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CP 690,550

Item № 11598
CAS № 540737-29-9
Purity ≥98%
product image
                (CAS 540737-29-9)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $55.00 0.00
     10 mg $99.00 0.00
     25 mg $193.00 0.00
     50 mg $275.00 0.00

Pricing updated 2019-04-24. Prices are subject to change without notice.

Description
Synonyms
  • Tofacitinib citrate

CP 690,550 is a potent, cell-permeable inhibitor of all JAK isoforms (IC50s = 6.1, 12, and 8 nM for JAK1, JAK2, and JAK3, respectively).1 It is selective for JAK1-3 over ROCK-II and Lck (IC50s = 3,400 and 3,870 nM, respectively) as well as 28 additional kinases in enzyme assays (IC50s = >10,000 nM). It inhibits IL-2-mediated phosphorylation of JAK3 and STAT5 when used at a concentration of 30 ng/ml.2 CP 690,550 prevents rejection and prolongs survival in murine and cynomolgus monkey models of heterotopic heart and kidney transplantation, respectively. Formulations containing CP 690,550 have been used in the prevention of organ allograft rejection as well as in the treatment of the inflammatory or autoimmune components of a host of diseases, including rheumatoid arthritis and ulcerative colitis.2,3,4,5

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Technical Information
Formal Name
2-hydroxy-1,2,3-propanetricarboxylate-4-methyl-3R-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4R-ylamino)-β-oxo-1-piperidinepropanenitrile
CAS Number
540737-29-9
Synonyms
  • Tofacitinib citrate
Molecular Formula
C16H20N6O • C6H8O7
Formula Weight
504.5
Purity
≥98%
Formulation
A crystalline solid
λmax
216, 287 nm
SMILES
O=C(CC#N)N1CC[C@@H](C)[C@@H](N(C)C2=NC=NC3=C2C=CN3)C1.OC(CC(O)=O)(C(O)=O)CC(O)=O
InChI Code
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Haan, C., Rolvering, C., Raulf, F., et al. Jak1 has a dominant role over Jak3 in signal transduction through γc-containing cytokine receptors Chem. Biol. 18(3), 314-323 (2011).

2. Changelian, P.S., Flanagan, M.E., Ball, D.J., et al. Prevention of organ allograft rejection by a specific Janus kinase 3 inhibitor Science 302(5646), 875-878 (2003).

3. Flanagan, M.E., Blumenkopf, T.A., Brissette, W.H., et al. 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(24), 8468-8484 (2010).

4. Cutolo, M. The kinase inhibitor tofacitinib in patients with rheumatoid arthritis: Latest findings and clinical potential Ther. Adv. Musculoskelet. Dis. 5(1), 3-11 (2013).

5. Sandborn, W.J., Ghosh, S., Panes, J., et al. Tofacitinib, an oral Janus kinase inhibitor, in active ulcerative colitis N. Engl. J. Med. 367(7), 616-624 (2012).

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