Ki-20227

HCID 9869779

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Basic information

CAS: 623142-96-1
Standard SMILES: COc1cc(Oc2ccnc3cc(OC)c(OC)cc23)ccc1NC(=O)NC(C)c1nccs1
InChIKey: SHPFDGWALWEPGS-UHFFFAOYSA-N
Molecular formula: C24H24N4O5S
Average molar mass: 480.5 g/mol
Monoisotopic mass: 480.14674105

Names & identifiers

Preferred name: Ki-20227
IUPAC: 1-[4-(6,7-dimethoxyquinolin-4-yl)oxy-2-methoxyphenyl]-3-[1-(1,3-thiazol-2-yl)ethyl]urea
English name: N-[4-[(6,7-Dimethoxy-4-quinolinyl)oxy]-2-methoxyphenyl]-N'-[1-(2-thiazolyl)ethyl]urea
Molecular formula: C24H24N4O5S
Molecular weight: 480.54

Names & synonyms

Ki20227623142-96-1Ki-20227Ki 20227T4W68CAT3P1-[4-(6,7-dimethoxyquinolin-4-yl)oxy-2-methoxyphenyl]-3-[1-(1,3-thiazol-2-yl)ethyl]ureaDTXSID804321081-(4-(6,7-Dimethoxyquinolin-4-yl)oxy-2-methoxyphenyl)-3-(1-(1,3-thiazol-2-yl)ethyl)urea1-{4-[(6,7-dimethoxyquinolin-4-yl)oxy]-2-methoxyphenyl}-3-[1-(1,3-thiazol-2-yl)ethyl]urea1-(4-((6,7-dimethoxyquinolin-4-yl)oxy)-2-methoxyphenyl)-3-(1-(1,3-thiazol-2-yl)ethyl)ureaRefChem:151217DTXCID20837658

Show more names

CS-1094Ki20227 ，S7688Ki20227, 10 mM in DMSOUrea, N-[4-[(6,7-diMethoxy-4-quinolinyl)oxy]-2-Methoxyphenyl]-N'-[1-(2-thiazolyl)ethyl]-

KI-20227, (A+-)-1-(4-((6,7-dimethoxyquinolin-4-yl)oxy)-2-methoxyphenyl)-3-(1-(thiazol-2-yl)ethyl)ureaN-[4-[(6,7-DIMETHOXY-4-QUINOLINYL)OXY]-2-METHOXYPHENYL]-N'-[1-(2-THIAZOLYL)ETHYL]UREACHEMBL1908396KI-20227, (+/-)-N-(4-((6,7-Dimethoxy-4-quinolinyl)oxy)-2-methoxyphenyl)-N'-(1-(2-thiazolyl)ethyl)ureaUrea, N-(4-((6,7-dimethoxy-4-quinolinyl)oxy)-2-methoxyphenyl)-N'-(1-(2-thiazolyl)ethyl)-C24H24N4O5S

Database identifiers

CAS: 623142-96-1
PubChem CID: 9869779
DTXSID: DTXSID80432108
ChEMBL: CHEMBL1908396
UNII: T4W68CAT3P
Nikkaji: J2.851.477H

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 132 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 8
Rotatable bonds: 8
Heavy atoms: 34
Formal charge: 0
Complexity: 661

Physicochemical properties

Boiling point: 621.8 · 621.8±55.0 °C(Predicted)
Density: 1.327 · 1.327
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: 48.1 mg/mL · ≥48.1 mg/mL in DMSO; insoluble in H2O; ≥8.6 mg/mL in EtOH with gentle warming and ultrasonic
form: Brown powder.
pka: 12.03 · 12.03±0.46(Predicted)
color: Off-white to pink
FDA UNII: 4 W68CAT3P · T4W68CAT3P

Chemistry & industry

Applications · 2 items

DescriptionKi20227 is an inhibitor of macrophage colony stimulating factor 1 (CSF1) receptor tyrosine kinase (c-Fms; IC50 = 2 nM). It inhibits CSF1-dependent c-Fms phosphorylation in a dose-dependent manner in RAW264.7 cells and reduces CSF1-dependent growth of M-NFS-60 cells (IC50 = 14 nM). Ki20227 suppresses development of TRAP-positive osteoclast-like cells from murine bone marrow (IC50 = 40 nM) and decreases the number and area of osteolytic lesions on femurs and tibiae in a murine A375 subcutaneous xenograft model. Ki20227 also reduces TNF-α infiltration and osteolytic bone destruction in a collagen-induced arthritis (CIA) mouse model.

UsesKi 20227 is a c-fms tyrosine kinase inhibitor, which suppresses osteoclast differentiation and osteolytic bone destruction in a bone metastasis model.