Alectinib (CH5424802) hydrochloride - 2mM in DMSO , EML4-ALK, CAS No.1256589-74-8, EML4-ALK

CAS: 1256589-74-8 Cat. No.: A421078 Peso molecular: 519.09 Número EC: 814-550-1

GRADE & PURITY 2mM in DMSO

Synonyms

9-Ethyl-6,6-dimethyl-8-(4-morpholin-4-ylpiperidin-1-yl)-11-oxo-5H-benzo[B]carbazole-3-carbonitrile,hydrochloride | ALECTINIB HYDROCHLORIDE [WHO-DD] | 5H-BENZO(B)CARBAZOLE-3-CARBONITRILE, 9-ETHYL-6,11-DIHYDRO-6,6-DIMETHYL-8-(4-(4-MORPHOLINYL)-1-PIPERIDINYL

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Alectinib (CH5424802) hydrochloride Alectinib (AF802, CH5424802, RO5424802, RG-7853) is a second generation oral drug that selectively inhibits the activity of anaplastic lymphoma kinase (ALK) tyrosine kinase.

Targets

ALK (Cell-free) 1.9 nM

In vitro

Alectinib inhibits ALK with an IC50 value of 1.9 nmol/L and shows higher selectivity for ALK than for a number of other serine/tyrosine kinases. It also inhibits the ALK gatekeeper mutation L1196M with an IC50 of 1.56 nmol/L. Alectinib is effective with crizotinib-resistant ALK mutations L1196M, F1174L, R1275Q and C1156Y. In the KARPAS-299 (lymphoma), NB-1 (neuroblastoma) and NCI-H2228 (lung cancer) ALK-positive cell lines, alectinib inhibits cell proliferation with IC50 values of 3, 4.5 and 53 nmol/L, respectively.

In vivo

Alectinib dose-dependently inhibits EML4-ALK positive NCI-H2228 xenograft model at doses ranging from 2 to 20 mg/kg p.o., q.d. Significant efficacy is also achieved in the EML4-ALK L1196M-driven tumors. It has antitumor activity against cancers with ALK gene alterations.

Cell Research(from reference)

Cell lines：KB cells 

Concentrations：0.01-100 μM 

Incubation Time：72 h 

Specifications

Sinónimos

9-Ethyl-6, 6-dimethyl-8-(4-morpholin-4-ylpiperidin-1-yl)-11-oxo-5H-benzo[B]carbazole-3-carbonitrile, hydrochloride | ALECTINIB HYDROCHLORIDE [WHO-DD] | 5H-BENZO(B)CARBAZOLE-3-CARBONITRILE, 9-ETHYL-6, 11-DIHYDRO-6, 6-DIMETHYL-8-(4-(4-MORPHOLINYL)-1-PIPERIDINYL

Especificaciones y pureza

2mM in DMSO

Mecanismos bioquímicos y fisiológicos

Alectinib (AF802, CH5424802, RO5424802, RG-7853) is a second generation oral drug that selectively inhibits the activity of anaplastic lymphoma kinase (ALK) tyrosine kinase.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Mecanismo de acción

EML4-ALK

Nombres e identificadores

• Sonrisas canónicas: CCC1=CC2=C(C=C1N3CCC(CC3)N4CCOCC4)C(C5=C(C2=O)C6=C(N5)C=C(C=C6)C#N)(C)C.Cl
• IUPAC Name: 9-ethyl-6,6-dimethyl-8-(4-morpholin-4-ylpiperidin-1-yl)-11-oxo-5H-benzo[b]carbazole-3-carbonitrile;hydrochloride
• InChIKey: GYABBVHSRIHYJR-UHFFFAOYSA-N
• INCHI: 1S/C30H34N4O2.ClH/c1-4-20-16-23-24(17-26(20)34-9-7-21(8-10-34)33-11-13-36-14-12-33)30(2,3)29-27(28(23)35)22-6-5-19(18-31)15-25(22)32-29;/h5-6,15-17,21,32H,4,7-14H2,1-3H3;1H
• Isómeros SMILES: CCC1=CC2=C(C=C1N3CCC(CC3)N4CCOCC4)C(C5=C(C2=O)C6=C(N5)C=C(C=C6)C#N)(C)C.Cl
• Peso molecular: 519.09
• Reaxy-Rn: 23594297
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=23594297&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Indoles and derivatives
      • Subclass Carbazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Indoles and derivatives
• Subclass: Carbazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Carbazoles
• Alternative Parents: Naphthalenes Indoles Aryl ketones Dialkylarylamines Aminopiperidines Morpholines Vinylogous amides Heteroaromatic compounds Pyrroles Trialkylamines Nitriles Oxacyclic compounds Dialkyl ethers Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Carbazole - Naphthalene - Indole - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aryl ketone - 4-aminopiperidine - Morpholine - Oxazinane - Piperidine - Benzenoid - Heteroaromatic compound - Pyrrole - Vinylogous amide - Tertiary amine - Tertiary aliphatic amine - Ketone - Azacycle - Oxacycle - Dialkyl ether - Ether - Nitrile - Carbonitrile - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organopnictogen compound - Organooxygen compound - Amine - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
• External Descriptors: hydrochloride

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

Propiedades químicas y físicas

• Peso molecular: 519.100 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 518.245 Da
• Monoisotopic Mass: 518.245 Da
• Topological Polar Surface Area: 72.400 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 867.000
• 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: 2

XLogP3

Referencias

1. Guo-Xuan Liu, Fan Diao, Guang Lu, Qiang Zheng, Bin Fu, Hua-Chen Jiao, Ke-Zhou Wang, Dong-Hai Liu.  (2025)  Alectinib causes sinus bradycardia by suppressing L-type calcium current in sinus node.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:40118326] [10.1016/j.ejphar.2025.177527]