Lirimilast - Moligand™, ≥98% , CAS No.329306-27-6

CAS: 329306-27-6 Cat. No.: L649837 Formule: C₁₇H₁₂Cl₂N₂O₆S Poids moléculaire: 443.26 PubChem CID: 6433118

GRADE & PURITY Moligand™, ≥98%

Synonyms

LIRIMILAST [WHO-DD] | NCGC00263118-01 | BAY19-8004 | Q27279046 | E98791 | MS-27976 | Cefaclor-1-wasser | EINECS 274-322-7 | Lirimilast | 2-(2,4-Dichlorobenzoyl)-3-ureidobenzofuran-6-yl methanesulfonate | SMR004703312 | SR-01000945274-1 | EX-A5382 | SR-010

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Lirimilast (BAY 19-8004) is a potent, selective and orally active phosphodiesterase-4 (PDE4) inhibitor with an IC 50 value of 49 nM. Lirimilast can be used for the treatment of asthma or chronic obstructive pulmonary disease (COPD). Lirimilast has potently anti-inflammatory properties

In Vitro

In PDE4 assays Lirimilast (BAY 19-8004) is reported to be 5-fold more potent than Cilomilast and equipotent with CDP-840 using freshly prepared PDE4 from human PMNL. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Since Lirimilast (BAY 19-8004) is orally active in the guinea-pig at 3 mg/kg and, more critically, in primates at 0.1 mg/kg/day it appears to have a good therapeutic ratio. In addition Lirimilast is found to be 3-fold more potent than Cilomilast when compared in a rat model of lung neutrophilic inflammation. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:PDE4 42 nM (IC 50 )

Specifications

Synonymes

LIRIMILAST [WHO-DD] | NCGC00263118-01 | BAY19-8004 | Q27279046 | E98791 | MS-27976 | Cefaclor-1-wasser | EINECS 274-322-7 | Lirimilast | 2-(2,4-Dichlorobenzoyl)-3-ureidobenzofuran-6-yl methanesulfonate | SMR004703312 | SR-01000945274-1 | EX-A5382 | SR-010

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

Lirimilast (BAY 19-8004) is a potent, selective phosphodiesterase-4 (PDE4) inhibitor with an IC50 value of 49 nM. Lirimilast can be used for the treatment of asthma or chronic obstructive pulmonary disease (COPD). Lirimilast has potently anti-inflammatory

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

INHIBITOR

Pureté

≥98%

Noms et identifiants

• Pubchem Sid: 528765391
• Sourires canoniques: CS(=O)(=O)OC1=CC2=C(C=C1)C(=C(O2)C(=O)C3=C(C=C(C=C3)Cl)Cl)NC(=O)N
• IUPAC Name: [3-(carbamoylamino)-2-(2,4-dichlorobenzoyl)-1-benzofuran-6-yl] methanesulfonate
• InChIKey: YPFLFUJKZDAXRA-UHFFFAOYSA-N
• INCHI: 1S/C17H12Cl2N2O6S/c1-28(24,25)27-9-3-5-11-13(7-9)26-16(14(11)21-17(20)23)15(22)10-4-2-8(18)6-12(10)19/h2-7H,1H3,(H3,20,21,23)
• Isomères SMILES: CS(=O)(=O)OC1=CC2=C(C=C1)C(=C(O2)C(=O)C3=C(C=C(C=C3)Cl)Cl)NC(=O)N
• CAS alternatif: 329306-27-6
• PubChem CID: 6433118
• Termes d'entrée MeSH: BAY 19-8004;BAY-19-8004;BAY19-8004
• Poids moléculaire: 443.26

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Aryl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Aryl-phenylketones
• Alternative Parents: Benzofurans Benzoyl derivatives Dichlorobenzenes Aryl chlorides Sulfonic acid esters Organosulfonic acid esters Vinylogous halides Vinylogous amides Sulfonyls Furans Heteroaromatic compounds Methanesulfonates Ureas Oxacyclic compounds Hydrocarbon derivatives Organic oxides Organochlorides Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aryl-phenylketone - Benzofuran - Benzoyl - 1,3-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Sulfonic acid ester - Organosulfonic acid ester - Heteroaromatic compound - Vinylogous amide - Furan - Vinylogous halide - Methanesulfonate - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Urea - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Organochloride - Organonitrogen compound - Organosulfur compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (non humaines)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Mécanismes d'action

Propriétés chimiques et physiques

• Poids moléculaire: 443.300 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 441.979 Da
• Monoisotopic Mass: 441.979 Da
• Topological Polar Surface Area: 137.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 715.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1