504433-23-2 Usage
Description
GW-441756 (504433-23-2) is a potent and selective TrkA kinase inhibitor (IC50 = 2 nM).
Uses
GW 441756 is an effective Trk binder, a novel bioactive molecule used in the treatment of neuroblastoma in infants.
Biological Activity
Potent, selective inhibitor of the NGF receptor tyrosine kinase A (TrkA) (IC 50 = 2 nM). Displays > 100-fold selectivity over a range of other kinases.
References
1) Wood et al. (2004) Discovery and in vitro evaluation of potent TrkA kinase inhibitors: oxindole and aza-oxindoles. Bioorg. Med. Chem. Lett. 14 953
2) Takemoto et al. (2015) Neuroprotection elicited by nerve growth factor and brain-derived neurotrophic factor released from astrocytes in response to methylmercury; Environ. Toxicol. Pharmacol. 40 199 [Focus Citation]
Check Digit Verification of cas no
The CAS Registry Mumber 504433-23-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,0,4,4,3 and 3 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 504433-23:
(8*5)+(7*0)+(6*4)+(5*4)+(4*3)+(3*3)+(2*2)+(1*3)=112
112 % 10 = 2
So 504433-23-2 is a valid CAS Registry Number.
InChI:InChI=1/C17H13N3O/c1-20-10-11(12-5-2-3-7-15(12)20)9-13-16-14(19-17(13)21)6-4-8-18-16/h2-10H,1H3,(H,19,21)/b13-9-
504433-23-2Relevant articles and documents
Tandem Horner-Wadsworth-Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: The synthesis of Semaxanib and GW441756
Lubkoll, Jana,Millemaggi, Alessia,Perry, Alexis,Taylor, Richard J.K.
experimental part, p. 6606 - 6612 (2010/10/19)
A tandem sequence involving Horner-Wadsworth-Emmons (HWE) olefination followed by a palladium-catalysed intramolecular Heck reaction has been developed to provide rapid access to 3-alkenyl-oxindoles from α-halo-anilides. This one-pot microwave accelerated process proceeds with catalytic palladium(II) acetate or tetrakis(triphenylphosphine)palladium, and has been used to prepare a range of adducts derived from aromatic, heteroaromatic and aliphatic aldehydes. The procedures can be used to prepare N-unprotected oxindoles directly and the applicability of the process has been established by carrying out one-pot syntheses of Semaxanib, an angiogenesis signalling inhibitor, and GW441756, an aza-oxindole Trk A inhibitor.