Synonym
SCH-79797 2HCl; SCH 79797 2HCl; SCH79797 2HCl; SCH-79797 dihydrochloride; SCH 79797 dihydrochloride; SCH79797 dihydrochloride
IUPAC/Chemical Name
3-N-cyclopropyl-7-[(4-propan-2-ylphenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diamine;dihydrochloride
InChi Key
NNJTXSQXGHYXAJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H25N5.2ClH/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);2*1H
SMILES Code
NC1=NC(NC2CC2)=NC3=CC=C(N(CC4=CC=C(C(C)C)C=C4)C=C5)C5=C31.Cl.Cl
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 and ethanol
Shelf Life
>3 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
Biological target:
SCH 79797 2HCl inhibits the binding of a high-affinity thrombin receptor-activating peptide to PAR1 with an IC50 of 70 nM and a Ki of 35 nM. SCH 79797 2HCl inhibits thrombin-induced platelet aggregation with an IC50 of 3 μM. SCH 79797 2HCl limits myocardial ischemia/reperfusion injury in rat hearts and potently prevents PAR1 activation in vascular smooth muscle cells, endothelial cells, and astrocytes.
In vitro activity:
In this study, SCH 79797 had an anti-biofilm effect and showed application prospects in the control of dental caries. After SCH 79797 treatment, Streptococcus mutans biofilm formation was significantly suppressed. Virulence factors, including extracellular polysaccharides and acid production, were significantly inhibited by SCH 79797. SCH 79797 also affected bacterial acid production and tolerance, polysaccharide synthesis and remodeling, biofilm formation, and quorum sensing-related gene expression.
Reference: J Oral Microbiol. 2022 Apr 18;14(1):2061113. https://pubmed.ncbi.nlm.nih.gov/35480051/
In vivo activity:
SCH 79797 2HCl induced an antiarrhythmic effect in the anesthetized male Wistar rats. SCH 79797 2HCl reduced the number of premature contractions, prevalence and duration of ventricular tachycardia, and prevalence and duration of ventricular fibrillation during both the ischemic and reperfusion periods in a dose-dependent manner.
Reference: Eur Rev Med Pharmacol Sci. 2016 Nov;20(22):4796-4800. https://pubmed.ncbi.nlm.nih.gov/27906419/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
22.0 |
49.50 |
| Ethanol |
11.0 |
24.75 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
444.40
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 |
| 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 |
Formulation protocol:
1. Zhang L, Shen Y, Qiu L, Yu F, Hu X, Wang M, Sun Y, Pan Y, Zhang K. The suppression effect of SCH-79797 on Streptococcus mutans biofilm formation. J Oral Microbiol. 2022 Apr 18;14(1):2061113. doi: 10.1080/20002297.2022.2061113. PMID: 35480051; PMCID: PMC9037171.
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. doi: 10.1016/s0006-2952(00)00460-3. PMID: 11020444.
3. Krämer TJ, Sakas W, Jussen D, Krenzlin H, Kempski O, Alessandri B. Thrombin contributes to the injury development and neurological deficit after acute subdural hemorrhage in rats only in collaboration with additional blood-derived factors. BMC Neurosci. 2018 Dec 27;19(1):81. doi: 10.1186/s12868-018-0481-5. PMID: 30591020; PMCID: PMC6307215.
4. 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. PMID: 27906419.
In vitro protocol:
1. Zhang L, Shen Y, Qiu L, Yu F, Hu X, Wang M, Sun Y, Pan Y, Zhang K. The suppression effect of SCH-79797 on Streptococcus mutans biofilm formation. J Oral Microbiol. 2022 Apr 18;14(1):2061113. doi: 10.1080/20002297.2022.2061113. PMID: 35480051; PMCID: PMC9037171.
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. doi: 10.1016/s0006-2952(00)00460-3. PMID: 11020444.
In vivo protocol:
1. Krämer TJ, Sakas W, Jussen D, Krenzlin H, Kempski O, Alessandri B. Thrombin contributes to the injury development and neurological deficit after acute subdural hemorrhage in rats only in collaboration with additional blood-derived factors. BMC Neurosci. 2018 Dec 27;19(1):81. doi: 10.1186/s12868-018-0481-5. PMID: 30591020; PMCID: PMC6307215.
2. 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. PMID: 27906419.
1. Ahn, H.S., Arik, L., Boykow, G., et al. Structure-activity relationships of pyrroloquinazolines as thrombin receptor antagonists. Bioorganic & Medicinal Chemistry Letters 9(14), 2073-2078 (1999).
2. Ahn, H.S., Foster, C., Boykow, G., et al. 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. Biochemical Pharmacology 60(10), 1425-1434 (2000).
3. Lidington, E.A., Steinberg, R., Kinderlerer, A.R., et al. A role for proteinase-activated receptor 2 and PKC-ε in thrombin-mediated induction of decay-accelerating factor on human endothelial cells. American Journal of Physiology.Cell Physiology 289(6), 1437-1447 (2005).
