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Details

Stereochemistry RACEMIC
Molecular Formula C15H22N2O3
Molecular Weight 278.3468
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RO-20-1724

SMILES

CCCCOC1=CC(CC2CNC(=O)N2)=CC=C1OC

InChI

InChIKey=PDMUULPVBYQBBK-UHFFFAOYSA-N
InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)

HIDE SMILES / InChI

Molecular Formula C15H22N2O3
Molecular Weight 278.3468
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

RO-20-1724 is a potent inhibitor of Phosphodiesterase 4 (PDE4) originally developed by Roche. It showed some promise as a potential treatment for psoriasis, but it was discontinued when it could not match the efficacy of existing treatments. RO-20-1724 was also investigated as a potential treatment for asthma and septic shock.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
4.73 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Doses

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
In a clinical trial for the treatment of psoriasis, a 1% RO-20-1724 cream was applied 4 times a day for 4 weeks to affected areas. RO-20-1724 was not as effective as intensive occlusive treatment of psoriatic lesions with 0.025% triamcinolone acetonide
Route of Administration: Topical
In Vitro Use Guide
Aortic vascular smooth muscle (VSM) cells were harvested from enzymatically dissociated rat thoracic aorta. Cells were stimulated by incubation with interleukin-lp (IL-10) at different concentrations for varying periods of time up to 48 h, with and without RO-20-1724. Nitric Oxide Synthase activity was assessed by measurement of nitrite production. RO-20-1724 had no detectable effect on nitrite levels in the absence of IL-lp but enhanced the production of nitrite in response to IL-Il in a dose-dependent manner.
Substance Class Chemical
Record UNII
DIW6F13QW2
Record Status Validated (UNII)
Record Version