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Submit ReviewCP 690550 citrate
Description: Potent JAK inhibitor
Alternative Names: Tofacitinib citrate
Chemical Name: (3R,4R)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile citrate
Purity: ≥99% (HPLC)
Biological Activity for CP 690550 citrate
CP 690550 citrate is a potent JAK inhibitor (IC50 values are 1, 20, and 112 nM for JAK3, JAK2 and JAK1 respectively). Orally active immunosuppressant; exhibits efficacy in rodent rheumatoid arthritis models.
Licensing Information
Sold for research purposes under agreement from Pfizer Inc.
External Portal Information for CP 690550 citrate
Chemicalprobes.org is a portal that offers independent guidance on the selection and/or application of small molecules for research. The use of CP 690550 (Tofacitinib) is reviewed on the chemical probes website.
Compound Libraries for CP 690550 citrate
CP 690550 citrate is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Kinase Inhibitor Library, Tocriscreen Antiviral Library, Tocriscreen Epigenetics Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for CP 690550 citrate
| M. Wt | 504.49 |
| Formula | C16H20N6O.C6H8O7 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 540737-29-9 |
| PubChem ID | 10174505 |
| InChI Key | SYIKUFDOYJFGBQ-YLAFAASESA-N |
| Smiles | C[C@H]1[C@@H](N(C2=NC=NC3=C2C=CN3)C)CN(C(CC#N)=O)CC1.OC(CC(O)=O)(C(O)=O)CC(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for CP 690550 citrate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 50.45 | 100 |
Preparing Stock Solutions for CP 690550 citrate
The following data is based on the product molecular weight 504.49. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.98 mL | 9.91 mL | 19.82 mL |
| 5 mM | 0.4 mL | 1.98 mL | 3.96 mL |
| 10 mM | 0.2 mL | 0.99 mL | 1.98 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.4 mL |
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Product Datasheets for CP 690550 citrate
References for CP 690550 citrate
References are publications that support the biological activity of the product.
Jiang et al (2008) Examining the chirality, conformation and selective kinase inhibition of 3-((3R,4R)-4-methyl-3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)-3-oxopropanenitrile (CP-690,550). J.Med.Chem. 51 8012 PMID: 19053756
Flanagan et al (2010) Discovery of CP-690,550: a potent and selective Janus kinase (JAK) inhibitor for the treatment of autoimmune diseases and organ transplant rejection. J.Med.Chem. 53 8468 PMID: 21105711
Dowty et al (2013) Preclinical to clinical translation of tofacitinib, a Janus kinase inhibitor, in rheumatoid arthritis. J.Pharmacol.Exp.Ther. 348 165 PMID: 24218541
If you know of a relevant reference for CP 690550 citrate, please let us know.
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Keywords: CP 690550 citrate, CP 690550 citrate supplier, CP690550, immunosuppressants, autoimmune, antirheumatics, rheumatoid, arthritis, pfizer, JAK, janus, kinase, JAK1, JAK2, JAK3, inhibitors, inhibits, Tofacitinib, citrate, Kinase, 4556, Tocris Bioscience
6 Citations for CP 690550 citrate
Citations are publications that use Tocris products. Selected citations for CP 690550 citrate include:
Chin Wai et al (2022) Interleukins 4 and 21 Protect Anti-IgM Induced Cell Death in Ramos B Cells: Implication for Autoimmune Diseases. Front Immunol 13 919854 PMID: 35911775
Tetsuro et al (2020) Targeted therapy guided by single-cell transcriptomic analysis in drug-induced hypersensitivity syndrome: a case report. Nat Med 26 236-243 PMID: 31959990
Yu et al (2017) PLCγ-dependent mTOR signalling controls IL-7-mediated early B cell development. Nat Commun 8 1457 PMID: 29133930
Zhu et al (2015) Adenosine 5'-monophosphate-activated protein kinase regulates IL-10-mediated anti-inflammatory signaling pathways in macrophages. Nat Commun 194 584 PMID: 25512602
Tactacan et al (2015) The pseudokinase SgK223 promotes invasion of pancreatic ductal epithelial cells through JAK1/Stat3 signaling. Mol Cancer 14 139 PMID: 26215634
Eun-Kyoung et al (2017) The Peptidylarginine Deiminase Inhibitor Cl-Amidine Suppresses Inducible Nitric Oxide Synthase Expression in Dendritic Cells. Int J Mol Sci 18 PMID: 29077055
Do you know of a great paper that uses CP 690550 citrate from Tocris? Please let us know.
Reviews for CP 690550 citrate
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Worked for cytokine Elisa analysis.
By
Scott Scarneo on 02/06/2019
Assay Type: Ex Vivo
Species: Human
Cell Line/Tissue: RA FLS
Used for RA FLS Cytokine production of IL-6.
Pathways for CP 690550 citrate
