Compound: Tezampanel
SMILES: O=C(O)[C@H]1NC[C@@H]2CC[C@@H](C[C@@H]2C1)CCc3nn[nH]n3
InChIKey: ZXFRFPSZAKNPQQ-YTWAJWBKSA-N
Synonyms: Tezampanel, 154652-83-2, LY-293558, Tezampanel, anhydrous, NGX-424, TEZAMPANEL ANHYDROUS, LY-293,558, GA36S2O9C2, NGX424, (3S,4aR,6R,8aR)-6-[2-(1H-1,2,3,4-tetrazol-5-yl)ethyl]-decahydroisoquinoline-3-carboxylic acid, tezampanelum, (3S,4aR,6R,8aR)-6-(2-(1(2)H-tetrazole-5yl)ethyl)decahydroisoquinoline-3carboxylic acid, (3S,4aR,6R,8aR)-6-(2-(1H-1,2,3,4-tetrazol-5-yl)ethyl)-decahydroisoquinoline-3-carboxylic acid, RefChem:188975, (3S,4aR,6R,8aR)-6-(2-(1H-Tetrazol-5-yl)ethyl)decahydroisoquinoline-3-carboxylic Acid Monohydrate Anhydrous, 317819-68-4, 6XN50U405Y, NGX 424, Tezampanel hydrate, Tezampanel (anhydrous), LY293558, 150131-78-5, Tezampanel [INN], LY 293558, CHEMBL14935, (3S,4aR,6R,8aR)-6-[2-(2H-tetrazol-5-yl)ethyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid, (3S,4aR,6R,8aR)-6-(2-(1H-tetrazol-5-yl)ethyl)decahydroisoquinoline-3-carboxylic acid, Tezampanel [USAN], Ted-isoquinoline-3-cooh, UNII-GA36S2O9C2, ly215490, 154652-83-2 (anhydrous), Decahydro-6-(2-(1H-tetrazol-5-yl)ethyl)-3-isoquinolinecarboxylic acid, LY 293558;LY293558;LY-293558, GTPL4245, SCHEMBL1649338, SCHEMBL3688366, BDBM86751, DTXSID101365272, GLXC-02427, BDBM50494341, AKOS040749636, CS-0821, DB06354, 3-Isoquinolinecarboxylic acid, decahydro-6-(2-(1H-tetrazol-5-yl)ethyl)-, (3S,4aR,6R,8aR)-, NCGC00378884-01, 3-Isoquinolinecarboxylic acid, decahydro-6-(2-(1H-tetrazol-5-yl)ethyl)-, (3S-(3alpha,4aalpha,6beta,8aalpha))-, HY-75704, NS00069949, Q7708612, BRD-K34313798-001-01-6, (3S,4AS,6R,8AS)-6-(2-(1H-TETRAZOL-5-YL)ETHYL)DECAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, 3-ISOQUINOLINECARBOXYLIC ACID, DECAHYDRO-6-(2-(1H-TETRAZOL-5-YL)ETHYL)-, (3S,4AS,6R,8AS)-
Theoretical properties:
molecular_formula: C13H21N5O2
molecular_weight: 279.34 g/mol
exact_mass: 279.16952493 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 20
topological_polar_surface_area: 104 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: TEZAMPANEL ANHYDROUS is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Tezampanel (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name) (developmental code names LY-293,558, LY-326,325, NGX-424) is a drug originally developed by Eli Lilly which acts as a competitive antagonist of the AMPA and kainate subtypes of the ionotropic glutamate receptor family, with selectivity for the GluR5 subtype of the kainate receptor.  It has neuroprotective and anticonvulsant properties, the former of which may, at least in part, occur via blockade of calcium uptake into neurons.
Tezampanel has a range of effects which may be useful for medicinal purposes, as well as its applications in scientific research. It suppresses both the withdrawal symptoms from morphine and other opioids, and the development of tolerance, as well as having antihyperalgesic and analgesic effects in its own right. It also has anxiolytic effects in animal studies and has been suggested as a candidate for the treatment of anxiety in humans.
Whereas tezampanel free base is known as LY-293558, tezampanel hydrochloride is said to be known as LY-326325.