LDN 193189 dihydrochloride - ≥98%(HPLC) , CAS No.1435934-00-1

CAS: 1435934-00-1 Cat. No.: L287646 Molecular Weight: 479.4 PubChem CID: 91900717

GRADE & PURITY ≥98%(HPLC)

Synonyms

4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline dihydrochloride | DM-3189 2HCl

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1, 5-a]pyrimidin-3-yl]quinoline dihydrochloride | DM-3189 2HCl

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

Potent and selective ALK2 and ALK3 inhibitor (IC50values are 5 and 30 nM, respectively); inhibits BMP4-mediated Smad1/5/8 activation. Exhibits >200-fold selectivity for BMP signaling over TGF-βsignaling. Also exhibits selectivity over AMPK, PDGFR and MAPK

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488202540
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202540
• Canonical Smiles: C1CN(CCN1)C2=CC=C(C=C2)C3=CN4C(=C(C=N4)C5=CC=NC6=CC=CC=C56)N=C3.Cl.Cl
• IUPAC Name: 4-[6-(4-piperazin-1-ylphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline;dihydrochloride
• InChIKey: CMQXLLAILGGLRV-UHFFFAOYSA-N
• INCHI: 1S/C25H22N6.2ClH/c1-2-4-24-22(3-1)21(9-10-27-24)23-16-29-31-17-19(15-28-25(23)31)18-5-7-20(8-6-18)30-13-11-26-12-14-30;;/h1-10,15-17,26H,11-14H2;2*1H
• Isomeric SMILES: C1CN(CCN1)C2=CC=C(C=C2)C3=CN4C(=C(C=N4)C5=CC=NC6=CC=CC=C56)N=C3.Cl.Cl
• PubChem CID: 91900717
• Molecular Weight: 479.4

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrimidines
• Alternative Parents: Phenylpiperazines N-arylpiperazines Quinolines and derivatives Pyrazolo[1,5-a]pyrimidines Dialkylarylamines Aniline and substituted anilines Pyridines and derivatives Pyrazoles Heteroaromatic compounds Dialkylamines Azacyclic compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylpiperazine - 5-phenylpyrimidine - N-arylpiperazine - Quinoline - Pyrazolo[1,5-a]pyrimidine - Pyrazolopyrimidine - Tertiary aliphatic/aromatic amine - Aniline or substituted anilines - Dialkylarylamine - Benzenoid - Monocyclic benzene moiety - 1,4-diazinane - Pyridine - Piperazine - Azole - Heteroaromatic compound - Pyrazole - Tertiary amine - Secondary amine - Secondary aliphatic amine - Azacycle - Amine - Hydrochloride - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• 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: Solvent:water, Max Conc. mg/mL: 23.97, Max Conc. mM: 50; Solvent:DMSO, Max Conc. mg/mL: 9.59, Max Conc. mM: 20
• Molecular Weight: 479.400 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 478.144 Da
• Monoisotopic Mass: 478.144 Da
• Topological Polar Surface Area: 58.400 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 587.000
• 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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