TAK-659 HCl

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WARNING: This product is for research use only, not for human or veterinary use.

Description:TAK-659 is an inhibitor of spleen tyrosine kinase (syk), with potential anti-inflammatory, immunomodulating, and antineoplastic activities. Spleen tyrosine kinase inhibitor TAK-659 may inhibit the activity of syk, which abrogates downstream B-cell receptor (BCR) signaling and leads to an inhibition of B-cell activation, chemotaxis, adhesion and proliferation. Note: TAK-659free base is less stable. This product is supplied as dihydrochloride form.

Price and Availability

TAK-659 dihydrochloride, purity > 98%, is in stock. The same day shipping out after order is received.

Chemical Structure

Theoretical Analysis

MedKoo Cat#: 206169Name: TAK-659 HClCAS#: 1312691-41-0 (2HCl)Chemical Formula: C17H23Cl2FN6OExact Mass: Molecular Weight: 417.3104Elemental Analysis: C, 48.93; H, 5.56; Cl, 16.99; F, 4.55; N, 20.14; O, 3.83

Related CAS #:1312691-41-0 (2HCl)1952251-28-3 (HCl)1312691-33-0 (free base)

Synonym:TAK659, TAK-659, TAK 659, TAK-659 HCl, TAK659 dihydrochloride

IUPAC/Chemical Name:6-(((1R,2S)-2-aminocyclohexyl)amino)-7-fluoro-4-(1-methyl-1H-pyrazol-4-yl)-1,2-dihydro-3H-pyrrolo[3,4-c]pyridin-3-one dihydrochloride

InChi Key:BZSLKYUVNSVQRA-UVDYRLMLSA-N

InChi Code:InChI=1S/C17H21FN6O.2ClH/c1-24-8-9(6-21-24)15-13-10(7-20-17(13)25)14(18)16(23-15)22-12-5-3-2-4-11(12)19;;/h6,8,11-12H,2-5,7,19H2,1H3,(H,20,25)(H,22,23);2*1H/t11-,12+;;/m0../s1

SMILES Code:O=C1NCC2=C1C(C3=CN(C)N=C3)=NC(N[C@H]4[C@@H](N)CCCC4)=C2F.[H]Cl.[H]Cl

Technical Data

References

1: Purroy N, Carabia J, Abrisqueta P, Egia L, Aguiló M, Carpio C, Palacio C, Crespo M, Bosch F. Inhibition of BCR signaling using the Syk inhibitor TAK-659 prevents stroma-mediated signaling in chronic lymphocytic leukemia cells. Oncotarget. 2016 Nov 24. doi: 10.18632/oncotarget.13557. [Epub ahead of print] PubMed PMID: 27888629.

2: Lam B, Arikawa Y, Cramlett J, Dong Q, de Jong R, Feher V, Grimshaw CE, Farrell PJ, Hoffman ID, Jennings A, Jones B, Matuszkiewicz J, Miura J, Miyake H, Natala SR, Shi L, Takahashi M, Taylor E, Wyrick C, Yano J, Zalevsky J, Nie Z. Discoveryof TAK-659 an orally available investigational inhibitor of Spleen Tyrosine Kinase (SYK). Bioorg Med Chem Lett. 2016 Dec 15;26(24):5947-5950. doi: 10.1016/j.bmcl.2016.10.087. PubMed PMID: 27839918.

3. Preparation of fused heteroaromatic pyrrolidinones as SYK inhibitors for treating immune and inflammatory disorders.By Arikawa, Yasuyoshi; Dong, Qing; Feher, Victoria; Jones, Benjamin; Lam, Betty; Nie, Zhe; Smith, Christopher; Takahashi, Masashi. From U.S. Pat. Appl. Publ. (2011), US 20110152273 A1 20110623.