Dactolisib Tosylate - ≥99% , CAS No.1028385-32-1

CAS: 1028385-32-1 Cat. No.: D647557 Formula: C₃₇H₃₁N₅O₄S Molecular Weight: 641.74 PubChem CID: 49803145

GRADE & PURITY ≥99%

Synonyms

HEXAMETHYLDISILAZANE [MI]|BEZ235 Tosylate|BEZ-235 Tosylate|2-Methyl-2-(4-(3-methyl-2-oxo-8-(quinolin-3-yl)-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile 4-methylbenzenesulfonate|DACTOLISIB TOSILATE [WHO-DD]|Dactolisib TsOH salt|NVP-BEZ 235 Tosylate|BEZ235 (Tosylate);NVP-BEZ 235 (Tosylate)|Dactolisib (Tosylate)|Benzeneacetonitrile, 4-(2,3-dihydro-3-methyl-2-oxo-8-(3-quinolinyl)-1H-imidazo(4,5-c)quinolin-1-yl)-alpha,alpha-dimethyl-, 4-methylbenzenesulfonate (1:1)|Tetrodirect Red 4B|2-Methyl-2-[4-(3-methyl-oxo-8-quinolin-3-yl-2,3-dihydro-imidato[4,5-c]quinolin-1-yl)-phenyl]-propionitrile, w/ p-toluenesulfonate|BENZENEACETONITRILE, 4-(2,3-DIHYDRO-3-METHYL-2-OXO-8-(3-QUINOLINYL)-1H-IMIDAZO(4,5-C)QUINOLIN-1-YL)-.ALPHA.,.ALPHA.-DIMETHYL-, 4-METHYLBENZENESULFONATE (1:1)|Dactolisib tosylate (USAN)|2-methyl-2-[4-(3-methyl-2-oxo-8-quinolin-3-yl-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl)-phenyl]-propionitrile monotosylate|BEZ235 (Tosylate)|NVP-BEZ235 Tosylate|TUR|Dactolisib Tosylate|2-methyl-2-{4-[3-methyl-2-oxo-8-(quinolin-3-yl)-1H,2H,3H-imidazo[4,5-c]quinolin-1-yl]phenyl}propanenitrile; 4-methylbenzene-1-sulfonic acid|Dactolisib tosilate|NVP-BEZ235-ANA|4-methylbenzenesulfonic acid;2-methyl-2-[4-(3-methyl-2-oxo-8-quinolin-3-ylimidazo[4,5-c]quinolin-1-yl)phenyl]propanenitrile|NVP-BEZ235-NX

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Dactolisib Tosylate (BEZ235 Tosylate) is a dual PI3K and mTOR kinase inhibitor with IC 50 values of 4, 75, 7, 5 nM for PI3Kα , β, γ, δ, respectively. Dactolisib Tosylate (BEZ235 Tosylate) inhibits mTORC1 and mTORC2 .

In Vitro

Dactolisib (BEZ235) is an imidazo[4,5-c]quinoline derivative that inhibits PI3K and mTOR kinase activity by binding to the ATP-binding cleft of these enzymes. The IC 50 s for PI3Kα, β, γ, δ are 4, 75, 7, 5 nM, respectively. It is also found to be as active against the mutant PI3Kα E545K or PI3Kα H1047R with IC 50 s of 5.7 and 4.6 nM, respectively. In human tumor cell lines, it is able to effectively and specifically block the dysfunctional activation of the PI3K pathway, inducing G1 arrest. PTEN- cell lines PC3M and U87MG shows a dose-dependent reduction in cell proliferation when treated with increasing concentrations of Dactolisib (BEZ235), with an average GI 50 of 10 to 12 nM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Dactolisib (BEZ235) is well tolerated, displays disease stasis when administered orally, and enhances the efficacy of other anticancer agents. At a dose of 50 mg/kg, Dactolisib (BEZ235) appears rapidly in plasma with a C max of 1.68 μM at 0.5 h and a C 24h of 0.03 μM . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:p110α 4 nM (IC 50 ) p110α-H1047R 4.6 nM (IC 50 ) p110α-E545K 5.7 nM (IC 50 ) p110γ 5 nM (IC 50 ) p110δ 7 nM (IC 50 ) p110β 75 nM (IC 50 ) mTOR 20.7 nM (IC 50 ) mTORC1 mTORC2 Autophagy

Specifications

Synonyms

HEXAMETHYLDISILAZANE [MI] | BEZ235 Tosylate | BEZ-235 Tosylate | 2-Methyl-2-(4-(3-methyl-2-oxo-8-(quinolin-3-yl)-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile 4-methylbenzenesulfonate | DACTOLISIB TOSILATE [WHO-DD] | Dactolisib TsOH salt | NVP-BEZ 235 Tosylate | BEZ235 (Tosylate);NVP-BEZ 235 (Tosylate) | Dactolisib (Tos Show more

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Dactolisib Tosylate (BEZ235 Tosylate) is a dual PI3K and mTOR kinase inhibitor with IC 50 values of 4, 75, 7, 5 nM for PI3Kα , β, γ, δ, respectively. Dactolisib Tosylate (BEZ235 Tosylate) inhibits mTORC1 and mTORC2 .

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

Canonical Smiles

CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3N(C2=O)C)C5=CC6=CC=CC=C6N=C5

IUPAC Name

4-methylbenzenesulfonic acid;2-methyl-2-[4-(3-methyl-2-oxo-8-quinolin-3-ylimidazo[4,5-c]quinolin-1-yl)phenyl]propanenitrile

InChIKey

FWURTHAUPVXZHW-UHFFFAOYSA-N

INCHI

1S/C30H23N5O.C7H8O3S/c1-30(2,18-31)22-9-11-23(12-10-22)35-28-24-15-19(21-14-20-6-4-5-7-25(20)32-16-21)8-13-26(24)33-17-27(28)34(3)29(35)36;1-6-2-4-7(5-3-6)11(8,9)10/h4-17H,1-3H3;2-5H,1H3,(H,8,9,10)

Isomeric SMILES

CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3N(C2=O)C)C5=CC6=CC=CC=C6N=C5

Alternate CAS

1028385-32-1

PubChem CID

49803145

NSC Number

753146

Molecular Weight

641.74

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Phenylquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Phenylquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylquinolines
• Alternative Parents: Imidazoquinolines p-Methylbenzenesulfonates Phenylimidazoles Tosyl compounds Phenylpropanes 1-sulfo,2-unsubstituted aromatic compounds Imidazo-[4,5-c]pyridines Benzenesulfonyl compounds Pyridinones N-substituted imidazoles Sulfonyls Organosulfonic acids Heteroaromatic compounds Ureas Azacyclic compounds Nitriles Hydrocarbon derivatives Organic oxides Organooxygen compounds
• Molecular Framework: Not available
• Substituents: Phenylquinoline - Imidazoquinoline - P-methylbenzenesulfonate - 1-phenylimidazole - Benzenesulfonate - Tosyl compound - Arylsulfonic acid or derivatives - 1-sulfo,2-unsubstituted aromatic compound - Imidazopyridine - Imidazo-[4,5-c]pyridine - Phenylpropane - Benzenesulfonyl group - Pyridinone - Toluene - Pyridine - Benzenoid - N-substituted imidazole - Monocyclic benzene moiety - Azole - Imidazole - Heteroaromatic compound - Sulfonyl - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Urea - Nitrile - Carbonitrile - Azacycle - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Cyanide - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 34 mg/mL (52.98 mM; Need ultrasonic and warming) H2O : <0.1 mg/mL (insoluble)
• Molecular Weight: 641.700 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 641.21 Da
• Monoisotopic Mass: 641.21 Da
• Topological Polar Surface Area: 136.000 Ų
• Heavy Atom Count: 47
• Formal Charge: 0
• Complexity: 1080.000
• 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

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