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1018340-07-2

1018340-07-2 Structure

1018340-07-2 Structure
IdentificationBack Directory
[Name]

CAY10581
[CAS]

1018340-07-2
[Synonyms]

CAY10581
CAY10581 Exclusive
2H-Naphtho[2,3-b]pyran-5,10-dione, 3,4-dihydro-3-hydroxy-2,2-dimethyl-4-[(phenylmethyl)amino]-, (3R,4R)-rel-
[Molecular Formula]

C22H21NO4
[MDL Number]

MFCD18428034
[MOL File]

1018340-07-2.mol
[Molecular Weight]

363.41
Chemical PropertiesBack Directory
[Boiling point ]

548.8±50.0 °C(Predicted)
[density ]

1.32±0.1 g/cm3(Predicted)
[solubility ]

DMF: 10 mg/ml; DMF:PBS (pH 7.2) (1:9): 0.1 mg/ml; DMSO: 3 mg/ml
[form ]

A crystalline solid
[pka]

12.53±0.60(Predicted)
Hazard InformationBack Directory
[Description]

The enzyme indoleamine 2,3-dioxygenase (IDO) has been implicated in mediating pathological immunosuppression associated with certain diseases, including cancer. Several naphthoquinones inhibit IDO in vitro and in cells, but at low (μM) potency. Importantly, naphthoquinones reduce tumor growth in wild type mice but not in IDO-deficient mice. CAY10581 is a naphthoquinone derivative that potently inhibits IDO (IC50 = 55 nM). It is a more potent inhibitor of IDO than annulin B or 1-methyl-d-tryptophan (1MT). CAY10581 acts as a reversible uncompetitive inhibitor of IDO and demonstrates minimal impact on cell viability at 100 μM after 24 hours.
[Uses]

CAY10581 is a potent indoleamine 2,3-dioxygenase (IDO) inhibitor.
[IC 50]

IDO: 55 nM (IC50)
[References]

[1] SANJEEV KUMAR. Indoleamine 2,3-Dioxygenase Is the Anticancer Target for a Novel Series of Potent Naphthoquinone-Based Inhibitors[J]. Journal of Medicinal Chemistry, 2008, 51 22: 7325. DOI: 10.1021/jm8013053
[2] BENJAMIN J. MOYER . Indoleamine 2,3-dioxygenase 1 (IDO1) inhibitors activate the aryl hydrocarbon receptor[J]. Toxicology and applied pharmacology, 2017, 323: Pages 74-80. DOI: 10.1016/j.taap.2017.03.012
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