CN101827828B - 作为5-羟色胺能调节剂的1,2,4-三唑衍生物 - Google Patents
作为5-羟色胺能调节剂的1,2,4-三唑衍生物 Download PDFInfo
- Publication number
- CN101827828B CN101827828B CN2008801021328A CN200880102132A CN101827828B CN 101827828 B CN101827828 B CN 101827828B CN 2008801021328 A CN2008801021328 A CN 2008801021328A CN 200880102132 A CN200880102132 A CN 200880102132A CN 101827828 B CN101827828 B CN 101827828B
- Authority
- CN
- China
- Prior art keywords
- ethyl
- dihydro
- compound
- triazol
- methoxyphenyl
- 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.)
- Expired - Fee Related
Links
- CRLSPFPQYHOMPK-UHFFFAOYSA-N CCN(C(CCN(CC1)CCN1c(cccc1)c1OC)=NN1)C1=O Chemical compound CCN(C(CCN(CC1)CCN1c(cccc1)c1OC)=NN1)C1=O CRLSPFPQYHOMPK-UHFFFAOYSA-N 0.000 description 1
- ZOQNMDGGFPPPGB-UHFFFAOYSA-N CCN(C1=O)N=C(CCN(CC2)CCN2c(cccc2)c2OC)N1c1ccccc1 Chemical compound CCN(C1=O)N=C(CCN(CC2)CCN2c(cccc2)c2OC)N1c1ccccc1 ZOQNMDGGFPPPGB-UHFFFAOYSA-N 0.000 description 1
- FHAVSRURNXZMSG-UHFFFAOYSA-N COc(cc1)ccc1N(C(CCN(CC1)CCN1c(cccc1)c1OC)=NN1)C1=O Chemical compound COc(cc1)ccc1N(C(CCN(CC1)CCN1c(cccc1)c1OC)=NN1)C1=O FHAVSRURNXZMSG-UHFFFAOYSA-N 0.000 description 1
- YEZXNNITADOWGO-UHFFFAOYSA-N COc(cccc1)c1N1CCN(CCC(N2Cc(cc3)ccc3Cl)=NNC2=O)CC1 Chemical compound COc(cccc1)c1N1CCN(CCC(N2Cc(cc3)ccc3Cl)=NNC2=O)CC1 YEZXNNITADOWGO-UHFFFAOYSA-N 0.000 description 1
- WMTYQUZLJVOFEB-UHFFFAOYSA-N COc(cccc1)c1N1CCN(CCC(N2Cc3ccccc3Cl)=NNC2=O)CC1 Chemical compound COc(cccc1)c1N1CCN(CCC(N2Cc3ccccc3Cl)=NNC2=O)CC1 WMTYQUZLJVOFEB-UHFFFAOYSA-N 0.000 description 1
- OSPYXYLWCNGTFX-UHFFFAOYSA-N COc1ccccc1N1CCN(CCC(N2Cc(cccc3)c3F)=NNC2=O)CC1 Chemical compound COc1ccccc1N1CCN(CCC(N2Cc(cccc3)c3F)=NNC2=O)CC1 OSPYXYLWCNGTFX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/12—Oxygen or sulfur atoms
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
-
- 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
- A61P25/32—Alcohol-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Addiction (AREA)
- Reproductive Health (AREA)
- Epidemiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- Rheumatology (AREA)
- Gynecology & Obstetrics (AREA)
- Pregnancy & Childbirth (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0715378.6 | 2007-08-07 | ||
| GB0715378A GB0715378D0 (en) | 2007-08-07 | 2007-08-07 | Novel serotonergic modulators |
| GB0810168.5 | 2008-06-04 | ||
| GB0810168A GB0810168D0 (en) | 2008-06-04 | 2008-06-04 | Novel serotonergic modulators |
| PCT/GB2008/002669 WO2009019472A1 (en) | 2007-08-07 | 2008-08-06 | 1, 2, 4 -triazole derivatives as serotonergic modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101827828A CN101827828A (zh) | 2010-09-08 |
| CN101827828B true CN101827828B (zh) | 2013-02-27 |
Family
ID=39767579
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008801021328A Expired - Fee Related CN101827828B (zh) | 2007-08-07 | 2008-08-06 | 作为5-羟色胺能调节剂的1,2,4-三唑衍生物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8222254B2 (enExample) |
| EP (1) | EP2183227B1 (enExample) |
| JP (1) | JP5358571B2 (enExample) |
| CN (1) | CN101827828B (enExample) |
| CA (1) | CA2694621C (enExample) |
| GB (1) | GB2454290B (enExample) |
| WO (1) | WO2009019472A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2623499B1 (en) * | 2010-10-01 | 2015-04-22 | Taisho Pharmaceutical Co., Ltd | 1,2,4-triazolone derivative |
| WO2013134562A1 (en) | 2012-03-09 | 2013-09-12 | Inception 2, Inc. | Triazolone compounds and uses thereof |
| CA2894281C (en) | 2012-12-20 | 2021-04-20 | Inception 2, Inc. | Triazolone compounds and uses thereof |
| EP3041826A4 (en) | 2013-09-06 | 2017-02-15 | Inception 2, Inc. | Triazolone compounds and uses thereof |
| GB2571696B (en) | 2017-10-09 | 2020-05-27 | Compass Pathways Ltd | Large scale method for the preparation of Psilocybin and formulations of Psilocybin so produced |
| US12459965B2 (en) | 2017-10-09 | 2025-11-04 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
| US12377112B2 (en) | 2019-04-17 | 2025-08-05 | Compass Pathfinder Limited | Methods of treating neurocognitive disorders, chronic pain and reducing inflammation |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4487773A (en) * | 1981-03-16 | 1984-12-11 | Mead Johnson & Company | 1,2,4-Triazol-3-one antidepressants |
| CN1152919A (zh) * | 1994-07-15 | 1997-06-25 | 巴斯福股份公司 | 三唑化合物、及其作为多巴胺d3配位体的应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166452A (en) | 1976-05-03 | 1979-09-04 | Generales Constantine D J Jr | Apparatus for testing human responses to stimuli |
| US4182763A (en) | 1978-05-22 | 1980-01-08 | Mead Johnson & Company | Buspirone anti-anxiety method |
| US4356108A (en) | 1979-12-20 | 1982-10-26 | The Mead Corporation | Encapsulation process |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| US4338317A (en) * | 1981-03-16 | 1982-07-06 | Mead Johnson & Company | Phenoxyethyl-1,2,4,-triazol-3-one antidepressants |
| EP0839144B1 (en) | 1995-07-13 | 2001-09-19 | Knoll GmbH | Piperazine derivatives as therapeutic agents |
| FR2841544B1 (fr) | 2002-06-27 | 2004-08-27 | Heurgue Conseil S A | Dispositif de vidange de silo |
| US7153858B2 (en) | 2003-01-31 | 2006-12-26 | Epix Delaware, Inc. | Arylpiperazinyl compounds |
-
2008
- 2008-08-06 WO PCT/GB2008/002669 patent/WO2009019472A1/en not_active Ceased
- 2008-08-06 EP EP08776140.9A patent/EP2183227B1/en not_active Not-in-force
- 2008-08-06 CA CA2694621A patent/CA2694621C/en not_active Expired - Fee Related
- 2008-08-06 US US12/670,829 patent/US8222254B2/en not_active Expired - Fee Related
- 2008-08-06 JP JP2010519520A patent/JP5358571B2/ja not_active Expired - Fee Related
- 2008-08-06 GB GB0814351A patent/GB2454290B/en not_active Expired - Fee Related
- 2008-08-06 CN CN2008801021328A patent/CN101827828B/zh not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4487773A (en) * | 1981-03-16 | 1984-12-11 | Mead Johnson & Company | 1,2,4-Triazol-3-one antidepressants |
| CN1152919A (zh) * | 1994-07-15 | 1997-06-25 | 巴斯福股份公司 | 三唑化合物、及其作为多巴胺d3配位体的应用 |
Non-Patent Citations (1)
| Title |
|---|
| Jerzy L. Mokrosz, et al..A Search for New Trazodone-Like Antidepressants: Synthesis and Preliminary Receptor Binding Studies.《Arch. Pharm. (Weinheim)》.1995,第328卷623-625. * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009019472A1 (en) | 2009-02-12 |
| EP2183227A1 (en) | 2010-05-12 |
| GB2454290B (en) | 2009-09-30 |
| CN101827828A (zh) | 2010-09-08 |
| US8222254B2 (en) | 2012-07-17 |
| US20100261732A1 (en) | 2010-10-14 |
| GB2454290A (en) | 2009-05-06 |
| EP2183227B1 (en) | 2014-09-24 |
| CA2694621C (en) | 2015-01-06 |
| JP2010535751A (ja) | 2010-11-25 |
| CA2694621A1 (en) | 2009-02-12 |
| GB0814351D0 (en) | 2008-09-10 |
| WO2009019472A4 (en) | 2009-04-09 |
| JP5358571B2 (ja) | 2013-12-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101827828B (zh) | 作为5-羟色胺能调节剂的1,2,4-三唑衍生物 | |
| TWI242004B (en) | 1-(1-substituted-4-piperidinyl)methyl-4-piperidine derivatives, process for producing the same, medicinal compositions containing the same and intermediates of these compounds | |
| EP0464604B1 (en) | 1-Indolylalkyl-4-(alkoxy-pyrimidinyl)piperazines | |
| US20030027794A1 (en) | N-heterocyclic derivatives as NOS inhibitors | |
| HU213915B (en) | Process for producing of n-alkylene piperidino compounds, their enantiomers and pharmaceutical compositions comprising them | |
| JP2002515058A (ja) | Nos抑制剤としてのn−複素環誘導体 | |
| BG98881A (bg) | Производни на 1,5-бензодиазепина | |
| CA2130196A1 (en) | Benzodiazepine derivatives | |
| PL178546B1 (pl) | Nowe, zasadniczo czyste optycznie, enancjomery prawoskrętne lub lewoskrętne 1-[(4-chlorofenylo)fenylometylo] piperazyny i sposób ich wytwarzania | |
| MXPA04008807A (es) | Derivados de 4-(imidazol-5-il)-2-(4-sulfonilanilino)pirimidina con actividad inhibidora de cdk. | |
| FI83310B (fi) | Foerfarande foer framstaellning av terapeutiskt aktiva 4,5-substituerade 2-/3-/4-(halogenfenyl)-1- piperazinyl/propyl/-2,4-dihydro-3h-1,2,4-triazol-3-onderivat. | |
| EP1147092A1 (en) | Substituted imidazoles, their preparation and use | |
| US5001134A (en) | Piperidines, processes of preparation and medications containing them | |
| EP0358284A2 (en) | Derivatized alkanolamines as cardiovascular agents | |
| HU220592B1 (hu) | Eljárás diaminszármazékok és ezeket hatóanyagként tartalmazó gyógyszerkészítmények előállítására | |
| JPH0710853B2 (ja) | チアジン(又はオキサジン)誘導体、その製法及びその合成中間体 | |
| CN101171238B (zh) | 对5-ht受体具有活性的(3,4-二氢-喹唑啉-2-基)-(2-芳氧基-乙基)胺 | |
| HU210932B (en) | Process for producing novel butenoic acid derivatives and propenoic acid derivatives and pharmaceutical compositions containing them | |
| RO113985B1 (ro) | Derivati de 1 -(arilalchilaminoalchil) - imidazol, procedeu de preparare a acestora si compozitie farmaceutica continand acesti compusi | |
| CZ64499A3 (cs) | Substituované 1,2,3,4-tetrahydro-2-dibenzofuranaminy a 2-aminocyklohepta[b]benzofurany | |
| PL170913B1 (pl) | Sposób wytwarzania nowej pochodnej trazodonu PL PL PL PL | |
| JP2001508419A (ja) | 5−ht受容体活性を有するスルホンアミド化合物 | |
| CN101263112A (zh) | 组胺h3受体药物、其制备和治疗用途 | |
| JP2001524072A (ja) | C.n.s.及び心臓に効果がある2−(1,2,4−トリアゾール−1−イル)−1,3,4−チアジアゾール誘導体 | |
| PL181831B1 (pl) | Farmakologicznie aktywne enancjomery PL PL PL PL PL |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20130227 Termination date: 20150806 |
|
| EXPY | Termination of patent right or utility model |