ACHP - ≥97%(HPLC) , CAS No.406208-42-2

CAS: 406208-42-2 Cat. No.: A288136 Formule: C₂₁H₂₄N₄O₂ Poids moléculaire: 364.44

GRADE & PURITY ≥97%(HPLC)

Synonyms

2-amino-6-(2-(cyclopropylméthoxy)-6-hydroxyphényl)-4-(4-pipéridinyl)-3-pyridine-carbonitrile | 2-amino-6-[2-(cyclopropylméthoxy)-6-hydroxyphényl]-4-pipéridine-4-ylpyridine-3-carbonitrile | 2-Amino-6-[2-(cyclopropylméthoxy)-6-oxo-2,4-cyclohexadiène-1-ylidè

Storage

A l'abri de la lumière,A conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

description du produit

Composé de pipéridinyl-pyridine perméable aux cellules qui agit comme un inhibiteur sélectif de l'activité de IKK-2 (IC50 = 8,5 et 250 nM pour IKK-2 et IKK-1, respectivement) avec peu d'effet sur IKK-3, Syk et MKK4 (IC50 >20 µM). Il présente une bonne solubilité aqueuse (0,12 mg/ml dans un tampon isotonique à pH 7,4) et une activité puissante dans divers essais cellulaires in vitro (IC50<150 nM). La biodisponibilité orale a été démontrée à la fois chez les rats et les souris (BA = 60 % et 16 %, respectivement) et inhibe efficacement le gonflement induit par l'acide arachidonique dans un modèle murin d'œdème de l'oreille in vivo.

Specifications

Synonymes

2-amino-6-(2-(cyclopropylméthoxy)-6-hydroxyphényl)-4-(4-pipéridinyl)-3-pyridine-carbonitrile | 2-amino-6-[2-(cyclopropylméthoxy)-6-hydroxyphényl]-4-pipéridine-4-ylpyridine-3-carbonitrile | 2-Amino-6-[2-(cyclopropylméthoxy)-6-oxo-2,4-cyclohexadiène-1-ylidè

Spécifications et pureté

≥97%(HPLC)

Mécanismes biochimiques et physiologiques

Inhibiteur de la kinase IκB (valeurs IC50 de 8,5 et 250 nM pour IKKβet IKKα respectivement). Sélectif pour IKKαet IKKβ par rapport à IKK3, Syk et MAPKK4 (les valeurs IC50 sont > 20μM). Inhibe l'activité de liaison à l'ADN de NF-κB. Bloque la voie NF-κB da

Conditions de stockage de stockage

A l'abri de la lumière,A conserver à -20°C

Expédié en

Glacière + blocs de glace

Type d'action

INHIBITOR

Pureté

≥97%(HPLC)

Noms et identifiants

• Pubchem Sid: 528763020
• Sourires canoniques: C1CC1COC2=CC=CC(=C2C3=NC(=C(C(=C3)C4CCNCC4)C#N)N)O
• IUPAC Name: 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-ylpyridine-3-carbonitrile
• InChIKey: DYVFBWXIOCLHPP-UHFFFAOYSA-N
• INCHI: 1S/C21H24N4O2/c22-11-16-15(14-6-8-24-9-7-14)10-17(25-21(16)23)20-18(26)2-1-3-19(20)27-12-13-4-5-13/h1-3,10,13-14,24,26H,4-9,12H2,(H2,23,25)
• Isomères SMILES: C1CC1COC2=CC=CC(=C2C3=NC(=C(C(=C3)C4CCNCC4)C#N)N)O
• Poids moléculaire: 364.44
• Reaxy-Rn: 9812205
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9812205&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Pyridines and derivatives
      • Subclass Phenylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Pyridines and derivatives
• Subclass: Phenylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyridines
• Alternative Parents: 3-pyridinecarbonitriles Phenol ethers Phenoxy compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Aminopyridines and derivatives Aralkylamines Imidolactams Piperidines Heteroaromatic compounds Dialkylamines Azacyclic compounds Nitriles Primary amines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2-phenylpyridine - Phenoxy compound - Phenol ether - 3-pyridinecarbonitrile - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Aminopyridine - Phenol - Aralkylamine - Monocyclic benzene moiety - Imidolactam - Benzenoid - Piperidine - Heteroaromatic compound - Secondary aliphatic amine - Ether - Carbonitrile - Nitrile - Azacycle - Secondary amine - Organic oxygen compound - Amine - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Cyanide - Organic nitrogen compound - Primary amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
• 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

Cibles associées (humaines)

IKBKB Tchem Inhibitor of nuclear factor kappa-B kinase subunit beta (1 Activities)

Discover Target: IKBKB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHUK Tchem Inhibitor of nuclear factor kappa B kinase alpha subunit (3170 Activities)

Discover Target: CHUK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IKBKB Tchem Inhibitor of nuclear factor kappa B kinase beta subunit (5554 Activities)

Discover Target: IKBKB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SYK Tclin Tyrosine-protein kinase SYK (7372 Activities)

Discover Target: SYK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IKBKE Tchem Inhibitor of nuclear factor kappa B kinase epsilon subunit (3311 Activities)

Discover Target: IKBKE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HEK293 (82097 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HUVEC (11049 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Jurkat (10389 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-231 (73002 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PBMC (10003 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cibles associées (non humaines)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solvent:DMSO, Max Conc. mg/mL: 7.29, Max Conc. mM: 20
• Sensibilité: Light sensitive
• Poids moléculaire: 364.400 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 364.19 Da
• Monoisotopic Mass: 364.19 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 540.000
• 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: 1