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Edicotinib (hydrochloride)

CAT: 0804-HY-109086ASize: 1 EachDry Ice: NoHazardous: No
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Description
Edicotinib hydrochloride is a potent, selective, brain penetrant and orally active colony-stimulating factor-1 receptor (CSF-1R) inhibitor with an IC50 of 3.2 nM. Edicotinib hydrochloride exhibits less inhibitory effects on KIT and FLT3 with IC50 values of 20 nM and 190 nM, respectively[1]. Edicotinib hydrochloride limits microglial expansion and attenuates microglial proliferation and neurodegeneration in mice. Edicotinib hydrochloride has the potential for Alzheimer’s disease and rheumatoid arthritis research[1][2].
CAS Number
1559069-92-9
Product Name Alternative
JNJ-40346527 (hydrochloride) ; JNJ-527 (hydrochloride)
UNSPSC
12352005
Target
C-Fms
Type
Reference compound
Related Pathways
Protein Tyrosine Kinase/RTK
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/edicotinib-hydrochloride.html
Smiles
O=C(C1=NC=C(C#N)N1)NC2=C(C3=CCC(C)(C)CC3)N=C(C(CC(C)(C)O4)CC4(C)C)C=C2.Cl
Molecular Formula
C27H36ClN5O2
Molecular Weight
498.06
References & Citations
[1]Mancuso R, et al. CSF1R inhibitor JNJ-40346527 attenuates microglial proliferation and neurodegeneration in P301S mice.Brain. 2019 Oct 1;142 (10) :3243-3264.|[2]Genovese MC, et al. Results from a Phase IIA Parallel Group Study of JNJ-40346527, an Oral CSF-1R Inhibitor, in Patients with Active Rheumatoid Arthritis despite Disease-modifying Antirheumatic Drug Therapy.J Rheumatol. 2015 Oct;42 (10) :1752-60.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Edicotinib Hydrochloride

Edicotinib Hydrochloride is the hydrochloride salt form of edicotinib, a small molecule and orally available inhibitor of colony-stimulating factor-1 receptor (CSF1R; FMS) with potential antineoplastic activity. Edicotinib blocks the receptor-ligand interaction between FMS and its ligand CSF1, thereby preventing autophosphorylation of FMS. As a result, unphosphorylated FMS can not activate FMS-mediated signaling pathways, thus potentially inhibiting cell proliferation in FMS-overexpressed tumor cells. FMS, a tyrosine kinase receptor, is overexpressed in certain tumor cell types and plays an essential role in macrophage differentiation, recruitment, and activation as well as the regulation of cell proliferation.

CAS Number1559069-92-9
PubChem CID25230467
IUPAC Name5-cyano-N-[2-(4,4-dimethylcyclohexen-1-yl)-6-(2,2,6,6-tetramethyloxan-4-yl)-3-pyridinyl]-1H-imidazole-2-carboxamide;hydrochloride
Molecular FormulaC27H36ClN5O2
Molecular Weight498.1
Topological Polar Surface Area104
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count35
Formal Charge0
Complexity838
SMILES
CC1(CCC(=CC1)C2=C(C=CC(=N2)C3CC(OC(C3)(C)C)(C)C)NC(=O)C4=NC=C(N4)C#N)C.Cl
InChI
InChI=1S/C27H35N5O2.ClH/c1-25(2)11-9-17(10-12-25)22-21(32-24(33)23-29-16-19(15-28)30-23)8-7-20(31-22)18-13-26(3,4)34-27(5,6)14-18;/h7-9,16,18H,10-14H2,1-6H3,(H,29,30)(H,32,33);1H
InChIKey
GDFIUUZLRLJTSJ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Edicotinib Hydrochloride
CAS: 1559069-92-9
CID: 25230467
Formula: C27H36ClN5O2
MW: 498.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight498.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass497.2557531
Monoisotopic Mass497.2557531
Topological Polar Surface Area104 Ų
Heavy Atom Count35
Formal Charge0
Complexity838
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
BA8848-10Edicotinib
A13008-1Edicotinib 1mg
A13008-5Edicotinib 5mg
T70444-01Edicotinib HCl
A13008-50Edicotinib 50mg
A13008-25Edicotinib 25mg
A13008-10Edicotinib 10mg
A13008-100Edicotinib 100mg
A13008-2Edicotinib 2mg
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