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Pamapimod

CAT: 0804-HY-10405-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10405-03Size:10 mg
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Description
Pamapimod (Ro4402257) is a potent, selective and orally active p38 MAPK inhibitor with IC50s of 14 nM and 480 nM and Kis of 1.3 nM and 120 nM for p38α and p38β, respectively. Pamapimod has no activity against p38δ or p38γ isoforms. Pamapimod has the potential for rheumatoid arthritis and other autoimmune diseases treatment[1].
CAS Number
449811-01-2
Product Name Alternative
Ro4402257; R1503
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; p38 MAPK
Type
Reference compound
Related Pathways
Autophagy; MAPK/ERK Pathway
Applications
Cancer-Kinase/protease
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Pamapimod.html
Purity
99.92
Solubility
DMSO : ≥ 34 mg/mL
Smiles
O=C1C(OC2=CC=C(F)C=C2F)=CC3=CN=C(NC(CCO)CCO)N=C3N1C
Molecular Formula
C19H20F2N4O4
Molecular Weight
406.38
Precautions
H302, H315, H319, H335
References & Citations
[1]Hill, R. J. et al. Pamapimod, a novel p38 mitogen-activated protein kinase inhibitor: preclinical analysis of efficacy and selectivity. The Journal of pharmacology and experimental therapeutics 327, 610-619, doi:10.1124/jpet.108.139006 (2008) .
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
P38α; p38β

Chemical Information

Pamapimod

Pamapimod is a member of the class of pyridopyrimidines that is 8-methylpyrido[2,3-d]pyrimidin-7(8H)-one carrying additional (1,5-dihydroxypentan-3-yl)amino and 2,4-difluorophenoxy substituents at positions 2 and 6 respectively. It is a potent inhibitor of MAPK and is used for treatment of rheumatoid arthritis. It has a role as an antirheumatic drug and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a primary alcohol, a diol, an aromatic amine, an aromatic ether, a difluorobenzene, a pyridopyrimidine and a secondary amino compound.

CAS Number449811-01-2
PubChem CID16220188
IUPAC Name6-(2,4-difluorophenoxy)-2-(1,5-dihydroxypentan-3-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7-one
Molecular FormulaC19H20F2N4O4
Molecular Weight406.4
XLogP2.4
Topological Polar Surface Area108
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count8
Heavy Atom Count29
Formal Charge0
Complexity591
SMILES
CN1C2=NC(=NC=C2C=C(C1=O)OC3=C(C=C(C=C3)F)F)NC(CCO)CCO
InChI
InChI=1S/C19H20F2N4O4/c1-25-17-11(10-22-19(24-17)23-13(4-6-26)5-7-27)8-16(18(25)28)29-15-3-2-12(20)9-14(15)21/h2-3,8-10,13,26-27H,4-7H2,1H3,(H,22,23,24)
InChIKey
JYYLVUFNAHSSFE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pamapimod
CAS: 449811-01-2
CID: 16220188
Formula: C19H20F2N4O4
MW: 406.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight406.4
XLogP32.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count8
Exact Mass406.14526146
Monoisotopic Mass406.14526146
Topological Polar Surface Area108 Ų
Heavy Atom Count29
Formal Charge0
Complexity591
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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