula
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims abstract description 183
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 19
- 150000003839 salts Chemical class 0.000 claims description 52
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 239000001257 hydrogen Substances 0.000 claims description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 239000003242 anti bacterial agent Substances 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 150000002431 hydrogen Chemical group 0.000 claims description 8
- 239000003937 drug carrier Substances 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 5
- 229910052805 deuterium Inorganic materials 0.000 claims description 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 2
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 2
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- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 62
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- 238000006243 chemical reaction Methods 0.000 description 27
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- 235000019253 formic acid Nutrition 0.000 description 19
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- 239000011541 reaction mixture Substances 0.000 description 18
- 230000002194 synthesizing effect Effects 0.000 description 18
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 12
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 11
- 239000013543 active substance Substances 0.000 description 11
- WRJWRGBVPUUDLA-UHFFFAOYSA-N chlorosulfonyl isocyanate Chemical compound ClS(=O)(=O)N=C=O WRJWRGBVPUUDLA-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- MSPCIZMDDUQPGJ-UHFFFAOYSA-N N-methyl-N-(trimethylsilyl)trifluoroacetamide Chemical compound C[Si](C)(C)N(C)C(=O)C(F)(F)F MSPCIZMDDUQPGJ-UHFFFAOYSA-N 0.000 description 10
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 10
- 238000001816 cooling Methods 0.000 description 10
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 9
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 9
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- 239000000546 pharmaceutical excipient Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 8
- 238000010168 coupling process Methods 0.000 description 8
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 8
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- 208000009470 Ventilator-Associated Pneumonia Diseases 0.000 description 7
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- HVFLCNVBZFFHBT-ZKDACBOMSA-N cefepime Chemical compound S([C@@H]1[C@@H](C(N1C=1C([O-])=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1C[N+]1(C)CCCC1 HVFLCNVBZFFHBT-ZKDACBOMSA-N 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 239000013058 crude material Substances 0.000 description 7
- DMJNNHOOLUXYBV-PQTSNVLCSA-N meropenem Chemical compound C=1([C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)S[C@@H]1CN[C@H](C(=O)N(C)C)C1 DMJNNHOOLUXYBV-PQTSNVLCSA-N 0.000 description 7
- 229960002260 meropenem Drugs 0.000 description 7
- 238000010898 silica gel chromatography Methods 0.000 description 7
- 150000003952 β-lactams Chemical class 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 6
- 239000003781 beta lactamase inhibitor Substances 0.000 description 6
- 229940126813 beta-lactamase inhibitor Drugs 0.000 description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 6
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- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 description 5
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- AVAACINZEOAHHE-VFZPANTDSA-N doripenem Chemical compound C=1([C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)S[C@@H]1CN[C@H](CNS(N)(=O)=O)C1 AVAACINZEOAHHE-VFZPANTDSA-N 0.000 description 5
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- 150000004677 hydrates Chemical class 0.000 description 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 5
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- XGZWGROCQWUCHU-UHFFFAOYSA-N 3-[4,5-bis(phenylmethoxy)pyridin-2-yl]-4-ethyl-1h-1,2,4-triazol-5-one Chemical compound N1C(=O)N(CC)C(C=2N=CC(OCC=3C=CC=CC=3)=C(OCC=3C=CC=CC=3)C=2)=N1 XGZWGROCQWUCHU-UHFFFAOYSA-N 0.000 description 4
- SEROJOMPCMRBRI-UHFFFAOYSA-N 5-[4,5-bis(phenylmethoxy)pyridin-2-yl]-3h-1,3,4-oxadiazol-2-one Chemical compound O1C(=O)NN=C1C(N=C1)=CC(OCC=2C=CC=CC=2)=C1OCC1=CC=CC=C1 SEROJOMPCMRBRI-UHFFFAOYSA-N 0.000 description 4
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- MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 description 4
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- GCBWDZYSLVSRRI-REOHCLBHSA-N (3s)-3-aminoazetidin-2-one Chemical compound N[C@H]1CNC1=O GCBWDZYSLVSRRI-REOHCLBHSA-N 0.000 description 2
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- KNIWPHSUTGNZST-UHFFFAOYSA-N polymyxin E2 Natural products CC(C)CCCCC(=O)NC(CCN)C(=O)NC(C(C)O)C(=O)NC(CCN)C(=O)NC1CCNC(=O)C(C(C)O)NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCN)NC1=O KNIWPHSUTGNZST-UHFFFAOYSA-N 0.000 description 1
- 229940041153 polymyxins Drugs 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000159 protein binding assay Methods 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 description 1
- 125000002755 pyrazolinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000001422 pyrrolinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229930184609 rhodostreptomycin Natural products 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical group CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 1
- TUPFOYXHAYOHIB-YCAIQWGJSA-M sodium;(2s,5r,6r)-6-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]h Chemical compound [Na+].C([C@]1(C)S([C@H]2N(C(C2)=O)[C@H]1C(O)=O)(=O)=O)N1C=CN=N1.O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC=CC=1)C(=O)N[C@@H]1C(=O)N2[C@@H](C([O-])=O)C(C)(C)S[C@@H]21 TUPFOYXHAYOHIB-YCAIQWGJSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229940010329 spectracef Drugs 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
- 239000008174 sterile solution Substances 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 238000005556 structure-activity relationship Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- FKENQMMABCRJMK-RITPCOANSA-N sulbactam Chemical compound O=S1(=O)C(C)(C)[C@H](C(O)=O)N2C(=O)C[C@H]21 FKENQMMABCRJMK-RITPCOANSA-N 0.000 description 1
- 229960005256 sulbactam Drugs 0.000 description 1
- QAHVHSLSRLSVGS-UHFFFAOYSA-N sulfamoyl chloride Chemical compound NS(Cl)(=O)=O QAHVHSLSRLSVGS-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 238000003354 tissue distribution assay Methods 0.000 description 1
- 229960000707 tobramycin Drugs 0.000 description 1
- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 229940104666 zosyn Drugs 0.000 description 1
- 239000002132 β-lactam antibiotic Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13915908P | 2008-12-19 | 2008-12-19 | |
| US61/139,159 | 2008-12-19 | ||
| PCT/IB2009/055544 WO2010070523A1 (en) | 2008-12-19 | 2009-12-07 | Monocarbams |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012512863A true JP2012512863A (ja) | 2012-06-07 |
| JP2012512863A5 JP2012512863A5 (https=) | 2012-12-06 |
Family
ID=41727494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011541665A Pending JP2012512863A (ja) | 2008-12-19 | 2009-12-07 | モノカルバム |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8252782B2 (https=) |
| EP (1) | EP2379546A1 (https=) |
| JP (1) | JP2012512863A (https=) |
| KR (1) | KR20110086742A (https=) |
| CN (1) | CN102325769A (https=) |
| AR (1) | AR074801A1 (https=) |
| AU (1) | AU2009329169B2 (https=) |
| CA (1) | CA2744756C (https=) |
| IL (1) | IL213216A0 (https=) |
| MX (1) | MX2011006541A (https=) |
| PA (1) | PA8855001A1 (https=) |
| SG (1) | SG171781A1 (https=) |
| TW (1) | TW201026696A (https=) |
| UY (1) | UY32336A (https=) |
| WO (1) | WO2010070523A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012512863A (ja) * | 2008-12-19 | 2012-06-07 | ファイザー・インク | モノカルバム |
| DK2646436T3 (en) | 2010-11-29 | 2015-06-29 | Pfizer | monobactams |
| UY34585A (es) | 2012-01-24 | 2013-09-02 | Aicuris Gmbh & Co Kg | Compuestos b-lactámicos sustituidos con amidina, su preparación y uso |
| PL3353175T3 (pl) * | 2015-09-23 | 2021-02-22 | Novartis Ag | Sole i postacie stałe antybiotyku monobaktamowego |
| CN105481812B (zh) * | 2015-11-30 | 2020-04-21 | 重庆天奕恒化科技有限公司 | 一种5-苄氧基-4-氧代-4h-吡喃-2-羧酸的制备方法 |
| AU2017339587A1 (en) | 2016-12-21 | 2019-07-04 | Aicuris Gmbh & Co. Kg | Combination therapy with amidine substituted ß-lactam compounds and ß-lactamase inhibitors for infections with antibiotic resistant bacterial strains |
| JP7235718B2 (ja) | 2017-08-02 | 2023-03-08 | ノバルティス アーゲー | モノバクタム系抗生物質およびその中間体を製造するための化学的方法 |
| CN110997627B (zh) | 2017-08-23 | 2023-10-10 | 亥姆霍兹感染研究中心有限公司 | 孢囊菌酰胺衍生物 |
| JP7366746B2 (ja) | 2017-08-31 | 2023-10-23 | 北興化学工業株式会社 | １－（ｎ，ｎ－ジ置換カルバモイル）４－（置換スルホニル）トリアゾリン－５－オン誘導体、４－（ｎ，ｎ－ジ置換カルバモイル）１－（置換スルホニル）トリアゾリン－５－オン誘導体、およびそれらを有効成分として含有する除草剤 |
| WO2019144969A1 (zh) | 2018-01-29 | 2019-08-01 | 南京明德新药研发股份有限公司 | 用于治疗细菌感染的单环β-内酰胺化合物 |
| WO2020125670A1 (zh) | 2018-12-18 | 2020-06-25 | 南京明德新药研发有限公司 | 单环β-内酰胺化合物在制药中的应用 |
| CN114828850B (zh) | 2019-12-19 | 2024-08-13 | 深圳嘉科生物科技有限公司 | 化合物在制药中的应用 |
| WO2023205463A1 (en) | 2022-04-22 | 2023-10-26 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02502281A (ja) * | 1987-03-03 | 1990-07-26 | ジ・アップジョン・カンパニー | 抗生物質スルホニルアミノカルボニル活性化β‐ラクタム類 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4587047A (en) * | 1981-04-09 | 1986-05-06 | E. R. Squibb & Sons, Inc. | 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines |
| NZ199981A (en) | 1981-04-09 | 1985-08-16 | Squibb & Sons Inc | 2-oxo-1-(((substituted sulphonyl)amino)carbonyl)azetidines |
| KR890700588A (ko) | 1987-02-11 | 1989-04-25 | 로버어트 에이 아미테이지 | 항생 물질로서 신규 N-1 치환된 β -락탐 |
| US5006650A (en) * | 1987-02-11 | 1991-04-09 | The Upjohn Company | Novel N-1 substituted beta-lactams as antibiotics |
| KR890700586A (ko) * | 1987-02-27 | 1989-04-25 | 로버어트 에이 아마테이지 | 피리돈 카르복실산 또는 산유도체를 함유하는 항균제 베타-락탐 |
| US4762922A (en) * | 1987-07-01 | 1988-08-09 | Squibb Corporation | 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines |
| US5015737A (en) * | 1987-07-22 | 1991-05-14 | The Upjohn Company | Therapeutically useful beta-lactams |
| US4777252A (en) * | 1987-08-13 | 1988-10-11 | E. R. Squibb & Sons, Inc. | 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines |
| US4889930A (en) | 1987-12-21 | 1989-12-26 | E. R. Squibb & Sons, Inc. | Process for making 2-oxo-1-((substituted sulfonyl)amino)carbonzyl)azetidines and intermediates used therein |
| JPH01305081A (ja) | 1988-04-04 | 1989-12-08 | E R Squibb & Sons Inc | ３―アシルアミノ―１―［［［（置換スルホニル）アミノ〕カルボニル〕アミノ〕―２―アゼチジノン類 |
| EP0344707A3 (en) | 1988-06-02 | 1990-04-18 | E.R. Squibb & Sons, Inc. | 2-Oxo-1-[[(substituted sulfonyl)-amino]carbonyl]-azetidine derivatives |
| US4959470A (en) * | 1988-08-17 | 1990-09-25 | E. R. Squibb & Sons, Inc. | 2-oxo-[[(substituted sulfonyl)-amino]carbonyl]-azetidines |
| AU4064089A (en) | 1988-09-27 | 1990-04-18 | Upjohn Company, The | Dihydroxyaryl 4-substituted monocarbams as antibiotics |
| CA2210787A1 (en) | 1997-07-17 | 1999-01-17 | William R. Collier | Self-contained work station |
| RU2488394C2 (ru) | 2007-03-23 | 2013-07-27 | Базилеа Фармацойтика Аг | Комбинированные лекарственные средства для лечения бактериальных инфекций |
| JP2012512863A (ja) * | 2008-12-19 | 2012-06-07 | ファイザー・インク | モノカルバム |
-
2009
- 2009-12-07 JP JP2011541665A patent/JP2012512863A/ja active Pending
- 2009-12-07 SG SG2011036704A patent/SG171781A1/en unknown
- 2009-12-07 KR KR1020117013944A patent/KR20110086742A/ko not_active Abandoned
- 2009-12-07 CA CA2744756A patent/CA2744756C/en not_active Expired - Fee Related
- 2009-12-07 EP EP09795553A patent/EP2379546A1/en not_active Withdrawn
- 2009-12-07 MX MX2011006541A patent/MX2011006541A/es active IP Right Grant
- 2009-12-07 AU AU2009329169A patent/AU2009329169B2/en not_active Ceased
- 2009-12-07 WO PCT/IB2009/055544 patent/WO2010070523A1/en not_active Ceased
- 2009-12-07 CN CN2009801569587A patent/CN102325769A/zh active Pending
- 2009-12-17 UY UY0001032336A patent/UY32336A/es not_active Application Discontinuation
- 2009-12-18 US US12/641,343 patent/US8252782B2/en not_active Expired - Fee Related
- 2009-12-18 TW TW098143723A patent/TW201026696A/zh unknown
- 2009-12-18 AR ARP090104977A patent/AR074801A1/es not_active Application Discontinuation
- 2009-12-18 PA PA20098855001A patent/PA8855001A1/es unknown
-
2011
- 2011-05-30 IL IL213216A patent/IL213216A0/en unknown
-
2012
- 2012-07-26 US US13/558,989 patent/US8324198B1/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02502281A (ja) * | 1987-03-03 | 1990-07-26 | ジ・アップジョン・カンパニー | 抗生物質スルホニルアミノカルボニル活性化β‐ラクタム類 |
Also Published As
| Publication number | Publication date |
|---|---|
| UY32336A (es) | 2010-07-30 |
| AU2009329169A1 (en) | 2010-06-24 |
| WO2010070523A1 (en) | 2010-06-24 |
| IL213216A0 (en) | 2011-07-31 |
| AU2009329169B2 (en) | 2012-06-28 |
| CA2744756C (en) | 2013-05-28 |
| US8252782B2 (en) | 2012-08-28 |
| AR074801A1 (es) | 2011-02-16 |
| SG171781A1 (en) | 2011-07-28 |
| US20100160281A1 (en) | 2010-06-24 |
| CN102325769A (zh) | 2012-01-18 |
| EP2379546A1 (en) | 2011-10-26 |
| US20120289455A1 (en) | 2012-11-15 |
| KR20110086742A (ko) | 2011-07-29 |
| CA2744756A1 (en) | 2010-06-24 |
| MX2011006541A (es) | 2011-07-20 |
| PA8855001A1 (es) | 2010-07-27 |
| US8324198B1 (en) | 2012-12-04 |
| TW201026696A (en) | 2010-07-16 |
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| WO2001057041A1 (en) | 1-methylcarbapenem compounds |
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