CN101535281A - 3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 - Google Patents
3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 Download PDFInfo
- Publication number
- CN101535281A CN101535281A CNA2007800406598A CN200780040659A CN101535281A CN 101535281 A CN101535281 A CN 101535281A CN A2007800406598 A CNA2007800406598 A CN A2007800406598A CN 200780040659 A CN200780040659 A CN 200780040659A CN 101535281 A CN101535281 A CN 101535281A
- Authority
- CN
- China
- Prior art keywords
- fumarate
- formula
- medicine
- compound
- purposes
- 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
- 150000003839 salts Chemical class 0.000 title description 22
- ALQXIMVNPRVWQA-UHFFFAOYSA-N 3-benzyl-2-methyl-3,3a,5,6,7,7a-hexahydro-1,2-benzoxazol-4-one Chemical compound CN1OC2CCCC(=O)C2C1CC1=CC=CC=C1 ALQXIMVNPRVWQA-UHFFFAOYSA-N 0.000 title 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims abstract description 118
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 239000003814 drug Substances 0.000 claims abstract description 22
- 238000002360 preparation method Methods 0.000 claims abstract description 21
- 208000000044 Amnesia Diseases 0.000 claims abstract description 10
- 208000031091 Amnestic disease Diseases 0.000 claims abstract description 10
- 230000006986 amnesia Effects 0.000 claims abstract description 10
- 208000019901 Anxiety disease Diseases 0.000 claims abstract description 9
- 208000019022 Mood disease Diseases 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 120
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 35
- 125000005605 benzo group Chemical group 0.000 claims description 28
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims description 22
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims description 22
- 239000008108 microcrystalline cellulose Substances 0.000 claims description 22
- 229940016286 microcrystalline cellulose Drugs 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 22
- 239000003513 alkali Substances 0.000 claims description 17
- 239000000454 talc Substances 0.000 claims description 17
- 235000012222 talc Nutrition 0.000 claims description 17
- 229910052623 talc Inorganic materials 0.000 claims description 17
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 14
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 14
- 208000024891 symptom Diseases 0.000 claims description 9
- 206010010904 Convulsion Diseases 0.000 claims description 8
- 206010013654 Drug abuse Diseases 0.000 claims description 8
- 206010013754 Drug withdrawal syndrome Diseases 0.000 claims description 8
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims description 8
- 230000036461 convulsion Effects 0.000 claims description 8
- 208000011117 substance-related disease Diseases 0.000 claims description 8
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 7
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 7
- 229930195725 Mannitol Natural products 0.000 claims description 7
- 229920000881 Modified starch Polymers 0.000 claims description 7
- 235000021355 Stearic acid Nutrition 0.000 claims description 7
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 7
- 229930006000 Sucrose Natural products 0.000 claims description 7
- 230000000994 depressogenic effect Effects 0.000 claims description 7
- 239000001530 fumaric acid Substances 0.000 claims description 7
- 239000008101 lactose Substances 0.000 claims description 7
- 235000019359 magnesium stearate Nutrition 0.000 claims description 7
- 239000000594 mannitol Substances 0.000 claims description 7
- 235000010355 mannitol Nutrition 0.000 claims description 7
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 7
- 239000008117 stearic acid Substances 0.000 claims description 7
- 239000005720 sucrose Substances 0.000 claims description 7
- 238000011282 treatment Methods 0.000 claims description 7
- 230000002441 reversible effect Effects 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 230000000699 topical effect Effects 0.000 claims description 5
- 239000003981 vehicle Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 239000006194 liquid suspension Substances 0.000 claims description 2
- 239000002674 ointment Substances 0.000 claims description 2
- 239000006072 paste Substances 0.000 claims description 2
- 239000011505 plaster Substances 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 208000020401 Depressive disease Diseases 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000005057 refrigeration Methods 0.000 claims 1
- 230000002920 convulsive effect Effects 0.000 abstract description 2
- 229940079593 drug Drugs 0.000 abstract 2
- 230000036506 anxiety Effects 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 208000011580 syndromic disease Diseases 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 description 14
- 239000012535 impurity Substances 0.000 description 14
- 238000004321 preservation Methods 0.000 description 13
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 12
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 12
- 238000013112 stability test Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000037396 body weight Effects 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 3
- 241000699666 Mus <mouse, genus> Species 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000003304 gavage Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 231100000460 acute oral toxicity Toxicity 0.000 description 2
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N corticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OMFXVFTZEKFJBZ-HJTSIMOOSA-N 0.000 description 2
- 230000034994 death Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- ALQXIMVNPRVWQA-CFVMTHIKSA-N (3S,3aR,7aR)-3-benzyl-2-methyl-3,3a,5,6,7,7a-hexahydro-1,2-benzoxazol-4-one Chemical compound CN1O[C@@H]2CCCC(=O)[C@@H]2[C@@H]1Cc1ccccc1 ALQXIMVNPRVWQA-CFVMTHIKSA-N 0.000 description 1
- 235000006491 Acacia senegal Nutrition 0.000 description 1
- 208000003918 Acute Kidney Tubular Necrosis Diseases 0.000 description 1
- 206010001488 Aggression Diseases 0.000 description 1
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 206010003591 Ataxia Diseases 0.000 description 1
- 208000005156 Dehydration Diseases 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
- 241000699670 Mus sp. Species 0.000 description 1
- 206010038540 Renal tubular necrosis Diseases 0.000 description 1
- 241000978776 Senegalia senegal Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 206010041349 Somnolence Diseases 0.000 description 1
- 201000004810 Vascular dementia Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000002567 autonomic effect Effects 0.000 description 1
- 125000001743 benzylic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 230000002354 daily effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000013583 drug formulation Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 230000003137 locomotive effect Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 231100000417 nephrotoxicity Toxicity 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- 230000035807 sensation Effects 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
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
-
- 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
- A61K31/42—Oxazoles
- A61K31/423—Oxazoles condensed with carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Hospice & Palliative Care (AREA)
- Addiction (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicinal Preparation (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT002102A ITMI20062102A1 (it) | 2006-11-02 | 2006-11-02 | Nuovui sali di 3-benzil-2-metil-2,3,3a,4,5,6,7,7a-ottaidrobenzo-d-isossazol-4-one |
| ITMI2006A002102 | 2006-11-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101535281A true CN101535281A (zh) | 2009-09-16 |
Family
ID=39145485
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007800406598A Pending CN101535281A (zh) | 2006-11-02 | 2007-10-31 | 3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 |
| CNA2007800406691A Pending CN101535282A (zh) | 2006-11-02 | 2007-10-31 | 3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007800406691A Pending CN101535282A (zh) | 2006-11-02 | 2007-10-31 | 3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US20100069450A1 (enExample) |
| EP (2) | EP2094674B1 (enExample) |
| JP (2) | JP2010509309A (enExample) |
| KR (2) | KR20090082452A (enExample) |
| CN (2) | CN101535281A (enExample) |
| AT (2) | ATE502021T1 (enExample) |
| AU (2) | AU2007315832A1 (enExample) |
| BR (2) | BRPI0718392A2 (enExample) |
| CA (2) | CA2667515A1 (enExample) |
| DE (2) | DE602007013278D1 (enExample) |
| HR (2) | HRP20090477A2 (enExample) |
| IL (2) | IL198443A0 (enExample) |
| IT (1) | ITMI20062102A1 (enExample) |
| MX (2) | MX2009004294A (enExample) |
| NO (2) | NO20092115L (enExample) |
| NZ (2) | NZ577978A (enExample) |
| RS (2) | RS20090389A (enExample) |
| RU (2) | RU2009120724A (enExample) |
| WO (2) | WO2008053326A1 (enExample) |
| ZA (2) | ZA200903618B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2112142A1 (en) * | 2008-04-24 | 2009-10-28 | Abiogen Pharma S.p.A. | Process for preparing a crystalline form compound of 3-benzyl-2-methyl-2,3,3a,4,5,6,7,7a-octahydrobenzo[d]isoxazol-4-one |
| ITMI20080768A1 (it) * | 2008-04-24 | 2009-10-25 | Abiogen Pharma Spa | Procedimento per la preparazione di un composto in forma cristallina di 3-benzil-2-metil-2,3,3a,4,5,6,7,7a-ottaidro-benzo[d]isossazol-4-one |
| EP2218721A1 (en) * | 2009-02-11 | 2010-08-18 | LEK Pharmaceuticals d.d. | Novel salts of sitagliptin |
| WO2011010332A1 (en) * | 2009-07-23 | 2011-01-27 | Abiogen Pharma S.P.A. | Process for preparing rel-(3r*,3as*,7as*)-3-benzyl-2-methyl-2,3, 3a,4,5,6,7,7a- octahydrobenzo[d]isoxazoi-4-one or a salt thereof |
| US10131642B1 (en) * | 2015-01-30 | 2018-11-20 | Boehringer Ingelheim International Gmbh | Aldosterone synthase inhibitors |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4161595A (en) * | 1978-10-02 | 1979-07-17 | Bristol-Myers Company | Levulinic acid salt |
| US4419358A (en) * | 1981-11-12 | 1983-12-06 | Mead Johnson & Company | Isethionic acid salt of 9-cyclohexyl-2-propoxy-9H-purine-6-amine and compositions containing an effective bronchodilating concentration of it |
| GB2264299B (en) * | 1992-02-19 | 1995-07-26 | British Tech Group | Iso-oxazolidine derivatives |
-
2006
- 2006-11-02 IT IT002102A patent/ITMI20062102A1/it unknown
-
2007
- 2007-10-31 KR KR1020097011322A patent/KR20090082452A/ko not_active Withdrawn
- 2007-10-31 CA CA002667515A patent/CA2667515A1/en not_active Abandoned
- 2007-10-31 DE DE602007013278T patent/DE602007013278D1/de active Active
- 2007-10-31 WO PCT/IB2007/003292 patent/WO2008053326A1/en not_active Ceased
- 2007-10-31 JP JP2009535824A patent/JP2010509309A/ja active Pending
- 2007-10-31 CN CNA2007800406598A patent/CN101535281A/zh active Pending
- 2007-10-31 AT AT07825549T patent/ATE502021T1/de not_active IP Right Cessation
- 2007-10-31 RS RSP-2009/0389A patent/RS20090389A/sr unknown
- 2007-10-31 AU AU2007315832A patent/AU2007315832A1/en not_active Abandoned
- 2007-10-31 RU RU2009120724/04A patent/RU2009120724A/ru not_active Application Discontinuation
- 2007-10-31 MX MX2009004294A patent/MX2009004294A/es not_active Application Discontinuation
- 2007-10-31 US US12/513,351 patent/US20100069450A1/en not_active Abandoned
- 2007-10-31 CN CNA2007800406691A patent/CN101535282A/zh active Pending
- 2007-10-31 EP EP07825549A patent/EP2094674B1/en not_active Not-in-force
- 2007-10-31 BR BRPI0718392-5A patent/BRPI0718392A2/pt not_active IP Right Cessation
- 2007-10-31 HR HR20090477A patent/HRP20090477A2/hr not_active Application Discontinuation
- 2007-10-31 RU RU2009120667/04A patent/RU2009120667A/ru not_active Application Discontinuation
- 2007-10-31 MX MX2009004293A patent/MX2009004293A/es not_active Application Discontinuation
- 2007-10-31 AU AU2007315833A patent/AU2007315833A1/en not_active Abandoned
- 2007-10-31 HR HR20090470A patent/HRP20090470A2/hr not_active Application Discontinuation
- 2007-10-31 JP JP2009535825A patent/JP2010509310A/ja active Pending
- 2007-10-31 BR BRPI0718391-7A patent/BRPI0718391A2/pt not_active IP Right Cessation
- 2007-10-31 NZ NZ577978A patent/NZ577978A/en unknown
- 2007-10-31 DE DE602007013801T patent/DE602007013801D1/de active Active
- 2007-10-31 NZ NZ577311A patent/NZ577311A/en unknown
- 2007-10-31 KR KR1020097011287A patent/KR20090077014A/ko not_active Withdrawn
- 2007-10-31 EP EP07825550A patent/EP2094675B1/en not_active Not-in-force
- 2007-10-31 US US12/513,352 patent/US20100069451A1/en not_active Abandoned
- 2007-10-31 AT AT07825550T patent/ATE504578T1/de not_active IP Right Cessation
- 2007-10-31 CA CA002667513A patent/CA2667513A1/en not_active Abandoned
- 2007-10-31 RS RSP-2009/0388A patent/RS20090388A/sr unknown
- 2007-10-31 WO PCT/IB2007/003291 patent/WO2008053325A1/en not_active Ceased
-
2009
- 2009-04-28 IL IL198443A patent/IL198443A0/en unknown
- 2009-04-28 IL IL198444A patent/IL198444A0/en unknown
- 2009-05-25 ZA ZA200903618A patent/ZA200903618B/xx unknown
- 2009-05-29 NO NO20092115A patent/NO20092115L/no not_active Application Discontinuation
- 2009-05-29 NO NO20092114A patent/NO20092114L/no not_active Application Discontinuation
- 2009-06-01 ZA ZA200903810A patent/ZA200903810B/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101644657B1 (ko) | 고체 형태의 (s)-에틸 2-아미노-3-(4-(2-아미노-6-((r)-1-(4-클로로-2-(3-메틸-1h-피라졸-1-일)페닐)-2,2,2-트리플루오로에톡시)-피리미딘-4-일)페닐)프로파노에이트 | |
| EP0506532A1 (fr) | Nouveaux dérivés de l'indole, procédé de préparation et médicaments les contenant | |
| RU2760558C2 (ru) | Целевой лекарственный препарат и новые композиции, комбинации на его основе и способы их применения | |
| OA12165A (fr) | Dérivés aminés de dihydro-1,3,5-triazine et leurs applications en thérapeutique. | |
| CN101535281A (zh) | 3-苄基-2-甲基-2,3,3a,4,5,6,7,7a-八氢苯并[d]异噁唑-4-酮的盐 | |
| EP0015038B1 (fr) | Composition pharmaceutique comprenant un dérivé de diphénylhydantoine, dérivés mis en oeuvre et leur préparation | |
| CN118598820B (zh) | 一种二苯基三嗪类化合物及其制备方法和应用 | |
| HUE032235T2 (en) | Azetidinyloxyphenylpyrrolidone compounds | |
| JPWO2009096455A1 (ja) | 脂肪性肝疾患の治療用医薬組成物 | |
| EP0446141A1 (fr) | Nouveaux dérivés d'imidazo [1,2-C] quinazoline leur procédé de préparation et les compositions pharmaceutiques les renfermant | |
| CN101970431A (zh) | 用作治疗化合物的取代哌啶 | |
| FR2822464A1 (fr) | Derives biguanides et leurs applications en therapeutique | |
| CA2898450A1 (en) | Isometheptene isomer | |
| JP6279773B2 (ja) | ロイコトリエン受容体拮抗薬として用いるシクロプロピル不飽和キノリン化合物及びその使用 | |
| KR20110074574A (ko) | 1-부틸-2-히드록시아르알킬 피페라진 유도체 및 항-우울증제로서의 그 용도 | |
| EP2497774B1 (fr) | Dérivés de dihydro-oxazolobenzodiazépinone, procédés de leur préparation et compositions pharmaceutiques contenant ces composés | |
| JP3940290B2 (ja) | 新規化合物 | |
| WO2018083247A1 (en) | 4,4a,5,7-tetrahydro-3h-furo[3,4-b]pyridinyl compounds | |
| EP0311467A2 (fr) | Utilisation de dérivés de pyrrolo[3,2,1-hi]indole pour obtenir un médicament destiné au traitement du diabète | |
| JP2003267868A (ja) | ヒドロキシ脂肪酸類縁体を有効成分とするマラリア感染症の予防および治療剤 | |
| JP2000053620A (ja) | 芳香族抗真菌剤 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20090916 |