Ruxolitinib, ATP-competitive JAK1/2 inhibitor

Key facts

CAS number

941678-49-5

Purity

>99%

Form

Solid

form

Molecular weight

306.4 Da

Molecular formula

C₁₇H₁₈N₆

PubChem

25126798

Nature

Synthetic

Solubility

Soluble in DMSO to 16 mM

Soluble in ethanol to 32 mM

Biochemical name

Ruxolitinib

Biological description

Potent, selective ATP-competitive Janus-associated kinase 1 and 2 inhibitor (IC₅₀ values of 3.3, 2.8 and 428 nM for JAK1, JAK2 and JAK3 respectively in vitro). Inhibits IL-6 signaling (IC₅₀ = 281nM). Orally bioavailable.

Canonical smiles

C1CCC(C1)C(CC#N)N2C=C(C=N2)C3=C4C=CNC4=NC=N3

Isomeric smiles

C1CCC(C1)[C@@H](CC#N)N2C=C(C=N2)C3=C4C=CNC4=NC=N3

InChi

InChI=1S/C17H18N6/c18-7-5-15(12-3-1-2-4-12)23-10-13(9-22-23)16-14-6-8-19-17(14)21-11-20-16/h6,8-12,15H,1-5H2,(H,19,20,21)/t15-/m1/s1

InChiKey

HFNKQEVNSGCOJV-OAHLLOKOSA-N

IUPAC Name

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile