INDAZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6N2
Molecular Weight	118.1359
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N1N=CC2=C1C=CC=C2

InChI

InChIKey=BAXOFTOLAUCFNW-UHFFFAOYSA-N

InChI=1S/C7H6N2/c1-2-4-7-6(3-1)5-8-9-7/h1-5H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C7H6N2
Molecular Weight	118.1359
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Comparative spectroscopic and electrochemical study of nitroindazoles: 3-alcoxy, 3-hydroxy and 3-oxo derivatives.	2008-08	17855162
Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists.	2008-02-15	18035544
CYP2E1 substrate inhibition. Mechanistic interpretation through an effector site for monocyclic compounds.	2008-02-08	18056994
GdCl(3) catalysed Grieco condensation: a facile approach for the synthesis of novel pyrimidine and annulated pyrimidine fused indazole derivatives in single pot under mild conditions and their anti-microbial activity.	2008-02	17521778
7-fluoroindazoles as potent and selective inhibitors of factor Xa.	2008-01-24	18159923
A planar carboxylate-rich tetraironII complex and its conversion to linear triironII and paddlewheel diironII complexes.	2007-12-10	17997551
Cardiovascular effects of a novel potent and highly selective azaindole-based inhibitor of Rho-kinase.	2007-12	17934515
Synthesis and evaluation of novel 17-indazole androstene derivatives designed as CYP17 inhibitors.	2007-12	17884122
Electrophilic chemistry of thia-PAHs: stable carbocations (NMR and DFT), S-alkylated onium salts, model electrophilic substitutions (nitration and bromination), and mutagenicity assay.	2007-10-26	17910504
Addition reactions and redox esterifications of carbonyl compounds by N-heterocyclic carbenes of indazole.	2007-08-30	17672471
Luminescent platinum(II) complexes containing isoquinolinyl indazolate ligands: synthetic reaction pathway and photophysical properties.	2007-08-20	17655228
In vitro structure-activity relationship and in vivo characterization of 1-(aryl)-3-(4-(amino)benzyl)urea transient receptor potential vanilloid 1 antagonists.	2007-07-26	17583335
Alpha-methylation at benzylic fragment of N-aryl-N'-benzyl ureas provides TRPV1 antagonists with better pharmacokinetic properties and higher efficacy in inflammatory pain model.	2007-07-15	17507218
A general modular method of azaindole and thienopyrrole synthesis via Pd-catalyzed tandem couplings of gem-dichloroolefins.	2007-07-06	17559273
Synthesis and antifungal activities of new fluconazole analogues with azaheterocycle moiety.	2007-07-01	17482460
QSAR analysis of indazole estrogens as selective beta-estrogen receptor ligands: rationalization of physicochemical properties.	2007-07	17627571
Organometallic methods for the synthesis and functionalization of azaindoles.	2007-07	17576479
Discovery of novel indazole-linked triazoles as antifungal agents.	2007-06-15	17433670
Osmium NAMI-A analogues: synthesis, structural and spectroscopic characterization, and antiproliferative properties.	2007-06-11	17497853
4-substituted indazoles as new inhibitors of neuronal nitric oxide synthase.	2007-06-01	17395463
Structure-activity relationships for NAMI-A-type complexes (HL)[trans-RuCl4L(S-dmso)ruthenate(III)] (L = imidazole, indazole, 1,2,4-triazole, 4-amino-1,2,4-triazole, and 1-methyl-1,2,4-triazole): aquation, redox properties, protein binding, and antiproliferative activity.	2007-05-03	17402720
Pyrazole complexes as anion receptors: effects of changing the metal, the pyrazole substitution pattern, and the number of pyrazole ligands.	2007-04-16	17367132
Design and synthesis of pyridine-pyrazolopyridine-based inhibitors of protein kinase B/Akt.	2007-03-15	17258463
Development of dihydropyridone indazole amides as selective Rho-kinase inhibitors.	2007-01-11	17201405
Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides.	2007-01-09	17206845
Design and synthesis of Rho kinase inhibitors (II).	2007-01-01	17046269
3-(Indol-2-yl)indazoles as Chek1 kinase inhibitors: Optimization of potency and selectivity via substitution at C6.	2006-12-01	16978863
Synthesis of heterocyclic compounds via nucleophilic aroylation catalyzed by imidazolidenyl carbene.	2006-12	17139100
Metabolism-dependent mutagenicity of a compound containing a piperazinyl indazole motif: Role of a novel p450-mediated metabolic reaction involving a putative oxaziridine intermediate.	2006-10	17040103
On the illusive nature of o-formylazobenzenes: exploiting the nucleophilicity of the azo group for cyclization to indazole derivatives.	2006-09-29	16995694
Synthesis of 2H-indazoles via Lewis acid promoted cyclization of 2-(phenylazo)benzonitriles.	2006-08-18	16901155
Structure-activity studies of a novel series of 5,6-fused heteroaromatic ureas as TRPV1 antagonists.	2006-07-15	16621571
Regioselective protection at N-2 and derivatization at C-3 of indazoles.	2006-07-07	16808535
Redox behavior of tumor-inhibiting ruthenium(III) complexes and effects of physiological reductants on their binding to GMP.	2006-04-14	16568190
Prediction of the binding mode between BMS-378806 and HIV-1 gp120 by docking and molecular dynamics simulation.	2006-04	16455315
Identification of a buried pocket for potent and selective inhibition of Chk1: prediction and verification.	2006-03-15	16289938
Platinum group metallodrug-protein binding studies by capillary electrophoresis - inductively coupled plasma-mass spectrometry: a further insight into the reactivity of a novel antitumor ruthenium(III) complex toward human serum proteins.	2006-03	16440400
Synthesis and biological evaluation of novel heterocyclic quinones as inhibitors of the dual specificity protein phosphatase CDC25C.	2006-01-01	16216500
Recent advances in the solid-phase combinatorial synthetic strategies for the quinoxaline, quinazoline and benzimidazole based privileged structures.	2006-01	16457633
Relaxant effects of the soluble guanylate cyclase activator and NO sensitizer YC-1 in piglet pulmonary arteries.	2006	16534188
Inhibitive properties and surface morphology of a group of heterocyclic diazoles as inhibitors for acidic iron corrosion.	2005-12-20	16342991
Excited state tautomerization of azaindole.	2005-10-21	16211105
Pharmacological properties of indazole derivatives: recent developments.	2005-10	16250831
YC-1 suppresses constitutive nuclear factor-kappaB activation and induces apoptosis in human prostate cancer cells.	2005-10	16227413
Tuning of redox properties for the design of ruthenium anticancer drugs: part 2. Syntheses, crystal structures, and electrochemistry of potentially antitumor [Ru III/II Cl6-n(Azole)n]z(n = 3, 4, 6) complexes.	2005-09-19	16156629
High resolution electronic spectra of 7-azaindole and its Ar atom van der Waals complex.	2005-09-01	16164344
Spatial orientation of the antagonist granisetron in the ligand-binding site of the 5-HT3 receptor.	2005-08	15914697
Isomeric [RuCl2(dmso)2(indazole)2] complexes: ruthenium(II)-mediated coupling reaction of acetonitrile with 1H-indazole.	2005-07-21	15995743
Metabolism of the calmodulin antagonist DY-9760e in animals and humans.	2005-05	16012081
Electrospray ionization mass spectrometric studies of nucleophilic carbenes derived from pyrazolium and indazolium carboxylates.	2005	16015672

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:59:13 GMT 2025` Edited by `admin` on `Mon Mar 31 19:59:13 GMT 2025`
Record UNII	7C4VQE5C03
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

INDAZOLE

Systematic Name

English

1H-INDAZOLE

Preferred Name

English

BENZOPYRAZOLE

Systematic Name

English

ISOINDAZOLE

Common Name

English

NSC-26336

Code

English

1H-INDAZOLE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

7C4VQE5C03