SCH79797 dihydrochloride - ≥98% , CAS No.1216720-69-2

CAS: 1216720-69-2 Cat. No.: S274814 Molecular Weight: 444.41 PubChem CID: 45073452

GRADE & PURITY ≥98%

Synonyms

N*3*-Cyclopropyl-7-(4-isopropyl-benzyl)-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine dihydrochloride | SCH 79797 2HCl;SCH-79797; SCH 79797; SCH79797 | SCHEMBL17261836 | E98737 | 3-N-cyclopropyl-7-[(4-propan-2-ylphenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diam

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

SCH79797 dihydrochloride is a highly potent, selective nonpeptide protease activated receptor 1 (PAR1) antagonist. SCH79797 dihydrochloride inhibits binding of a high-affinity thrombin receptor-activating peptide to PAR1 with an IC50 of 70 nM and a Ki of 35 nM. SCH79797 dihydrochloride inhibits thrombin-induced platelet aggregation with an IC50 of 3 μM. SCH79797 dihydrochloride has antiproliferative and pro-apoptotic effects, and limits myocardial ischemia/reperfusion injury in rat hearts. SCH79797 dihydrochloride also potently prevents PAR1 activation in vascular smooth muscle cells, endothelial cells, and astrocytes.

Specifications

Synonyms

N*3*-Cyclopropyl-7-(4-isopropyl-benzyl)-7H-pyrrolo[3, 2-f]quinazoline-1, 3-diamine dihydrochloride | SCH 79797 2HCl;SCH-79797; SCH 79797; SCH79797 | SCHEMBL17261836 | E98737 | 3-N-cyclopropyl-7-[(4-propan-2-ylphenyl)methyl]pyrrolo[3, 2-f]quinazoline-1, 3-diam

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent and selective non-peptide Proteinase-Activated Receptor-1 (PAR 1 ) antagonist (IC 50 = 70 nM). Protects against ischemic injury. Additionally induces apoptosis and inhibits cell proliferation.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504770535
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770535
• Canonical Smiles: CC(C)C1=CC=C(C=C1)CN2C=CC3=C2C=CC4=C3C(=NC(=N4)NC5CC5)N.Cl.Cl
• IUPAC Name: 3-N-cyclopropyl-7-[(4-propan-2-ylphenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diamine;dihydrochloride
• InChIKey: NNJTXSQXGHYXAJ-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC(C)C1=CC=C(C=C1)CN2C=CC3=C2C=CC4=C3C(=NC(=N4)NC5CC5)N.Cl.Cl
• PubChem CID: 45073452
• Molecular Weight: 444.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines
        • Level5 Quinazolines
          • Level6 Quinazolinamines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Quinazolines
• Direct Parent: Quinazolinamines
• Alternative Parents: N-alkylindoles Aromatic monoterpenoids Phenylpropanes Indoles Cumenes Aminopyrimidines and derivatives Substituted pyrroles Imidolactams Heteroaromatic compounds Azacyclic compounds Primary amines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinazolinamine - N-alkylindole - P-cymene - Aromatic monoterpenoid - Monoterpenoid - Cumene - Indole - Indole or derivatives - Phenylpropane - Aminopyrimidine - Monocyclic benzene moiety - Imidolactam - Benzenoid - Substituted pyrrole - Pyrimidine - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Hydrochloride - Amine - Organonitrogen compound - Hydrocarbon derivative - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 50 mM and in ethanol to 10 mM
• Sensitivity: Moisture sensitive
• Molecular Weight: 444.400 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 443.164 Da
• Monoisotopic Mass: 443.164 Da
• Topological Polar Surface Area: 68.800 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 527.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

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