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
Male fertility: core chemical structure in pharmacological research.	2002 Apr	12020786
7-Methoxy-1H-indazole, a new inhibitor of neuronal nitric oxide synthase.	2002 Nov	12415184
Deciphering the mechanistic dichotomy in the cyclization of 1-(2-ethynylphenyl)-3,3-dialkyltriazenes: competition between pericyclic and pseudocoarctate pathways.	2002 Nov 13	12418899
A parallel synthesis demonstration library of tri-substituted indazoles containing new antimutagenic/antioxidant hits related to benzydamine.	2003 Aug	12871053
Syntheses and antiproliferative activities of 7-azarebeccamycin analogues bearing one 7-azaindole moiety.	2003 Feb 13	12570382
Discovery of an orally efficacious inhibitor of coagulation factor Xa which incorporates a neutral P1 ligand.	2003 Feb 27	12593648
Syntheses and antiproliferative activities of rebeccamycin analogues bearing two 7-azaindole moieties.	2003 Mar 6	12537997
Inhibitory effects and spectral interactions of isomeric methoxyindazoles on recombinant nitric oxide synthases.	2003 Sep	14623174
A new alkaloid and its artificial derivative with an indazole ring from Nigella glandulifera.	2004 Apr	15056964
The effect of a newly synthesized indazole compound, TAS-3-124, on experimental autoimmune disease.	2004 Aug	15305025
New antithrombotics with an indazole structure.	2004 Jun	15188220
Design, synthesis and structure-activity relationship studies of novel indazole analogues as DNA gyrase inhibitors with Gram-positive antibacterial activity.	2004 Jun 7	15125947
Design and synthesis of Rho kinase inhibitors (I).	2004 May 1	15080913
Electrospray ionization mass spectrometric studies of nucleophilic carbenes derived from pyrazolium and indazolium carboxylates.	2005	16015672
Redox-active antineoplastic ruthenium complexes with indazole: correlation of in vitro potency and reduction potential.	2005 Apr 21	15828821
Spatial orientation of the antagonist granisetron in the ligand-binding site of the 5-HT3 receptor.	2005 Aug	15914697
Dopamine D1/D5 receptor antagonists with improved pharmacokinetics: design, synthesis, and biological evaluation of phenol bioisosteric analogues of benzazepine D1/D5 antagonists.	2005 Feb 10	15689153
Indazole estrogens: highly selective ligands for the estrogen receptor beta.	2005 Feb 24	15715479
Isomeric [RuCl2(dmso)2(indazole)2] complexes: ruthenium(II)-mediated coupling reaction of acetonitrile with 1H-indazole.	2005 Jul 21	15995743
Comparative binding of antitumor indazolium [trans-tetrachlorobis(1H-indazole)ruthenate(III)] to serum transport proteins assayed by capillary zone electrophoresis.	2005 Jun 15	15907879
Metabolism of the calmodulin antagonist DY-9760e in animals and humans.	2005 May	16012081
Modification and structure-activity relationship of a small molecule HIV-1 inhibitor targeting the viral envelope glycoprotein gp120.	2005 May 7	15858664
High resolution electronic spectra of 7-azaindole and its Ar atom van der Waals complex.	2005 Sep 1	16164344
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 Sep 19	16156629
Relaxant effects of the soluble guanylate cyclase activator and NO sensitizer YC-1 in piglet pulmonary arteries.	2006	16534188
Redox behavior of tumor-inhibiting ruthenium(III) complexes and effects of physiological reductants on their binding to GMP.	2006 Apr 14	16568190
Synthesis of 2H-indazoles via Lewis acid promoted cyclization of 2-(phenylazo)benzonitriles.	2006 Aug 18	16901155
3-(Indol-2-yl)indazoles as Chek1 kinase inhibitors: Optimization of potency and selectivity via substitution at C6.	2006 Dec 1	16978863
Recent advances in the solid-phase combinatorial synthetic strategies for the quinoxaline, quinazoline and benzimidazole based privileged structures.	2006 Jan	16457633
Synthesis and biological evaluation of novel heterocyclic quinones as inhibitors of the dual specificity protein phosphatase CDC25C.	2006 Jan 1	16216500
Structure-activity studies of a novel series of 5,6-fused heteroaromatic ureas as TRPV1 antagonists.	2006 Jul 15	16621571
Regioselective protection at N-2 and derivatization at C-3 of indazoles.	2006 Jul 7	16808535
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 Oct	17040103
On the illusive nature of o-formylazobenzenes: exploiting the nucleophilicity of the azo group for cyclization to indazole derivatives.	2006 Sep 29	16995694
Pyrazole complexes as anion receptors: effects of changing the metal, the pyrazole substitution pattern, and the number of pyrazole ligands.	2007 Apr 16	17367132
Luminescent platinum(II) complexes containing isoquinolinyl indazolate ligands: synthetic reaction pathway and photophysical properties.	2007 Aug 20	17655228
Cardiovascular effects of a novel potent and highly selective azaindole-based inhibitor of Rho-kinase.	2007 Dec	17934515
A planar carboxylate-rich tetraironII complex and its conversion to linear triironII and paddlewheel diironII complexes.	2007 Dec 10	17997551
Design and synthesis of Rho kinase inhibitors (II).	2007 Jan 1	17046269
Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides.	2007 Jan-Feb	17206845
Synthesis and antifungal activities of new fluconazole analogues with azaheterocycle moiety.	2007 Jul 1	17482460
4-substituted indazoles as new inhibitors of neuronal nitric oxide synthase.	2007 Jun 1	17395463
Design and synthesis of pyridine-pyrazolopyridine-based inhibitors of protein kinase B/Akt.	2007 Mar 15	17258463
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 May 3	17402720
Electrophilic chemistry of thia-PAHs: stable carbocations (NMR and DFT), S-alkylated onium salts, model electrophilic substitutions (nitration and bromination), and mutagenicity assay.	2007 Oct 26	17910504
Comparative spectroscopic and electrochemical study of nitroindazoles: 3-alcoxy, 3-hydroxy and 3-oxo derivatives.	2008 Aug	17855162
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 Feb	17521778
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 Feb 15	18035544
CYP2E1 substrate inhibition. Mechanistic interpretation through an effector site for monocyclic compounds.	2008 Feb 8	18056994
7-fluoroindazoles as potent and selective inhibitors of factor Xa.	2008 Jan 24	18159923

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:51:37 GMT 2023` Edited by `admin` on `Fri Dec 15 19:51:37 GMT 2023`
Record UNII	7C4VQE5C03
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

INDAZOLE

Systematic Name

English

BENZOPYRAZOLE

Systematic Name

English

ISOINDAZOLE

Common Name

English

NSC-26336

Code

English

1H-INDAZOLE

Systematic Name

English

1H-INDAZOLE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

7C4VQE5C03