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733767-34-5 | NSC 23766
CAS No: 733767-34-5 Catalog No: AG005EJB MDL No:MFCD08703096
Product Description
Catalog Number:
AG005EJB
Chemical Name:
NSC 23766
CAS Number:
733767-34-5
Molecular Formula:
C24H38Cl3N7
Molecular Weight:
530.9644
MDL Number:
MFCD08703096
IUPAC Name:
6-N-[2-[5-(diethylamino)pentan-2-ylamino]-6-methylpyrimidin-4-yl]-2-methylquinoline-4,6-diamine
InChI:
InChI=1S/C24H35N7/c1-6-31(7-2)12-8-9-16(3)27-24-28-18(5)14-23(30-24)29-19-10-11-22-20(15-19)21(25)13-17(4)26-22/h10-11,13-16H,6-9,12H2,1-5H3,(H2,25,26)(H2,27,28,29,30)
InChI Key:
DEFBCZWQLILOJF-UHFFFAOYSA-N
SMILES:
CCN(CCCC(Nc1nc(Nc2ccc3c(c2)c(N)cc(n3)C)cc(n1)C)C)CC.Cl.Cl.Cl
Properties
Complexity:
514
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
421.295g/mol
Formal Charge:
0
Heavy Atom Count:
31
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
421.593g/mol
Monoisotopic Mass:
421.295g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
92A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
4.7
Literature
| Title | Journal |
|---|---|
| Rac1-mediated cardiac damage causes diastolic dysfunction in a mouse model of subacute doxorubicin-induced cardiotoxicity. | Archives of toxicology 20180101 |
| Treg Cells Protect Dopaminergic Neurons against MPP+ Neurotoxicity via CD47-SIRPA Interaction. | Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20170101 |
| C3 exoenzyme impairs cell proliferation and apoptosis by altering the activity of transcription factors. | Naunyn-Schmiedeberg's archives of pharmacology 20160101 |
| Expression and cytoprotective activity of the small GTPase RhoB induced by the Escherichia coli cytotoxic necrotizing factor 1. | The international journal of biochemistry & cell biology 20130801 |
| Identification of potent Yes1 kinase inhibitors using a library screening approach. | Bioorganic & medicinal chemistry letters 20130801 |
| Inhibition of XO or NOX attenuates diethylstilbestrol-induced endothelial nitric oxide deficiency without affecting its effects on LNCaP cell invasion and apoptosis. | Clinical science (London, England : 1979) 20121001 |
| Selective Rac1 inhibition protects renal tubular epithelial cells from oxalate-induced NADPH oxidase-mediated oxidative cell injury. | Urological research 20120801 |
| A novel player in cellular hypertrophy: Giβγ/PI3K-dependent activation of the RacGEF TIAM-1 is required for α₁-adrenoceptor induced hypertrophy in neonatal rat cardiomyocytes. | Journal of molecular and cellular cardiology 20120801 |
| ROCK1 feedback regulation of the upstream small GTPase RhoA. | Cellular signalling 20120701 |
| Maladaptive dendritic spine remodeling contributes to diabetic neuropathic pain. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20120516 |
| Characterization of EHop-016, novel small molecule inhibitor of Rac GTPase. | The Journal of biological chemistry 20120413 |
| Zinc oxide nanoparticles-induced intercellular adhesion molecule 1 expression requires Rac1/Cdc42, mixed lineage kinase 3, and c-Jun N-terminal kinase activation in endothelial cells. | Toxicological sciences : an official journal of the Society of Toxicology 20120301 |
| NADPH oxidase-mediated Rac1 GTP activity is necessary for nongenomic actions of the mineralocorticoid receptor in the CA1 region of the rat hippocampus. | American journal of physiology. Endocrinology and metabolism 20120215 |
| Nadph oxidase regulates alveolar epithelial sodium channel activity and lung fluid balance in vivo via O⁻₂ signaling. | American journal of physiology. Lung cellular and molecular physiology 20120215 |
| Enucleation of human erythroblasts involves non-muscle myosin IIB. | Blood 20120126 |
| Inhibition of Rac GTPase signaling and downstream prosurvival Bcl-2 proteins as combination targeted therapy in MLL-AF9 leukemia. | Blood 20111110 |
| Mediation of Rac1 activation by kindlin-2: an essential function in osteoblast adhesion, spreading, and proliferation. | Journal of cellular biochemistry 20110901 |
| Actin dynamics counteract membrane tension during clathrin-mediated endocytosis. | Nature cell biology 20110901 |
| Calmodulin-kinases regulate basal and estrogen stimulated medulloblastoma migration via Rac1. | Journal of neuro-oncology 20110801 |
| One percent tenofovir applied topically to humanized BLT mice and used according to the CAPRISA 004 experimental design demonstrates partial protection from vaginal HIV infection, validating the BLT model for evaluation of new microbicide candidates. | Journal of virology 20110801 |
| Modulation of dendritic spines and synaptic function by Rac1: a possible link to Fragile X syndrome pathology. | Brain research 20110705 |
| Inhibition of Rac activity alleviates lipopolysaccharide-induced acute pulmonary injury in mice. | Biochimica et biophysica acta 20110701 |
| Actin polymerization is essential for myelin sheath fragmentation during Wallerian degeneration. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20110209 |
| Phagocyte-like NADPH oxidase promotes cytokine-induced mitochondrial dysfunction in pancreatic β-cells: evidence for regulation by Rac1. | American journal of physiology. Regulatory, integrative and comparative physiology 20110101 |
| Novel inhibitors of Rac1 in metastatic breast cancer. | Puerto Rico health sciences journal 20101201 |
| Rac1-mediated NADPH oxidase release of O2- regulates epithelial sodium channel activity in the alveolar epithelium. | American journal of physiology. Lung cellular and molecular physiology 20100401 |
| Rac1-mediated signaling plays a central role in secretion-dependent platelet aggregation in human blood stimulated by atherosclerotic plaque. | Journal of translational medicine 20100101 |
| NADPH oxidase and lipid raft-associated redox signaling are required for PCB153-induced upregulation of cell adhesion molecules in human brain endothelial cells. | Toxicology and applied pharmacology 20091015 |
| Role of Rac 1 and cAMP in endothelial barrier stabilization and thrombin-induced barrier breakdown. | Journal of cellular physiology 20090901 |
| Constitutive phosphorylation of a Rac GAP MgcRacGAP is implicated in v-Src-induced transformation of NIH3T3 cells. | Cancer science 20090901 |
| Rac1 inhibition negatively regulates transcriptional activity of the amyloid precursor protein gene. | Journal of neuroscience research 20090701 |
| Rac1 activates HIF-1 in retinal pigment epithelium cells under hypoxia. | Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20090501 |
| Arsenic requires sphingosine-1-phosphate type 1 receptors to induce angiogenic genes and endothelial cell remodeling. | The American journal of pathology 20090501 |
| Regulatory roles for Tiam1, a guanine nucleotide exchange factor for Rac1, in glucose-stimulated insulin secretion in pancreatic beta-cells. | Biochemical pharmacology 20090101 |
| Signaling through Rho GTPase pathway as viable drug target. | Current medicinal chemistry 20090101 |
| Modification of mineralocorticoid receptor function by Rac1 GTPase: implication in proteinuric kidney disease. | Nature medicine 20081201 |
| Arsenic-stimulated liver sinusoidal capillarization in mice requires NADPH oxidase-generated superoxide. | The Journal of clinical investigation 20081201 |
| Primary granule exocytosis in human neutrophils is regulated by Rac-dependent actin remodeling. | American journal of physiology. Cell physiology 20081101 |
| Inhibition of Rac1 decreases the severity of pancreatitis and pancreatitis-associated lung injury in mice. | Experimental physiology 20081001 |
| Simvastatin suppresses LPS-induced MMP-1 expression in U937 mononuclear cells by inhibiting protein isoprenylation-mediated ERK activation. | Journal of leukocyte biology 20081001 |
| Regulation of endothelial nitric oxide synthase and postnatal angiogenesis by Rac1. | Circulation research 20080815 |
| Prostaglandin E2-mediated migration of human trophoblast requires RAC1 and CDC42. | Biology of reproduction 20080601 |
| Impact of the FcgammaII-receptor on quartz uptake and inflammatory response by alveolar macrophages. | American journal of physiology. Lung cellular and molecular physiology 20080601 |
| Involvement of Rac in fenretinide-induced apoptosis. | Cancer research 20080601 |
| The Rac1 inhibitor, NSC23766, depolarizes adhesive secretion, endomembrane cycling, and tip growth in the fucoid alga, Silvetia compressa. | Planta 20080401 |
| TNF-alpha/cycloheximide-induced apoptosis in intestinal epithelial cells requires Rac1-regulated reactive oxygen species. | American journal of physiology. Gastrointestinal and liver physiology 20080401 |
| The small GTPase Rac-1 is a regulator of mesangial cell morphology and thrombospondin-1 expression. | American journal of physiology. Renal physiology 20080201 |
| Yersinia controls type III effector delivery into host cells by modulating Rho activity. | PLoS pathogens 20080101 |
| Simvastatin suppresses the differentiation of C2C12 myoblast cells via a Rac pathway. | Journal of muscle research and cell motility 20080101 |
| Ultrastructural analysis of the interaction between F-actin and respiratory syncytial virus during virus assembly. | Virology 20071220 |
| Genetic and pharmacologic evidence that Rac1 GTPase is involved in regulation of platelet secretion and aggregation. | Journal of thrombosis and haemostasis : JTH 20070801 |
| Agonist-stimulated reactive oxygen species formation regulates beta2-adrenergic receptor signal transduction. | Biochemical pharmacology 20070630 |
| Role of myosin regulatory light chain and Rac1 in the migration of polyamine-depleted intestinal epithelial cells. | American journal of physiology. Gastrointestinal and liver physiology 20070401 |
| Myosin IIA regulates cell motility and actomyosin-microtubule crosstalk. | Nature cell biology 20070301 |
| Albumin activation of NAD(P)H oxidase activity is mediated via Rac1 in proximal tubule cells. | American journal of nephrology 20070101 |
| RAC1 inhibition targets amyloid precursor protein processing by gamma-secretase and decreases Abeta production in vitro and in vivo. | The Journal of biological chemistry 20051111 |
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