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Details

Stereochemistry ACHIRAL
Molecular Formula C15H23N5O2S
Molecular Weight 337.44
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OCLACITINIB

SMILES

CNS(=O)(=O)C[C@H]1CC[C@@H](CC1)N(C)C2=C3C=CNC3=NC=N2

InChI

InChIKey=HJWLJNBZVZDLAQ-HAQNSBGRSA-N
InChI=1S/C15H23N5O2S/c1-16-23(21,22)9-11-3-5-12(6-4-11)20(2)15-13-7-8-17-14(13)18-10-19-15/h7-8,10-12,16H,3-6,9H2,1-2H3,(H,17,18,19)/t11-,12-

HIDE SMILES / InChI

Molecular Formula C15H23N5O2S
Molecular Weight 337.44
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Oclacitinib (PF03394197) is a novel Janus kinase inhibitor with activity against cytokines involved in allergy. Oclacitinib inhibited JAK family members by 50% at concentrations (IC50 's) ranging from 10 to 99 nM and did not inhibit a panel of 38 non-JAK kinases (IC50 's > 1000 nm). Oclacitinib was most potent at inhibiting JAK1 (IC50 = 10 nm). Oclacitinib also inhibited the function of JAK1-dependent cytokines involved in allergy and inflammation (IL-2, IL-4, IL-6, and IL-13) as well as pruritus (IL-31) at IC50 's ranging from 36 to 249 nM. Oclacitinib as oclacitinib maleate is approved for control of pruritus associated with allergic dermatitis and control of atopic dermatitis in dogs at least 12 months of age.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
99.0 nM [IC50]
18.0 nM [IC50]
10.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
APOQUEL

PubMed

Sample Use Guides

In Vivo Use Guide
Dogs: Oclacitinib, administered orally at a dose of 0.4–0.6 mg/kg twice daily is safe and efficacious in controlling the pruritus associated with allergic dermatitis.
Route of Administration: Oral
In Vitro Use Guide
Oclacitinib inhibited JAK family members by 50% at concentrations (IC50 's) ranging from 10 to 99 nm
Substance Class Chemical
Record UNII
99GS5XTB51
Record Status Validated (UNII)
Record Version