AR076372A1 - Derivados de etil-tiotriazol, composiciones farmaceuticas que los comprenden, intermediarios para su sintesis y su uso en el tratamiento de trastornos mediados por mglur5 - Google Patents
Derivados de etil-tiotriazol, composiciones farmaceuticas que los comprenden, intermediarios para su sintesis y su uso en el tratamiento de trastornos mediados por mglur5Info
- Publication number
- AR076372A1 AR076372A1 ARP100101333A ARP100101333A AR076372A1 AR 076372 A1 AR076372 A1 AR 076372A1 AR P100101333 A ARP100101333 A AR P100101333A AR P100101333 A ARP100101333 A AR P100101333A AR 076372 A1 AR076372 A1 AR 076372A1
- Authority
- AR
- Argentina
- Prior art keywords
- tolyl
- ethyl
- oxadiazol
- tetrazol
- pharmaceutical compositions
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 101150087728 Grm5 gene Proteins 0.000 title 1
- 102100038357 Metabotropic glutamate receptor 5 Human genes 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 230000001404 mediated effect Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- -1 (E) -2-amino-2- (3-methylbenzoyloxyimino) ethyl Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- NQBOKVREWGZKJU-QMMMGPOBSA-N (1s)-1-[2-(3-methylphenyl)tetrazol-5-yl]ethanol Chemical compound N1=C([C@@H](O)C)N=NN1C1=CC=CC(C)=C1 NQBOKVREWGZKJU-QMMMGPOBSA-N 0.000 abstract 1
- ILVSRWMDNYCHEG-QMMMGPOBSA-N (1s)-1-[5-(3-methylphenyl)-1,2,4-oxadiazol-3-yl]ethanol Chemical compound C[C@H](O)C1=NOC(C=2C=C(C)C=CC=2)=N1 ILVSRWMDNYCHEG-QMMMGPOBSA-N 0.000 abstract 1
- MOXKXNZAWFECME-VIFPVBQESA-N (1s)-1-[5-(3-methylphenyl)-1,2-oxazol-3-yl]ethanol Chemical compound O1N=C([C@@H](O)C)C=C1C1=CC=CC(C)=C1 MOXKXNZAWFECME-VIFPVBQESA-N 0.000 abstract 1
- MBVZOUHNLPNTLU-UHFFFAOYSA-N 1-[2-(3-methylphenyl)tetrazol-5-yl]ethanone Chemical compound N1=C(C(=O)C)N=NN1C1=CC=CC(C)=C1 MBVZOUHNLPNTLU-UHFFFAOYSA-N 0.000 abstract 1
- ULCZIDLGWZFGFX-UHFFFAOYSA-N 1-[5-(3-methylphenyl)-1,2,4-oxadiazol-3-yl]ethanone Chemical compound CC(=O)C1=NOC(C=2C=C(C)C=CC=2)=N1 ULCZIDLGWZFGFX-UHFFFAOYSA-N 0.000 abstract 1
- DGWYMQFBROOBPP-UHFFFAOYSA-N 1-[5-(3-methylphenyl)-1,2-oxazol-3-yl]ethanone Chemical compound O1N=C(C(=O)C)C=C1C1=CC=CC(C)=C1 DGWYMQFBROOBPP-UHFFFAOYSA-N 0.000 abstract 1
- JYIGIGXNDQAUND-UHFFFAOYSA-N 4-(4-methyl-5-sulfanylidene-1h-1,2,4-triazol-3-yl)-1h-pyridazin-6-one Chemical compound N1C(=S)N(C)C(C2=CC(=O)NN=C2)=N1 JYIGIGXNDQAUND-UHFFFAOYSA-N 0.000 abstract 1
- QSSCFRVVJYGUTC-UHFFFAOYSA-N 4-(4-methyl-5-sulfanylidene-1h-1,2,4-triazol-3-yl)-1h-pyridin-2-one Chemical compound N1C(=S)N(C)C(C2=CC(=O)NC=C2)=N1 QSSCFRVVJYGUTC-UHFFFAOYSA-N 0.000 abstract 1
- DORKSRRTHNCISG-UHFFFAOYSA-N 4-ethylsulfanyl-2h-triazole Chemical compound CCSC=1C=NNN=1 DORKSRRTHNCISG-UHFFFAOYSA-N 0.000 abstract 1
- 102000001708 Protein Isoforms Human genes 0.000 abstract 1
- 108010029485 Protein Isoforms Proteins 0.000 abstract 1
- HWDRYFZSMHVKNI-VIFPVBQESA-N [(1s)-1-[2-(3-methylphenyl)tetrazol-5-yl]ethyl] methanesulfonate Chemical compound N1=C([C@@H](OS(C)(=O)=O)C)N=NN1C1=CC=CC(C)=C1 HWDRYFZSMHVKNI-VIFPVBQESA-N 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- OTDADTXGXLAMMH-UHFFFAOYSA-N ethyl 5-(3-methylphenyl)-1,2,4-oxadiazole-3-carboxylate Chemical compound CCOC(=O)C1=NOC(C=2C=C(C)C=CC=2)=N1 OTDADTXGXLAMMH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
Classifications
-
- 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
- C07D401/14—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 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
-
- 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
- A61K31/4164—1,3-Diazoles
- A61K31/417—Imidazole-alkylamines, e.g. histamine, phentolamine
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
- A61P25/22—Anxiolytics
-
- 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]
-
- 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
- C07D403/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Compuestos derivados de etil-tio-triazol, a intermediarios para su preparacion, su uso en terapia y composiciones farmacéuticas que comprenden a estos compuestos. Reivindicacion 1: Un compuesto de formula (1) en donde R1 es metilo, halogeno o ciano; R2 es hidrogeno o fluoro; R3 es hidrogeno, alquilo C1-3 o ciclopropilo; R4 es hidrogeno, alquilo C1-3 o ciclopropilo; R5 es alquilo C1-C3 o ciclopropilo; X es como en formulas (2); Y es C o N; y Z es como en formulas (3) o una sal, hidrato, isoforma, tautomero o enantiomero farmacéuticamente aceptable de este. Reivindicacion 19: Un compuesto seleccionado de (E)-2-amino-2-(3-metilbenzoiloxiimino)acetato de etilo; 5-m-tolil-1,2,4-oxadiazol-3-carboxilato de etilo; 1-(2-m-tolil-2H-tetrazol-5-il)etanona; 1-(5-m-tolilisoxazol-3-il)etanona; 1-(5-m-tolil-1,2,4-oxadiazol-3-il)etanona; (S)-1-(5-m-tolilisoxazol-3-il)etanol; (S)-1-(5-m-tolil-1,2,4-oxadiazol-3-il)etanol; (S)-1-(2-m-tolil-2H-tetrazol-5-il)etanol; (S)-metanosulfonato de 1-(5-m-tolilisoxazol-3-il)etilo; (S)-metanosulfonato de 1-(2-m-tolil-2H-tetrazol-5-il)etilo; (S)-metanosulfonato de 1-(2-(3-clorofenil)-2H-tetrazol-5-il)etilo; (S)-metanosulfonato de 1-(5-m-tolil-1,2,4-oxadiazol-3-il)etilo; 4-(4-metil-5-tioxo-4,5-dihidro-1 H-1,2,4-triazol-3-il)piridin-2(1H)-ona; y 5-(4-metil-5-tioxo-4,5-dihidro-1H-1,2,4-triazol-3-il)piridazin-3(2H)-ona.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17195009P | 2009-04-23 | 2009-04-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR076372A1 true AR076372A1 (es) | 2011-06-08 |
Family
ID=42992671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100101333A AR076372A1 (es) | 2009-04-23 | 2010-04-22 | Derivados de etil-tiotriazol, composiciones farmaceuticas que los comprenden, intermediarios para su sintesis y su uso en el tratamiento de trastornos mediados por mglur5 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20100273805A1 (es) |
| AR (1) | AR076372A1 (es) |
| TW (1) | TW201041577A (es) |
| UY (1) | UY32569A (es) |
| WO (1) | WO2010123451A1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8883789B2 (en) | 2011-12-14 | 2014-11-11 | Boehringer Ingelheim International Gmbh | Piperazine derivatives and their use as positive allosteric modulators of mGluR5 receptors |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4737518A (en) * | 1984-04-03 | 1988-04-12 | Takeda Chemical Industries, Ltd. | Lipid derivatives, their production and use |
| TW200604183A (en) * | 2004-02-18 | 2006-02-01 | Astrazeneca Ab | Triazole compounds and their use as metabotropic glutamate receptor antagonists |
| US7585881B2 (en) * | 2004-02-18 | 2009-09-08 | Astrazeneca Ab | Additional heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists |
| CN1918137B (zh) * | 2004-02-18 | 2012-08-01 | 阿斯利康(瑞典)有限公司 | 四唑化合物及其作为代谢型谷氨酸受体拮抗剂的应用 |
| TW200821305A (en) * | 2006-10-05 | 2008-05-16 | Astrazeneca Ab | MGluR5 modulators |
| EP1921073A1 (en) * | 2006-11-10 | 2008-05-14 | Laboratorios del Dr. Esteve S.A. | 1,2,4-Triazole derivatives as sigma receptor inhibitors |
| WO2009088729A1 (en) * | 2008-01-08 | 2009-07-16 | Merck & Co., Inc. | Process for preparing n-substituted hydroxypyrimidinone carboxamides |
| WO2009142732A2 (en) * | 2008-05-20 | 2009-11-26 | Cephalon, Inc. | Substituted pyridazinone derivatives as histamine-3 (h3) receptor ligands |
| AU2010229142A1 (en) * | 2009-03-23 | 2011-10-13 | Merck Sharp & Dohme Corp. | P2X3, receptor antagonists for treatment of pain |
-
2010
- 2010-04-21 US US12/764,787 patent/US20100273805A1/en not_active Abandoned
- 2010-04-22 WO PCT/SE2010/050440 patent/WO2010123451A1/en not_active Ceased
- 2010-04-22 TW TW099112714A patent/TW201041577A/zh unknown
- 2010-04-22 AR ARP100101333A patent/AR076372A1/es unknown
- 2010-04-22 UY UY0001032569A patent/UY32569A/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20100273805A1 (en) | 2010-10-28 |
| WO2010123451A1 (en) | 2010-10-28 |
| UY32569A (es) | 2010-11-30 |
| TW201041577A (en) | 2010-12-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |