GW-2580
Basic information
- CAS
870483-87-7- Standard SMILES
COc1ccc(COc2ccc(Cc3cnc(N)nc3N)cc2OC)cc1- InChIKey
MYQAUKPBNJWPIE-UHFFFAOYSA-N- Molecular formula
- C20H22N4O3
- Average molar mass
- 366.4 g/mol
- Monoisotopic mass
- 366.16919058
Names & identifiers
- Preferred name
- GW-2580
- IUPAC
- 5-[[3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]pyrimidine-2,4-diamine
- English name
- 5-[3-Methoxy-4-(4-methoxy-benzyloxy)-benzyl]-pyrimidine-2,4-diamine
- Molecular formula
- C20H22N4O3
- Molecular weight
- 366.41
Names & synonyms
870483-87-7GW2580GW-2580GW 25805-[[3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]pyrimidine-2,4-diamineSRV0JCF9LI5-({3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl}methyl)pyrimidine-2,4-diamineDTXSID102360952,4-Pyrimidinediamine, 5-((3-methoxy-4-((4-methoxyphenyl)methoxy)phenyl)methyl)-2,4-Pyrimidinediamine, 5-[[3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]-5-((3-methoxy-4-((4-methoxyphenyl)methoxy)phenyl)methyl)pyrimidine-2,4-diamineRefChem:144811
Show more names
CS-621SC-203877GW2580, >=98%GW2580,GW-2580SC-203877/GW2580GW2580 (SC203877)GW2580, 10 mM in DMSOGW2580 (DMSO solution)GW 2580.
DTXCID101585865-(3-Methoxy-4-((4-methoxybenzyl)oxy)benzyl)pyrimidine-2,4-diamineGW632580XMFCD12024701SCHEMBL4326587cFMS Receptor Tyrosine Kinase Inhibitor5-{3-methoxy-4-[(4-methoxybenzyl)oxy]benzyl}pyrimidine-2,4-diamine5-(3-METHOXY-4-(4-METHOXYBENZYLOXY)BENZYL)PYRIMIDINE-2,4-DIAMINE
Database identifiers
- CAS
870483-87-7- PubChem CID
- 11617559
- DTXSID
DTXSID10236095- ChEMBL
CHEMBL261849- UNII
- SRV0JCF9LI
- EC Number
- 809-788-8
- Nikkaji
- J2.963.174C
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 106 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 433
Experimental & physicochemical properties
LogP2.27
Physicochemical properties
- Boiling point
- 617.5 · 617.5±65.0 °C(Predicted)
- Density
- 1.252 · 1.252±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 10 mg/mL, · DMSO: soluble10mg/mL, clear (warmed)
- form
- powder
- pka
- 7.11 · 7.11±0.10(Predicted)
- color
- white to beige
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
- InChI
- 1S/C20H22N4O3/c1-25-16-6-3-13(4-7-16)12-27-17-8-5-14(10-18(17)26-2)9-15-11-23-20(22)24-19(15)21/h3-8,10-11H,9,12H2,1-2H3,(H4,21,22,23,24)
- InChIKey
- MYQAUKPBNJWPIE-UHFFFAOYSA-N
- SMILES
- Nc1nc(c(cn1)Cc2cc(c(cc2)OCc3ccc(cc3)OC)OC)N
- FDA UNII
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- hs_code
- 2933.59.8000
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 26-36/37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionGW-2580 (870483-87-7) is a potent and selective inhibitor of cFMS receptor kinase. Completely inhibits cFMS in vitro at 60 nM with no activity against 26 other kinases1. Completely inhibits CSF-1 induced growth of mouse M-NFS-60 myeloid cells and human monocytes (at 1 μM)1. GW-2580 completely inhibits bone degradation in human osteoclasts, rat calvaria and fetal long bone1. Inhibits LPS-induced TNF production in mice. GW-2580 abrogates infiltration of macrophages into synovial joints of arthritic mice2. Active in vivo.
UsesGW2580 has been used to study its effect on paracrine signaling from stretched cardiomyocyte on cardiac fibroblast phenotype.
Related reactions
1 records
Compound notes
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