Drug Information

Drug General Information
Drug ID
D0X5QJ
Former ID
DNC013785
Drug Name
3-bromo-7-nitro-1H-indazole
Drug Type
Small molecular drug
Indication Discovery agent Investigative [530315]
Formula
C7H4BrN3O2
Canonical SMILES
C1=CC2=C(NN=C2C(=C1)[N+](=O)[O-])Br
InChI
1S/C7H4BrN3O2/c8-7-4-2-1-3-5(11(12)13)6(4)9-10-7/h1-3H,(H,9,10)
InChIKey
NFSTZPMYAZRZPC-UHFFFAOYSA-N
PubChem Compound ID
1649
Target and Pathway
Target(s) Nitric-oxide synthase, brain Target Info Inhibitor [530315]
Nitric oxide synthase, inducible Target Info Inhibitor [530315]
Nitric-oxide synthase, endothelial Target Info Inhibitor [529494]
BioCyc Pathway Citrulline-nitric oxide cyclePWY-4983:Citrulline-nitric oxide cyclePWY-4983:Citrulline-nitric oxide cycle
KEGG Pathway Arginine and proline metabolism
Metabolic pathways
Calcium signaling pathway
Phagosome
Circadian entrainment
Long-term depression
Salivary secretion
Alzheimer's disease
Amyotrophic lateral sclerosis (ALS)hsa00220:Arginine biosynthesis
HIF-1 signaling pathway
Peroxisome
Salmonella infection
Pertussis
Leishmaniasis
Chagas disease (American trypanosomiasis)
Toxoplasmosis
Amoebiasis
Tuberculosis
Pathways in cancer
Small cell lung cancerhsa00330:Arginine and proline metabolism
cGMP-PKG signaling pathway
Sphingolipid signaling pathway
PI3K-Akt signaling pathway
VEGF signaling pathway
Platelet activation
Estrogen signaling pathway
Oxytocin signaling pathway
NetPath Pathway EGFR1 Signaling PathwayNetPath_13:IL1 Signaling Pathway
IL2 Signaling PathwayNetPath_8:Wnt Signaling Pathway
PANTHER Pathway CCKR signaling map STP00005:Angiogenesis
Endothelin signaling pathway
Interleukin signaling pathway
PI3 kinase pathway
VEGF signaling pathway
Pathway Interaction Database IL12-mediated signaling events
Alpha9 beta1 integrin signaling events
ATF-2 transcription factor network
IL23-mediated signaling events
Signaling mediated by p38-alpha and p38-beta
HIF-1-alpha transcription factor networker_nongenomic_pathway:Plasma membrane estrogen receptor signaling
Validated transcriptional targets of AP1 family members Fra1 and Fra2
Angiopoietin receptor Tie2-mediated signaling
Thromboxane A2 receptor signaling
SHP2 signaling
VEGFR1 specific signals
Signaling events mediated by VEGFR1 and VEGFR2
PAR1-mediated thrombin signaling events
PathWhiz Pathway Arginine and Proline Metabolism
Reactome ROS production in response to bacteria
Nitric oxide stimulates guanylate cyclaseR-HSA-1222556:ROS production in response to bacteria
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation
eNOS activation
Nitric oxide stimulates guanylate cyclase
VEGFR2 mediated vascular permeability
WikiPathways Monoamine Transport
Myometrial Relaxation and Contraction Pathways
Amyotrophic lateral sclerosis (ALS)
Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
Spinal Cord Injury
Alzheimers Disease
Effects of Nitric Oxide
Serotonin Transporter ActivityWP619:Type II interferon signaling (IFNG)
AGE/RAGE pathway
Effects of Nitric OxideWP554:ACE Inhibitor Pathway
EGF/EGFR Signaling Pathway
JAK/STAT
Corticotropin-releasing hormone
Endothelin Pathways
Leptin signaling pathway
Metabolism of nitric oxide
Angiogenesis
References
Ref 530315Bioorg Med Chem. 2009 Sep 1;17(17):6180-7. Epub 2009 Aug 6.Fluorinated indazoles as novel selective inhibitors of nitric oxide synthase (NOS): synthesis and biological evaluation.
Ref 529494Bioorg Med Chem. 2008 Jun 1;16(11):5962-73. Epub 2008 Apr 26.Inhibitory effects of a series of 7-substituted-indazoles toward nitric oxide synthases: particular potency of 1H-indazole-7-carbonitrile.
Ref 530315Bioorg Med Chem. 2009 Sep 1;17(17):6180-7. Epub 2009 Aug 6.Fluorinated indazoles as novel selective inhibitors of nitric oxide synthase (NOS): synthesis and biological evaluation.

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