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Merck
CN

SML1939

SCH 79797 hydrochloride

≥98% (HPLC)

Synonym(s):

N3-Cyclopropyl-7-(4-isopropylbenzyl)-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine hydrochloride, N3-Cyclopropyl-7-[[4-(1-methylethyl)phenyl]methyl]-7H-Pyrrolo[3,2-f]quinazoline-1,3-diamine hydrochloride, SCH79797 xHCl

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About This Item

Empirical Formula (Hill Notation):
C23H25N5 · xHCl
CAS Number:
245520-69-8
Molecular Weight:
371.48 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

Cl.Cl.[n]2(c3c(c4c(nc(nc4N)NC5CC5)cc3)cc2)Cc1ccc(cc1)C(C)C

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

InChI key

NNJTXSQXGHYXAJ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to light brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

A high affinity non-peptide PAR-1-selective antagonist that inhibits PAR-1-mediated physiological and pathological processes both in vitro and in vivo.
SCH 79797 aids protection during ischemic injury. During subarachnoid hemorrhage (SAH), it plays a key role in the maintenance of microvascular integrity. SCH 79797 also elicits pro‐apoptotic and antiproliferative effects.
SCH 79797 is a nonpeptidic antagonist that targets protease activated receptor-1 (PAR-1) with high affinity (IC50 = 70 nM against 10 nM haTRAP in competitive binding assay; Ki = 35 nM) and selectively inhibits PAR-1 agonists-induced human platelet aggregation (IC50 = 300 nM and 3 μM against 300 nM haTRAP and 0.1 U/mL α-thrombin, respectively), while exhibiting little potency against platelet aggregation induced by ADP, collagen, or PAR-4 agonist γ-thrombin. SCH-79797 is shown to display neuroprotective and antiepileptogenic efficacy in a rat model of lithium/pilocarpine-induced status epilepticus (SE) in vivo (25 μg/kg via daily i.p. 20-30 min after SE termination).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000173215
0000173214
0000161696
0000173215
0000173214

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SCH 79797, a selective PAR1 antagonist, protects against ischemia/reperfusion-induced arrhythmias in the rat hearts
Mohamed OY, et al.
European Review for Medical and Pharmacological Sciences, 20(22), 4796-4800 (2016)
Role of SCH79797 in maintaining vascular integrity in rat model of subarachnoid hemorrhage
Yan J, et al.
Stroke, 44(5), 1410-1417 (2013)
Protease-activated receptor 1-selective antagonist SCH79797 inhibits cell proliferation and induces apoptosis by a protease-activated receptor 1-independent mechanism
Di Serio C, et al.
Basic and Clinical Pharmacology and Toxicology, 101(1), 63-69 (2007)

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