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253168-86-4

253168-86-4 Structure

253168-86-4 Structure
IdentificationBack Directory
[Name]

N-[2-[1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]acetamide
[CAS]

253168-86-4
[Synonyms]

rac-Apremilast
(+/-)-Apremilast
Apremilast Impurity 70
N-(2-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxoisoindolin-4-yl)acetamide
N-[2-[1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]acetamide
Acetamide, N-[2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]-
[Molecular Formula]

C22H24N2O7S
[MDL Number]

MFCD22543851
[MOL File]

253168-86-4.mol
[Molecular Weight]

460.5
Chemical PropertiesBack Directory
[Boiling point ]

741.3±60.0 °C(Predicted)
[density ]

1.381±0.06 g/cm3(Predicted)
[form ]

Solid
[pka]

14.01±0.20(Predicted)
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Uses]

(Rac)-Apremilast ((Rac)-CC-10004) is the racemic mixture of Apremilast. (Rac)-Apremilast has anti-inflammatory properties and can be used for research on inflammatory diseases, such as psoriasis[1][2].
[IC 50]

hPDE4D: 0.3 nM (IC50)
[References]

[1] Armstrong AW, et al. Deucravacitinib versus placebo and apremilast in moderate to severe plaque psoriasis: Efficacy and safety results from the 52-week, randomized, double-blinded, placebo-controlled phase 3 POETYK PSO-1 trial. J Am Acad Dermatol. 2023 Jan;88(1):29-39. DOI:10.1016/j.jaad.2022.07.002
[2] Man H W, et al. Discovery of (S)-N-{2-[1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1, 3-dioxo-2, 3-dihydro-1 H-isoindol-4-yl} acetamide (apremilast), a potent and orally active phosphodiesterase 4 and tumor necrosis factor-α inhibitor[J]. Journal of medicinal chemistry, 2009, 52(6): 1522-1524.
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