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Oglemilast

CAT: 0804-HY-15178-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15178-02Size:10 mg
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Description
Oglemilast (GRC 3886) is a potent and orally active phosphodiesterase-4 (PDE4) inhibitor with an IC50 of 0.5 nM for PDE4D3. Oglemilast inhibits pulmonary cell infiltration, including eosinophilia and neutrophilia in vitro and in vivo. Oglemilast has the potential for inflammatory airway diseases[1][2][3].
CAS Number
778576-62-8
Product Name Alternative
GRC 3886
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Phosphodiesterase (PDE)
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Oglemilast.html
Purity
99.97
Solubility
DMSO : 4 mg/mL (ultrasonic)
Smiles
O=C(C1=C2C(OC3=CC=C(NS(=O)(C)=O)C=C23)=C(OC(F)F)C=C1)NC4=C(Cl)C=NC=C4Cl
Molecular Formula
C20H13Cl2F2N3O5S
Molecular Weight
516.30
Precautions
H302, H315, H319
References & Citations
[1]Giembycz MA. Can the anti-inflammatory potential of PDE4 inhibitors be realized: guarded optimism or wishful thinking? Br J Pharmacol. 2008 Oct;155 (3) :288-90.|[2] Rabe KF, et al. Update on roflumilast, a phosphodiesterase 4 inhibitor for the treatment of chronic obstructive pulmonary disease. Br J Pharmacol. 2011 May;163 (1) :53-67.|[3]Wunder F, et al. Characterization of the cellular activity of PDE 4 inhibitors using two novel PDE 4 reporter celllines. Mol Pharm. 2013 Oct 7;10 (10) :3697-705.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
PDE4

Chemical Information

Oglemilast

Oglemilast has been investigated for the treatment of Pulmonary Disease, Chronic Obstructive.

CAS Number778576-62-8
PubChem CID11387409
IUPAC NameN-(3,5-dichloro-4-pyridinyl)-4-(difluoromethoxy)-8-(methanesulfonamido)dibenzofuran-1-carboxamide
Molecular FormulaC20H13Cl2F2N3O5S
Molecular Weight516.3
XLogP4.6
Topological Polar Surface Area119
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Heavy Atom Count33
Formal Charge0
Complexity810
SMILES
CS(=O)(=O)NC1=CC2=C(C=C1)OC3=C(C=CC(=C23)C(=O)NC4=C(C=NC=C4Cl)Cl)OC(F)F
InChI
InChI=1S/C20H13Cl2F2N3O5S/c1-33(29,30)27-9-2-4-14-11(6-9)16-10(3-5-15(18(16)31-14)32-20(23)24)19(28)26-17-12(21)7-25-8-13(17)22/h2-8,20,27H,1H3,(H,25,26,28)
InChIKey
OKFDRAHPFKMAJH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Oglemilast
CAS: 778576-62-8
CID: 11387409
Formula: C20H13Cl2F2N3O5S
MW: 516.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight516.3
XLogP34.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass514.9921034
Monoisotopic Mass514.9921034
Topological Polar Surface Area119 Ų
Heavy Atom Count33
Formal Charge0
Complexity810
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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