PZ0017

Tofacitinib citrate

≥98% (HPLC), powder, JAK3 inhibitor

• Synonyme(s) : (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
• Formule empirique (notation de Hill): C₁₆H₂₀N₆O · C₆H₈O₇
• Numéro CAS: 540737-29-9
• Poids moléculaire : 504.49
• Numéro MDL: MFCD11616529
• Code UNSPSC : 12352200
• ID de substance PubChem : 329823686
• Nomenclature NACRES : NA.77

Propriétés

• product name: Tofacitinib citrate, ≥98% (HPLC)
• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: powder
• Couleur: white to beige
• Solubilité: DMSO: 5 mg/mL (clear solution; warmed)
• Température de stockage: room temp
• Chaîne SMILES: 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
• Clé InChI: SYIKUFDOYJFGBQ-YLAFAASESA-N
• Informations sur le gène: human ... JAK1(3716) , JAK2(3717) , JAK3(3718) , TYK2(7297)

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Autres remarques

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.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302,H361fd
• Conseils de prudence: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Classification des risques: Acute Tox. 4 Oral - Repr. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable