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MedKoo Cat#: 530567 | Name: SCH-79797

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SCH-79797 is a potent and selective PAR1 antagonist. SCH-79797 limits myocardial ischemia/reperfusion injury in rat hearts. SCH 79797 protects against ischemia/reperfusion-induced arrhythmias in the rat hearts. SCH 79797 and its N-methyl analog (SCH 203099) inhibited binding of a high-affinity thrombin receptor-activating peptide ([(3)H]haTRAP, Ala-Phe(p-F)-Arg-ChA-HArg-[(3)H]Tyr-NH(2)) to PAR-1 with IC(50) values of 70 and 45 nM, respectively.

Chemical Structure

SCH-79797
SCH-79797
CAS#245520-69-8

Theoretical Analysis

MedKoo Cat#: 530567

Name: SCH-79797

CAS#: 245520-69-8

Chemical Formula: C23H25N5

Exact Mass: 371.2110

Molecular Weight: 371.49

Elemental Analysis: C, 74.36; H, 6.78; N, 18.85

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
SCH-79797; SCH 79797; SCH79797.
IUPAC/Chemical Name
N3-cyclopropyl-7-[[4-(1-methylethyl)phenyl]methyl]-7H-pyrrolo[3, 2-f]quinazoline-1,3-diamine
InChi Key
AVXQPEKZIGPIJW-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H25N5/c1-14(2)16-5-3-15(4-6-16)13-28-12-11-18-20(28)10-9-19-21(18)22(24)27-23(26-19)25-17-7-8-17/h3-6,9-12,14,17H,7-8,13H2,1-2H3,(H3,24,25,26,27)
SMILES Code
NC1=C2C3=C(N(CC4=CC=C(C(C)C)C=C4)C=C3)C=CC2=NC(NC5CC5)=N1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 371.49 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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Strande JL, Hsu A, Su J, Fu X, Gross GJ, Baker JE. SCH 79797, a selective PAR1 antagonist, limits myocardial ischemia/reperfusion injury in rat hearts. Basic Res Cardiol. 2007 Jul;102(4):350-8. Epub 2007 Apr 30. PubMed PMID: 17468933; PubMed Central PMCID: PMC3942648. 2: Ahn HS, Foster C, Boykow G, Stamford A, Manna M, Graziano M. 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. 2000 Nov 15;60(10):1425-34. PubMed PMID: 11020444. 3: Mohamed OY, Al-Masri AA, El Eter EA, Lateef R. SCH 79797, a selective PAR1 antagonist, protects against ischemia/reperfusion-induced arrhythmias in the rat hearts. Eur Rev Med Pharmacol Sci. 2016 Nov;20(22):4796-4800. PubMed PMID: 27906419. 4: Ge S, Li T, Yao Q, Yan H, Huiyun Z, Zheng Y, Zhang B, He S. Expression of proteinase-activated receptor (PAR)-2 in monocytes from allergic patients and potential molecular mechanism. Cell Biol Toxicol. 2016 Dec;32(6):529-542. Epub 2016 Jul 16. PubMed PMID: 27423452. 5: Lekic T, Krafft PR, Klebe D, Flores J, Rolland WB, Tang J, Zhang JH. PAR-1, -4, and the mTOR Pathway Following Germinal Matrix Hemorrhage. Acta Neurochir Suppl. 2016;121:213-6. doi: 10.1007/978-3-319-18497-5_38. PubMed PMID: 26463951. 6: Chu LX, Zhou SX, Yang F, Qin YQ, Liang ZS, Mo CG, Wang XD, Xie J, He LP. Pravastatin and C reactive protein modulate protease- activated receptor-1 expression in vitro blood platelets. Cell Mol Biol (Noisy-le-grand). 2016 Feb 29;62(2):75-80. PubMed PMID: 26950455. 7: Mao X, Del Bigio MR. Interference with protease-activated receptor 1 does not reduce damage to subventricular zone cells of immature rodent brain following exposure to blood or blood plasma. J Negat Results Biomed. 2015 Feb 4;14:3. doi: 10.1186/s12952-014-0022-4. PubMed PMID: 25649264; PubMed Central PMCID: PMC4327806. 8: Tillery LC, Epperson TA, Eguchi S, Motley ED. Featured Article: Differential regulation of endothelial nitric oxide synthase phosphorylation by protease-activated receptors in adult human endothelial cells. Exp Biol Med (Maywood). 2016 Mar;241(6):569-80. doi: 10.1177/1535370215622584. Epub 2016 Jan 4. PubMed PMID: 26729042; PubMed Central PMCID: PMC4950326. 9: Lekic T, Krafft PR, Klebe D, Rolland WB, Flores J, Tang J, Zhang JH. Cyclooxygenase-2 Inhibition Provides Lasting Protection Following Germinal Matrix Hemorrhage in Premature Infant Rats. Acta Neurochir Suppl. 2016;121:203-7. doi: 10.1007/978-3-319-18497-5_36. PubMed PMID: 26463949. 10: Tripathi T, Abdi M, Alizadeh H. 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. 2014 May 29;55(6):3912-21. doi: 10.1167/iovs.14-14486. PubMed PMID: 24876278; PubMed Central PMCID: PMC4068865. 11: Makarova AM, Gorbacheva LR, Savinkova IV, Mikhailova AG, Rumsh LD, Pinelis VG, Strukova SM. Effect of enteropeptidase on survival of cultured hippocampal neurons under conditions of glutamate toxicity. Biochemistry (Mosc). 2010 Sep;75(9):1153-9. PubMed PMID: 21077835. 12: Gong JH, Cho IH, Shin D, Han SY, Park SH, Kang YH. Inhibition of airway epithelial-to-mesenchymal transition and fibrosis by kaempferol in endotoxin-induced epithelial cells and ovalbumin-sensitized mice. Lab Invest. 2014 Mar;94(3):297-308. doi: 10.1038/labinvest.2013.137. Epub 2013 Dec 30. PubMed PMID: 24378645. 13: Yang H, Li T, Wei J, Zhang H, He S. Induction of tumor necrosis factor (TNF) release from subtypes of T cells by agonists of proteinase activated receptors. Mediators Inflamm. 2013;2013:165453. doi: 10.1155/2013/165453. Epub 2013 Dec 16. PubMed PMID: 24453410; PubMed Central PMCID: PMC3876890. 14: Jiang L, Xu C, Yu S, Liu P, Luo D, Zhou Q, Gao C, Hu H. A critical role of thrombin/PAR-1 in ADP-induced platelet secretion and the second wave of aggregation. J Thromb Haemost. 2013 May;11(5):930-40. doi: 10.1111/jth.12168. PubMed PMID: 23406164. 15: Gobbetti T, Cenac N, Motta JP, Rolland C, Martin L, Andrade-Gordon P, Steinhoff M, Barocelli E, Vergnolle N. Serine protease inhibition reduces post-ischemic granulocyte recruitment in mouse intestine. Am J Pathol. 2012 Jan;180(1):141-52. doi: 10.1016/j.ajpath.2011.09.031. Epub 2011 Nov 7. PubMed PMID: 22067907. 16: Wu CC, Wang WY, Wei CK, Teng CM. Combined blockade of thrombin anion binding exosite-1 and PAR4 produces synergistic antiplatelet effect in human platelets. Thromb Haemost. 2011 Jan;105(1):88-95. doi: 10.1160/TH10-05-0305. Epub 2010 Nov 5. PubMed PMID: 21057701. 17: Harper MT, Poole AW. PKC inhibition markedly enhances Ca2+ signaling and phosphatidylserine exposure downstream of protease-activated receptor-1 but not protease-activated receptor-4 in human platelets. J Thromb Haemost. 2011 Aug;9(8):1599-607. doi: 10.1111/j.1538-7836.2011.04393.x. PubMed PMID: 21649850. 18: Watts VL, Motley ED. Role of protease-activated receptor-1 in endothelial nitric oxide synthase-Thr495 phosphorylation. Exp Biol Med (Maywood). 2009 Feb;234(2):132-9. doi: 10.3181/0807-RM-233. Epub 2008 Dec 8. PubMed PMID: 19064940. 19: Gluck N, Schwob O, Krimsky M, Yedgar S. Activation of cytosolic phospholipase A2 and fatty acid transacylase is essential but not sufficient for thrombin-induced smooth muscle cell proliferation. Am J Physiol Cell Physiol. 2008 Jun;294(6):C1597-603. doi: 10.1152/ajpcell.00206.2007. Epub 2008 Apr 2. PubMed PMID: 18385289. 20: Choi MS, Kim YE, Lee WJ, Choi JW, Park GH, Kim SD, Jeon SJ, Go HS, Shin SM, Kim WK, Shin CY, Ko KH. Activation of protease-activated receptor1 mediates induction of matrix metalloproteinase-9 by thrombin in rat primary astrocytes. Brain Res Bull. 2008 Jul 1;76(4):368-75. doi: 10.1016/j.brainresbull.2008.02.031. Epub 2008 Mar 17. PubMed PMID: 18502312.