Home Indole and Oxindoles 119139-23-0
119139-23-0,MFCD23701474
Catalog No.:AA000P2X

119139-23-0 | Bisindolylmaleimide iv

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
97%
in stock  
$65.00   $46.00
- +
250mg
97%
in stock  
$107.00   $75.00
- +
1g
97%
in stock  
$266.00   $186.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000P2X
Chemical Name:
Bisindolylmaleimide iv
CAS Number:
119139-23-0
Molecular Formula:
C20H13N3O2
Molecular Weight:
327.3361
MDL Number:
MFCD23701474
SMILES:
O=C1NC(=O)C(=C1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2
Properties
Computed Properties
 
Complexity:
576  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
2.8  

Upstream Synthesis Route

[1]JournalofOrganicChemistry,1998,vol.63,#17,p.6053-6058

[2]BioorganicandMedicinalChemistryLetters,2007,vol.17,#2,p.326-331

[3]Patent:WO2005/107465,2005,A1,.Locationinpatent:Page/Pagecolumn20

[4]ChineseChemicalLetters,2018,vol.29,#3,p.513-516

[5]JournalofMaterialsChemistryA,2018,vol.6,#39,p.18794-18798

[6]OrganicLetters,2007,vol.9,#18,p.3583-3586

[7]BioorganicandMedicinalChemistryLetters,2003,vol.13,#21,p.3835-3839

[8]BioorganicandMedicinalChemistryLetters,2003,vol.13,#21,p.3841-3846

[9]BioorganicandMedicinalChemistryLetters,2003,vol.13,#18,p.3049-3053

[10]TetrahedronLetters,2012,vol.53,#50,p.6861-6864

[1]Patent:CN105153126,2017,B,.Locationinpatent:Paragraph0042-0043;0044-0045;0046-0047;0048-0049

[1]Patent:WO2004/83202,2004,A1,.Locationinpatent:Page17-18

[1]JournalofMaterialsChemistryC,2017,vol.5,#8,p.2135-2141

[2]JournalofMedicinalChemistry,1992,vol.35,#1,p.177-184

[1]SyntheticCommunications,2010,vol.40,#1,p.144-150

[2]Tetrahedron,1988,vol.44,p.2887

[3]BioorganicandMedicinalChemistry,1999,vol.7,#6,p.1067-1074

Downstream Synthesis Route

[1]JournalofMaterialsChemistryC,2017,vol.5,p.2135-2141

[2]JournalofMedicinalChemistry,1992,vol.35,p.177-184

1122-10-7   
indolylmagnesiumbromide 
  119139-23-0 

[1]Synthesis,1995,p.1511-1516

[2]TetrahedronLetters,1993,vol.34,p.8361-8364

[1]SyntheticCommunications,2010,vol.40,p.144-150

[2]Tetrahedron,1988,vol.44,p.2887

[3]BioorganicandMedicinalChemistry,1999,vol.7,p.1067-1074

[1]Synthesis,2003,p.497-500

[2]BioorganicandMedicinalChemistryLetters,2007,vol.17,p.326-331

[3]TetrahedronLetters,1993,vol.34,p.8361-8364

[4]SyntheticCommunications,2010,vol.40,p.144-150

[5]BioorganicandMedicinalChemistryLetters,2009,vol.19,p.3333-3338

[6]Patent:US2007/249590,2007,A1.Locationinpatent:Page/Pagecolumn61

[7]TetrahedronLetters,2007,vol.48,p.7399-7403

[8]OrganicLetters,2007,vol.9,p.3583-3586

[9]BioorganicandMedicinalChemistry,1999,vol.7,p.1067-1074

[10]BioorganicandMedicinalChemistryLetters,2003,vol.13,p.3835-3839

[11]BioorganicandMedicinalChemistryLetters,2003,vol.13,p.3841-3846

[12]TetrahedronLetters,2012,vol.53,p.6861-6864

[1]JournalofMedicinalChemistry,1992,vol.35,p.177-184

[2]Patent:US5057614,1991,A

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Title: Prostaglandin F2alpha amplifies tumor necrosis factor-alpha promoter activity by the FPB prostanoid receptor.

Journal: Biochemical and biophysical research communications 20040514

Title: Towards configurationally stable bisindolylmaleimide cyclophanes: potential tools for investigating protein kinase function.

Journal: Chemical communications (Cambridge, England) 20040507

Title: Proteome-wide identification of cellular targets affected by bisindolylmaleimide-type protein kinase C inhibitors.

Journal: Molecular & cellular proteomics : MCP 20040501

Title: Substance P can stimulate prostaglandin D2 and leukotriene C4 generation without granule exocytosis in murine mast cells.

Journal: European journal of pharmacology 20040405

Title: Deletion mutant of FGFR4 induces onion-like membrane structures in the nucleus.

Journal: Journal of cell science 20040401

Title: Evidence of a role for TRPC channels in VEGF-mediated increased vascular permeability in vivo.

Journal: American journal of physiology. Heart and circulatory physiology 20040301

Title: Interactions of LY333531 and other bisindolyl maleimide inhibitors with PDK1.

Journal: Structure (London, England : 1993) 20040201

Title: Direct block by bisindolylmaleimide of the voltage-dependent K+ currents of rat mesenteric arterial smooth muscle.

Journal: European journal of pharmacology 20040112

Title: Novel form of LTD induced by transient, partial inhibition of the Na,K-pump in rat hippocampal CA1 cells.

Journal: Journal of neurophysiology 20040101

Title: Topical application of a protein kinase C inhibitor reduces skin and hair pigmentation.

Journal: The Journal of investigative dermatology 20040101

Title: Signal transduction pathway in endothelial dysfunction.

Journal: Surgical infections 20040101

Title: Cell surface receptors activate p21-activated kinase 1 via multiple Ras and PI3-kinase-dependent pathways.

Journal: Cellular signalling 20031201

Title: Sensitization of adenylate cyclase by short-term activation of 5-HT1A receptors.

Journal: Cellular signalling 20031201

Title: 1,10-Phenanthroline phosphorylates (activates) MAP kinase in Xenopus oocytes.

Journal: Cellular signalling 20031201

Title: Bisindolylmaleimide IX is a potent inducer of apoptosis in chronic lymphocytic leukaemic cells and activates cleavage of Mcl-1.

Journal: Leukemia 20031001

Title: Macrocyclic bisindolylmaleimides as inhibitors of protein kinase C and glycogen synthase kinase-3.

Journal: Bioorganic & medicinal chemistry letters 20030915

Title: Agonist function of the neurokinin receptor antagonist, [D-Arg1,D-Phe5,D-Trp7,9,Leu11]substance P, in monocytes.

Journal: Regulatory peptides 20030915

Title: ATP augments peptide release from rat sensory neurons in culture through activation of P2Y receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20030901

Title: Protein kinase C-mediated Ca2+ entry in HEK 293 cells transiently expressing human TRPV4.

Journal: British journal of pharmacology 20030901

Title: Distinct mechanisms mediate the initial and sustained phases of cell migration in epidermal growth factor receptor-overexpressing cells.

Journal: Molecular cancer research : MCR 20030901

Title: Differential effects of calmodulin and protein kinase C antagonists on bone resorption and acid transport activity.

Journal: Calcified tissue international 20030901

Title: Human beta(3)-adrenoreceptors couple to KvLQT1/MinK potassium channels in Xenopus oocytes via protein kinase C phosphorylation of the KvLQT1 protein.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20030801

Title: Ca(2+)-independent protein kinase C activity is required for alpha1-adrenergic-receptor-mediated regulation of ribosomal protein S6 kinases in adult cardiomyocytes.

Journal: The Biochemical journal 20030715

Title: Regulation of hyaluronan secretion into rabbit synovial joints in vivo by protein kinase C.

Journal: The Journal of physiology 20030715

Title: Role of protein kinase C, Ca2+/calmodulin-dependent protein kinase II, and mitogen-activated protein kinases in volatile anesthetic-induced relaxation in newborn rabbit pulmonary artery.

Journal: Anesthesiology 20030701

Title: High glucose potentiates palmitate-induced NO-mediated cytotoxicity through generation of superoxide in clonal beta-cell HIT-T15.

Journal: FEBS letters 20030619

Title: Acyclic N-(azacycloalkyl)bisindolylmaleimides: isozyme selective inhibitors of PKCbeta.

Journal: Bioorganic & medicinal chemistry letters 20030602

Title: Vitamin D enhances mitogenesis mediated by keratinocyte growth factor receptor in keratinocytes.

Journal: Journal of cellular biochemistry 20030601

Title: Cocaine produces cardiac hypertrophy by protein kinase C dependent mechanisms.

Journal: Journal of cardiovascular pharmacology and therapeutics 20030601

Title: Incadronate amplifies prostaglandin F2 alpha-induced vascular endothelial growth factor synthesis in osteoblasts. Enhancement of MAPK activity.

Journal: The Journal of biological chemistry 20030523

Title: Interferon-gamma stimulates the expression of the inducible cAMP early repressor in macrophages through the activation of casein kinase 2. A potentially novel pathway for interferon-gamma-mediated inhibition of gene transcription.

Journal: The Journal of biological chemistry 20030516

Title: Multiprotein bridging factor 1 cooperates with c-Jun and is necessary for cardiac hypertrophy in vitro.

Journal: Experimental cell research 20030515

Title: Prostaglandin F(2alpha) stimulation of cyclooxygenase-2 promoter activity by the FP(B) prostanoid receptor.

Journal: European journal of pharmacology 20030328

Title: Role of Na+/H+ exchanger in acetylcholine-mediated pulmonary artery contraction of spontaneously hypertensive rats.

Journal: European journal of pharmacology 20030319

Title: Facilitation of fas mediated apoptosis of human chondrocytes by the proteasome inhibitor and actinomycin D.

Journal: The Journal of rheumatology 20030301

Title: Metabotropic glutamate receptors activate phospholipase D in astrocytes through a protein kinase C-dependent and Rho-independent pathway.

Journal: Neuropharmacology 20030201

Title: Activation of microglia with lipopolysaccharide leads to the prolonged decrease of conventional protein kinase C activity.

Journal: Brain research. Molecular brain research 20030131

Title: Role of protein kinase C-angiotensin II pathway for extracellular matrix production in cultured human mesangial cells exposed to high glucose levels.

Journal: Diabetes research and clinical practice 20030101

Title: ETA, mixed ETA/ETB receptor antagonists, and protein kinase C inhibitor prevent acute hypoxic pulmonary vasoconstriction: influence of potassium channels.

Journal: Journal of cardiovascular pharmacology 20030101

Title: Pityrialactone- a new fluorochrome from the tryptophan metabolism of Malassezia furfur.

Journal: Antonie van Leeuwenhoek 20030101

Title: Phospholipase C axis is the preferential pathway leading to PKC activation following PTH or PTHrP stimulation in human term placenta.

Journal: Life sciences 20021129

Title: Activation of proteinase-activated receptor 1 stimulates epithelial chloride secretion through a unique MAP kinase- and cyclo-oxygenase-dependent pathway.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20021001

Title: Protein kinase C mediates potentiation of synaptic transmission by phorbol ester at parallel fibers in the dorsal cochlear nucleus.

Journal: Brain research 20020927

Title: Protein kinase C(alpha) is required for vanilloid receptor 1 activation. Evidence for multiple signaling pathways.

Journal: The Journal of biological chemistry 20020920

Title: Bisindolylmaleimide IX facilitates tumor necrosis factor receptor family-mediated cell death and acts as an inhibitor of transcription.

Journal: The Journal of biological chemistry 20020906

Title: Role of protein phosphatases in hypoxic preconditioning.

Journal: American journal of physiology. Heart and circulatory physiology 20020901

Title: Bisindolylmaleimide VIII enhances DR5-mediated apoptosis through the MKK4/JNK/p38 kinase and the mitochondrial pathways.

Journal: The Journal of biological chemistry 20020809

Title: Acid- and bile-induced PGE(2) release and hyperproliferation in Barrett's esophagus are COX-2 and PKC-epsilon dependent.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20020801

Title: Effect of Cu,Zn superoxide dismutase on cholesterol metabolism in human hepatocarcinoma (HepG2) cells.

Journal: Biochemical and biophysical research communications 20020719

Title: Ca(2+)-calmodulin-dependent protein kinase II plays a major role in halothane-induced dose-dependent relaxation in the skinned pulmonary artery.

Journal: Anesthesiology 20020701

Title: Angiotensin II inhibits renin gene transcription via the protein kinase C pathway.

Journal: Pflugers Archiv : European journal of physiology 20020701

Title: Chromaffin cell catecholamine secretion: bisindolylmaleimide compounds exhibit novel and potent antagonist effects at the nicotinic cholinergic receptor in pheochromocytoma cells.

Journal: Molecular pharmacology 20020601

Title: Divergent pathways account for two distinct effects of amyloid beta peptides on exocytosis and Ca(2+) currents: involvement of ROS and NF-kappaB.

Journal: Journal of neurochemistry 20020601

Title: Phosphorylation of the salivary Na(+)-K(+)-2Cl(-) cotransporter.

Journal: American journal of physiology. Cell physiology 20020401

Title: Nitric oxide production by a murine macrophage cell line (RAW264.7) stimulated with lipopolysaccharide from Actinobacillus actinomycetemcomitans.

Journal: Oral microbiology and immunology 20020401

Title: Intracellular Ca(2+) modulation of ATP-sensitive K(+) channel activity in acetylcholine-induced activation of rat pancreatic beta-cells.

Journal: Endocrinology 20020201

Title: myo-Inositol 1,4,5-trisphosphate and Ca(2+)/calmodulin-dependent factors mediate transduction of compression-induced signals in bovine articular chondrocytes.

Journal: The Biochemical journal 20020201

Title: Time-dependent potentiation of the beta-cell is a Ca2+-independent phenomenon.

Journal: The Journal of endocrinology 20020201

Title: Regulation of transepithelial phosphate transport by PTH in chicken proximal tubule epithelium.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020101

Title: Role of PKC in isoflurane-induced biphasic contraction in skinned pulmonary arterial strips.

Journal: Anesthesiology 20020101

Title: The N-formylpeptide receptor (FPR) and a second G(i)-coupled receptor mediate fMet-Leu-Phe-stimulated activation of NADPH oxidase in murine neutrophils.

Journal: Cellular immunology 20020101

Title: Insulin increases plasma membrane content and reduces phosphorylation of Na(+)-K(+) pump alpha(1)-subunit in HEK-293 cells.

Journal: American journal of physiology. Cell physiology 20011201

Title: Accelerating the induction of Fas-mediated T cell apoptosis: a strategy for transplant tolerance?

Journal: Clinical and experimental immunology 20011201

Title: Different subtypes of alpha1-adrenoceptor modulate different K+ currents via different signaling pathways in canine ventricular myocytes.

Journal: The Journal of biological chemistry 20011102

Title: Protein kinase C suppresses rat organic anion transporting polypeptide 1- and 2-mediated uptake.

Journal: The Journal of pharmacology and experimental therapeutics 20011101

Title: Regulation and mechanism of L-type calcium channel activation via V1a vasopressin receptor activation in cultured cortical neurons.

Journal: Neurobiology of learning and memory 20011101

Title: Synthesis and biological evaluation of novel bisindolylmaleimides that inhibit vascular endothelial cell proliferation.

Journal: Bioorganic & medicinal chemistry letters 20011022

Title: Protein kinase c increases the apparent affinity of the release machinery to Ca2+ by enhancing the release machinery downstream of the Ca2+ sensor.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20011015

Title: Agonist-induced signaling, desensitization, and internalization of a phosphorylation-deficient AT1A angiotensin receptor.

Journal: The Journal of biological chemistry 20011012

Title: Down-regulation of protein kinase C activity by sorbitol rapidly induces apoptosis in human gastric cancer cell lines.

Journal: Apoptosis : an international journal on programmed cell death 20011001

Title: Pulmonary artery vasoconstriction but not [Ca2+]i signal stimulated by thromboxane A2 is partially resistant to NO.

Journal: Pediatric research 20011001

Title: Major vault protein is a substrate of endogenous protein kinases in CHO and PC12 cells.

Journal: Biological chemistry 20011001

Title: Inhibition of the glutamate transporter EAAC1 expressed in Xenopus oocytes by phorbol esters.

Journal: Brain research 20010928

Title: Involvement of protein kinase C-delta in DNA damage-induced apoptosis.

Journal: Cell death and differentiation 20010901

Title: Effects of hydrogen peroxide on the transient outward current in rabbit atrial myocytes.

Journal: Clinical and experimental pharmacology & physiology 20010901

Title: Induction of B(1)-kinin receptors in vascular smooth muscle cells: cellular mechanisms of map kinase activation.

Journal: Hypertension (Dallas, Tex. : 1979) 20010901

Title: The protein kinase C pathway inhibits iodide uptake by calf thyroid cells via sodium potassium-adenosine triphosphatase.

Journal: Thyroid : official journal of the American Thyroid Association 20010901

Title: Rapid fusion of granules with neutrophil cell membranes in hypertensive patients may increase vascular damage.

Journal: American journal of hypertension 20010901

Title: Role of lysophosphatidylcholine in the desensitization of beta-adrenergic receptors by Ca(2+) sensitization in tracheal smooth muscle.

Journal: American journal of respiratory cell and molecular biology 20010901

Title: Neurotrophin secretion from cultured microglia.

Journal: Journal of neuroscience research 20010815

Title: Protein kinase C epsilon suppresses Abeta production and promotes activation of alpha-secretase.

Journal: Biochemical and biophysical research communications 20010727

Title: Evidence that protein kinase C (PKC) participates in the meiosis I to meiosis II transition in mouse oocytes.

Journal: Developmental biology 20010715

Title: In vivo mechanisms of vascular endothelial growth factor-mediated increased hydraulic conductivity of Rana capillaries.

Journal: The Journal of physiology 20010715

Title: Heat shock prevents simulated ischemia-induced apoptosis in renal tubular cells via a PKC-dependent mechanism.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20010701

Title: Antigonadotropic action of adenosine triphosphate in human granulosa-luteal cells: involvement of protein kinase Calpha.

Journal: The Journal of clinical endocrinology and metabolism 20010701

Title: Albumin in the mg/l-range activates NF-kappaB in renal proximal tubule-derived cell lines via tyrosine kinases and protein kinase C.

Journal: European journal of medical research 20010628

Title: Receptor-mediated inhibition of G protein-coupled inwardly rectifying potassium channels involves G(alpha)q family subunits, phospholipase C, and a readily diffusible messenger.

Journal: The Journal of biological chemistry 20010518

Title: Targeted inhibition of calcineurin signaling blocks calcium-dependent reactivation of Kaposi sarcoma-associated herpesvirus.

Journal: Blood 20010415

Title: Use of A-192621 to provide evidence for involvement of endothelin ET(B)-receptors in endothelin-1-mediated cardiomyocyte hypertrophy.

Journal: European journal of pharmacology 20010413

Title: Down-regulation of Na-K-Cl cotransport by protein kinase C is mediated by protein phosphatase 1 in pigmented ciliary epithelial cells.

Journal: Experimental eye research 20010401

Title: Interaction of CD163 with the regulatory subunit of casein kinase II (CKII) and dependence of CD163 signaling on CKII and protein kinase C.

Journal: European journal of immunology 20010401

Title: The role of protein kinase C in the regulation of serotonin-2A receptor expression.

Journal: Journal of neurochemistry 20010401

Title: Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides.

Journal: The Journal of organic chemistry 20010323

Title: Sp1-p53 heterocomplex mediates activation of HTLV-I long terminal repeat by 12-O-tetradecanoylphorbol-13-acetate that is antagonized by protein kinase C.

Journal: Virology 20010301

Title: Ceramide-induced cell death in the prostate cancer cell line LNCaP has both necrotic and apoptotic features.

Journal: The Prostate 20010301

Title: Protein kinase C-dependent and -independent inhibition of Ca(2+) influx by phorbol ester in rat pancreatic beta-cells.

Journal: Cellular signalling 20010301

Title: Potent direct inhibition of mammalian phospholipase D isoenzymes by calphostin-c.

Journal: Biochemistry 20010227

Title: Signaling events mediating the additive effects of oleic acid and angiotensin II on vascular smooth muscle cell migration.

Journal: Hypertension (Dallas, Tex. : 1979) 20010201

Title: Differential sensitivity of breast cancer cells to tumor necrosis factor-alpha: involvement of protein kinase C.

Journal: Biochemical and biophysical research communications 20010126

Title: A proposed mechanism for the potentiation of cAMP-mediated acid secretion by carbachol.

Journal: American journal of physiology. Cell physiology 20010101

Title: Induction of vanilloid receptor channel activity by protein kinase C.

Journal: Nature 20001201

Title: Specificity and mechanism of action of some commonly used protein kinase inhibitors.

Journal: The Biochemical journal 20001001

Title: Transcriptional activation of the human manganese superoxide dismutase gene mediated by tetradecanoylphorbol acetate.

Journal: The Journal of biological chemistry 19991224

Title: Tumor necrosis factor-alpha stimulates attachment of small cell lung carcinoma to endothelial cells.

Journal: The Journal of laboratory and clinical medicine 19990301

Title: Calcium-mediated second messengers modulate the expression of behavioral sensitization to cocaine.

Journal: The Journal of pharmacology and experimental therapeutics 19980901

Title: Design of new inhibitors for cdc2 kinase based on a multiple pseudosubstrate structure.

Journal: Bioorganic & medicinal chemistry letters 19980505

Title: Protein kinase C activity is required for aryl hydrocarbon receptor pathway-mediated signal transduction.

Journal: Molecular pharmacology 19980401

Title: Transcriptional activity of the hamster CYP11B2 promoter in NCI-H295 cells stimulated by angiotensin II, potassium, forskolin and bisindolylmaleimide.

Journal: Journal of molecular endocrinology 19980401

Title: Inhibition of telomerase activity by PKC inhibitors in human nasopharyngeal cancer cells in culture.

Journal: Biochemical and biophysical research communications 19971229

Title: Davis PD, et al. Inhibitors of protein kinase C. 1. 2,3-Bisarylmaleimides. J Med Chem. 1992 Jan;35(1):177-84.

Title: Slater MJ, et al. Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication. Bioorg Med Chem. 1999 Jun;7(6):1067-74.

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Tags:119139-23-0 Molecular Formula|119139-23-0 MDL|119139-23-0 SMILES|119139-23-0 Bisindolylmaleimide iv