Compound: Tracazolate
SMILES: O=C(OCC)c1c(NCCCC)c2c(n(CC)nc2)nc1C
InChIKey: PCTRYMLLRKWXGF-UHFFFAOYSA-N
Synonyms: Tracazolate, 41094-88-6, Tracazolatum, Tracazolato, ICI-136753, ICI 136,753, ICI-136,753, NH0HPL3U1T, ICI 136753, ethyl 4-(butylamino)-1-ethyl-6-methyl-1h-pyrazolo[3,4-b]pyridine-5-carboxylate, DTXSID3046956, Ethyl 4-(butylamino)-1-ethyl-6-methyl-1H-pyrazolo(3,4-b)pyridine-5-carboxylate, RefChem:933237, DTXCID1026956, 4-butylamine-1-ethyl-6-methyl-pyrazolo(3,4)pyridine-5-carboxylic acid ethyl ester, 255-214-9, ethyl 4-(butylamino)-1-ethyl-6-methylpyrazolo[3,4-b]pyridine-5-carboxylate, 1H-Pyrazolo(3,4-b)pyridine-5-carboxylic acid, 4-(butylamino)-1-ethyl-6-methyl-, ethyl ester, NCGC00015985-03, UNII-NH0HPL3U1T, Tracazolatum [INN-Latin], Tracazolato [INN-Spanish], Tracazolate [USAN:INN:BAN], EINECS 255-214-9, Tocris-1558, Lopac-T-112, Prestwick0_000976, Prestwick1_000976, Prestwick2_000976, Prestwick3_000976, TRACAZOLATE [INN], Tracazolate (USAN/INN), TRACAZOLATE [USAN], Lopac0_001263, BSPBio_001011, MLS000860035, CHEMBL84567, SCHEMBL114769, SPBio_002922, BPBio1_001113, GTPL5467, orb2814733, Tracazolate, analytical standard, BDBM82043, CHEBI:92596, BRD4330, HMS2233P22, HMS3260E14, HMS3374A09, BRD-4330, CAS_5522, NSC_5522, RBA09488, Tox21_500106, CCG-205337, LP00106, SDCCGSBI-0051230.P002, 4-(Butylamino)-1-ethyl-6-methyl 1H-pyrazolo[3,4b]pyridine-5-ethylcarboxylate hydrochloride, NCGC00015985-01, NCGC00015985-02, NCGC00015985-04, NCGC00015985-05, NCGC00015985-06, NCGC00025215-01, NCGC00025215-02, NCGC00260791-01, SMR000326893, CAS-41094-88-6, AB00514650, EU-0101263, NS00030921, T-112, D06200, Q7831126, SR-01000075239-1, BRD-K34154330-003-03-1, BRD-K34154330-003-04-9, BRD-K34154330-003-06-4, 4-(Butylamino)-1-ethyl-6-methyl-1H-pyrazolo [3,4-b]pyridine-5-carboxylic acid ethyl ester, 4-Butylamino-1-ethyl-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester, ETHYL 4-(BUTYLAMINO)-1-ETHYL-6-METHYL-1H-PYRAZOL(3,4-B)PYRIDINE-5-CARBOXYLATE, ethyl4-(butylamino)-1-ethyl-6-methyl-1h-pyrazolo[3,4-b]pyridine-5-carboxylate
Theoretical properties:
molecular_formula: C16H24N4O2
molecular_weight: 304.39 g/mol
exact_mass: 304.18992602 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 8
heavy_atom_count: 22
topological_polar_surface_area: 69 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4-(butylamino)-1-ethyl-6-methyl-5-pyrazolo[3,4-b]pyridinecarboxylic acid ethyl ester is a pyrazolopyridine.
chembl: TRACAZOLATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Tracazolate (ICI-136,753) is an anxiolytic drug which is used in scientific research. It is a pyrazolopyridine derivative, most closely related to pyrazolopyrimidine drugs such as zaleplon, and is one of a structurally diverse group of drugs known as the nonbenzodiazepines which act at the same receptor targets as benzodiazepines but have distinct chemical structures.
Tracazolate has primarily anxiolytic and anticonvulsant effects, with sedative and muscle relaxant effects only appearing at higher doses. It has a unique receptor binding profile involving allosteric modulation of several GABAA receptor subtypes, being selective for GABAA receptors containing α1 and β3 subunits, but exhibiting different effects depending on the third type of subunit making up the receptor complex.