PZ0017

Tofacitinib citrate

≥98% (HPLC), powder, JAK3 inhibitor

• Sinónimos: (3R,4R)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile citrate salt, 3-[(3R,4R)-4-Methyl-3-[methyl-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]-3-oxopropanenitrile citrate salt, CP-690550-10, Tasocitinib citrate salt
• Fórmula empírica (notación de Hill): C₁₆H₂₀N₆O · C₆H₈O₇
• Número de CAS: 540737-29-9
• Peso molecular: 504.49
• MDL number: MFCD11616529
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823686
• NACRES: NA.77

Propiedades

• Nombre del producto: Tofacitinib citrate, ≥98% (HPLC)
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 5 mg/mL (clear solution; warmed)
• storage temp.: room temp
• SMILES string: OC(=O)CC(O)(CC(O)=O)C(O)=O.C[C@@H]1CCN(C[C@@H]1N(C)c2ncnc3[nH]ccc23)C(=O)CC#N
• InChI: 1S/C16H20N6O.C6H8O7/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t11-,13+;/m1./s1
• InChI key: SYIKUFDOYJFGBQ-YLAFAASESA-N
• Gene Information: human ... JAK1(3716) , JAK2(3717) , JAK3(3718) , TYK2(7297)

Descripción

General description

Tofacitinib is a synthetic molecule corresponding to a molecular weight of 312.4 Da and is permeable by transcellular diffusion.

Application

Tofacitinib citrate has been used:

• as a ligand for human serum albumin in fluorescence quenching, dynamic light scattering (DLS) measurements, differential scanning calorimetry and molecular docking studies
• as a medium supplement for full depth articular cartilage (FDC) explants to monitor cytokine-induced proteoglycan loss
• as a Janus kinase inhibitor in MCF7 breast cancer cells

Biochem/physiol Actions

Tofacitinib is a potent inhibitor of Janus kinase 3 (JAK3) with some JAK-1 inhibitory activity as well. It blocks downstream STAT signaling resulting in potent inhibition of inflammatory cytokines with resultant immunosuppressive and anti-inflammatory activity. Tofacitinib is being investigated for for several autoimmune disorders including, rheumatoid arthritis, psoriasis and dry eye.

Tofacitinib is a potent inhibitor of Janus kinase 3 (JAK3).

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

Tofacitinib has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the Tofacitinib probe summary on the Chemical Probes Portal website.

Información de seguridad

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H361fd
• pcodes: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable