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Submit ReviewSCH 79797 dihydrochloride
Description: Potent, selective non-peptide PAR1 antagonist
Chemical Name: N3-Cyclopropyl-7-[[4-(1-methylethyl)phenyl]methyl]-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine dihydrochloride
Purity: ≥99% (HPLC)
Biological Activity for SCH 79797 dihydrochloride
SCH 79797 dihydrochloride is a potent, selective non-peptide PAR1 receptor antagonist (IC50 = 70 nM). Inhibits haTRAP-induced- but not γ-thrombin-, ADP- or collagen-induced human platelet aggregation. Selectively blocks PAR1 agonist- or thrombin-induced increases in cytosolic Ca2+ in vascular smooth muscle cells. Also broad spectrum antibiotic. Kills bacteria by a dual action of inhibiting dihydrofolate reductase and interfering with bacterial cell membrane integrity.
Compound Libraries for SCH 79797 dihydrochloride
SCH 79797 dihydrochloride is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for SCH 79797 dihydrochloride
| M. Wt | 444.41 |
| Formula | C23H25N5.2HCl |
| Storage | Desiccate at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 1216720-69-2 |
| PubChem ID | 45073452 |
| InChI Key | NNJTXSQXGHYXAJ-UHFFFAOYSA-N |
| Smiles | Cl.Cl.CC(C)C1=CC=C(CN2C=CC3=C2C=CC2=NC(NC4CC4)=NC(N)=C32)C=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for SCH 79797 dihydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 2.22 | 5 | |
| DMSO | 22.22 | 50 |
Preparing Stock Solutions for SCH 79797 dihydrochloride
The following data is based on the product molecular weight 444.41. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.5 mM | 4.5 mL | 22.5 mL | 45 mL |
| 2.5 mM | 0.9 mL | 4.5 mL | 9 mL |
| 5 mM | 0.45 mL | 2.25 mL | 4.5 mL |
| 25 mM | 0.09 mL | 0.45 mL | 0.9 mL |
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Product Datasheets for SCH 79797 dihydrochloride
References for SCH 79797 dihydrochloride
References are publications that support the biological activity of the product.
Ahn et al (1999) Structure-activity relationships of pyrroloquinazolines as thrombin receptor antagonists. Bioorg.Med.Chem.Lett. 9 2073 PMID: 10450984
Ahn et al (2000) Inhibition of cellular action of thrombin by N3-cyclopropyl-7-{[4-(1-methylethyl)phenyl]methyl}-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine (SCH 79797), a nonpeptide thrombin receptor antagonist. Biochem.Pharmacol. 60 1425 PMID: 11020444
Lidington et al (2005) A role for proteinase-activated receptor 2 and PKC-ε in thrombin-mediated induction of decay-accelerating factor on human endothelial cells. Am.J.Physiol.Cell Physiol. 289 C1437 PMID: 16079188
Martin et al (2020) A dual-mechanism antibiotic kills Gram-negative bacteria and avoids drug resistance. Cell S0092-8674 30567 PMID: 32497502
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28 Citations for SCH 79797 dihydrochloride
Citations are publications that use Tocris products. Selected citations for SCH 79797 dihydrochloride include:
Martin et al (2020) A dual-mechanism antibiotic kills Gram-negative bacteria and avoids drug resistance. Cell S0092-8674 30567 PMID: 32497502
Okamura et al (2011) A few immobilized thrombins are sufficient for platelet spreading. Biophys J 100 1855 PMID: 21504721
Otsuki et al (2014) Thrombin conducts epithelial-mesenchymal transition via protease-activated receptor-1 in human gastric cancer. J Biol Chem 45 2287 PMID: 25231630
Juncker-Jensen et al (2013) Tumor MMP-1 activates endothelial PAR1 to facilitate vascular intravasation and metastatic dissemination. Cancer Res 73 4196 PMID: 23687338
Ganachari et al (2012) Host gene-encoded severe lung TB: from genes to the potential pathways. Genes Immun 13 605 PMID: 22992722
Blackburn et al (2009) A matrix metalloproteinase-1/protease activated receptor-1 signaling axis promotes melanoma invasion and metastasis. Oncogene 28 4237 PMID: 19734937
Zhang et al (2017) PAR1?mediated c?Jun activation promotes heat stress?induced early stage apoptosis of human umbilical vein endothelial cells. Mol Med Rep 15 2595 PMID: 28447716
Auvergne et al (2016) PAR1 inhibition suppresses the self-renewal and growth of A2B5-defined glioma progenitor cells and their derived gliomas in vivo. Oncogene 35 3817 PMID: 26616854
Gwairi et al (2016) Multiple Growth Factors, But Not VEGF, Stimulate Glycosaminoglycan Hyperelongation in Retinal Choroidal Endothelial Cells. Int J Biol Sci 12 1041 PMID: 27570478
Li et al (2016) Interference with protease-activated receptor 1 alleviates neuronal cell death induced by lipopolysaccharide-stimulated microglial cells through the PI3K/Akt pathway Nature Communications 6 38247 PMID: 27910893
Carrim et al (2015) Thrombin-induced reactive oxygen species generation in platelets: A novel role for protease-activated receptor 4 and GPIbα. Proc Natl Acad Sci U S A 6 640 PMID: 26569550
Gur-Cohen et al (2015) PAR1 signaling regulates the retention and recruitment of EPCR-expressing bone marrow hematopoietic stem cells. Int J Oncol 21 1307 PMID: 26457757
Chen et al (2012) Thrombin activity associated with neuronal damage during acute focal ischemia. J Neurosci 32 7622 PMID: 22649241
Vidwan et al (2010) Activation of protease-activated receptors 3 and 4 accelerates tissue factor-induced thrombin generation on the surface of vascular smooth muscle cells. Arterioscler Thromb Vasc Biol 30 2587 PMID: 20930172
Malik et al (2010) Plasma fibronectin promotes lung metastasis by contributions to fibrin clots and tumor cell invasion. Cancer Res 70 4327 PMID: 20501851
Lee et al (2010) Alpha-synuclein activates microglia by inducing the expressions of matrix metalloproteinases and the subsequent activation of protease-activated receptor-1. J Immunol 185 615 PMID: 20511551
Fujimoto et al (2010) The activation of Proteinase-Activated Receptor-1 (PAR1) mediates gastric cancer cell proliferation and invasion. BMC Cancer 10 443 PMID: 20723226
Noskovičová et al (2018) Cub domain-containing protein 1 negatively regulates TGF-β signaling and myofibroblast differentiation. Am J Physiol Lung Cell Mol Physiol 314 L695 PMID: 29351434
Yoshikawa et al (2010) Granzyme A and thrombin differentially promote the release of interleukin-8 from alveolar epithelial A549 cells. Proc Natl Acad Sci U S A 62 325 PMID: 20424914
Chen et al (2022) Thrombin induces morphological and inflammatory astrocytic responses via activation of PAR1 receptor. Cell Death Discov. 8 189 PMID: 35399122
Scarisbrick et al (2012) Kallikrein 6 is a novel molecular trigger of reactive astrogliosis. Cytotechnology 393 355 PMID: 22505518
Dowal et al (2011) Identification of an antithrombotic allosteric modulator that acts through helix 8 of PAR1. J Neurosci 108 2951 PMID: 21282664
Tripathi et al (2014) Protease-activated receptor 2 (PAR2) is upregulated by Acanthamoeba plasminogen activator (aPA) and induces proinflammatory cytokine in human corneal epithelial cells. Invest Ophthalmol Vis Sci 55 3912 PMID: 24876278
Yang et al (2014) Induction of tumor necrosis factor (TNF) release from subtypes of T cells by agonists of proteinase activated receptors. Mediators Inflamm 2013 165453 PMID: 24453410
Gadepalli et al (2013) Novel role for p21-activated kinase 2 in thrombin-induced monocyte migration. Redox Biol 288 30815 PMID: 24025335
Yan et al (2013) Role of SCH79797 in maintaining vascular integrity in rat model of subarachnoid hemorrhage. Nat Med 44 1410 PMID: 23539525
Ma et al (2005) Proteinase-activated receptors 1 and 4 counter-regulate endostatin and VEGF release from human platelets. Biol Chem 102 216 PMID: 15615851
Popovic et al (2008) Thrombin-induced expression of endothelial CX3CL1 potentiates monocyte CCL2 production and transendothelial migration. J Leukoc Biol 84 215 PMID: 18436581
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