3-(5-Methylisoxazol-3-yl)-6-[(1-methyl-1H-1,2,3-triazol-4-yl)methoxy][1,2,4]triazolo[3,4-a]phthalazine - CAS 215874-86-5
Catalog: |
BB016989 |
Product Name: |
3-(5-Methylisoxazol-3-yl)-6-[(1-methyl-1H-1,2,3-triazol-4-yl)methoxy][1,2,4]triazolo[3,4-a]phthalazine |
CAS: |
215874-86-5 |
Synonyms: |
5-methyl-3-[6-[(1-methyl-4-triazolyl)methoxy]-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]isoxazole; 5-methyl-3-[6-[(1-methyltriazol-4-yl)methoxy]-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]-1,2-oxazole |
IUPAC Name: | 5-methyl-3-[6-[(1-methyltriazol-4-yl)methoxy]-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]-1,2-oxazole |
Description: | 3-(5-Methylisoxazol-3-yl)-6-[(1-methyl-1H-1,2,3-triazol-4-yl)methoxy][1,2,4]triazolo[3,4-a]phthalazine (CAS# 215874-86-5) is an α5-selective inverse agonist which enhance cognitive performance in rodents and encouraging in human. A triazolophthalazine that selectively attentuates the effects of GABA at GABAA receptors. |
Molecular Weight: | 362.35 |
Molecular Formula: | C17H14N8O2 |
Canonical SMILES: | CC1=CC(=NO1)C2=NN=C3N2N=C(C4=CC=CC=C43)OCC5=CN(N=N5)C |
InChI: | InChI=1S/C17H14N8O2/c1-10-7-14(22-27-10)16-20-19-15-12-5-3-4-6-13(12)17(21-25(15)16)26-9-11-8-24(2)23-18-11/h3-8H,9H2,1-2H3 |
InChI Key: | NZMJFRXKGUCYNP-UHFFFAOYSA-N |
LogP: | 1.94840 |
Publication Number | Title | Priority Date |
CN-112979655-A | Triazolopyridazine derivative, preparation method, pharmaceutical composition and application thereof | 20191216 |
EP-3766882-A1 | Phthalazine isoxazole alkoxy derivatives, preparation method thereof, pharmaceutical composition and use thereof | 20180312 |
US-2021009598-A1 | Phthalazine isoxazole alkoxy derivatives, preparation method thereof, pharmaceutical composition and use thereof | 20180312 |
US-2021023091-A1 | Treatment of conditions associated with myotonic dystrophy | 20170510 |
US-2019002502-A1 | Cell-Permeable Inhibitory Agent and Methods of Use Thereof in Treatment of Cognitive and Mood Disorders | 20151216 |
PMID | Publication Date | Title | Journal |
21693554 | 20110801 | Specific targeting of the GABA-A receptor α5 subtype by a selective inverse agonist restores cognitive deficits in Down syndrome mice | Journal of psychopharmacology (Oxford, England) |
22028705 | 20110101 | Chronic Treatment with a Promnesiant GABA-A α5-Selective Inverse Agonist Increases Immediate Early Genes Expression during Memory Processing in Mice and Rectifies Their Expression Levels in a Down Syndrome Mouse Model | Advances in pharmacological sciences |
20696179 | 20101201 | Occupancy of human brain GABA(A) receptors by the novel α5 subtype-selective benzodiazepine site inverse agonist α5IA as measured using [¹¹C]flumazenil PET imaging | Neuropharmacology |
19770002 | 20100101 | Preclinical and clinical pharmacology of the GABAA receptor alpha5 subtype-selective inverse agonist alpha5IA | Pharmacology & therapeutics |
19704033 | 20091101 | In vitro and in vivo properties of 3-tert-butyl-7-(5-methylisoxazol-3-yl)-2-(1-methyl-1H-1,2,4-triazol-5-ylmethoxy)-pyrazolo[1,5-d]-[1,2,4]triazine (MRK-016), a GABAA receptor alpha5 subtype-selective inverse agonist | The Journal of pharmacology and experimental therapeutics |
Complexity: | 527 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 362.12397172 |
Formal Charge: | 0 |
Heavy Atom Count: | 27 |
Hydrogen Bond Acceptor Count: | 8 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 362.12397172 |
Rotatable Bond Count: | 4 |
Topological Polar Surface Area: | 109 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 1.1 |
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