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219783-00-3

219783-00-3 Structure

219783-00-3 Structure
IdentificationBack Directory
[Name]

Pyrrolo[1,2-a]pyrazin-1(2H)-one, 6,7-dibromo-3,4-dihydro-4-hydroxy-
[CAS]

219783-00-3
[Synonyms]

(+/-)-Longamide
(+/-)-Longamide, 10 mM in DMSO
6,7-Dibromo-4-hydroxy-1H,2H,3H,4H-pyrrolo[1,2-a]pyrazin-1-one
Pyrrolo[1,2-a]pyrazin-1(2H)-one, 6,7-dibromo-3,4-dihydro-4-hydroxy-
[Molecular Formula]

C7H6Br2N2O2
[MOL File]

219783-00-3.mol
[Molecular Weight]

309.94
Chemical PropertiesBack Directory
[Boiling point ]

609.6±55.0 °C(Predicted)
[density ]

2.51±0.1 g/cm3(Predicted)
[pka]

9.74±0.20(Predicted)
Hazard InformationBack Directory
[Uses]

(±)-Longamide is a polycyclic bioactive metabolite isolated from sponges that has several bromopyrrole fragments, as well as a weak inhibitor of IDO1[1].
[References]

[1] Shiokawa Z, et al. Discovery of a Novel Scaffold as an Indoleamine 2,3-Dioxygenase?1 (IDO1) Inhibitor Based on the Pyrrolopiperazinone Alkaloid, Longamide?B. ChemMedChem. 2016 Dec 16;11(24):2682-2689. DOI:10.1002/cmdc.201600446
[2] S. Marchais, et al. Synthesis of the marine carbinolamine (+/?) longamide control of N-1 and C-3 bromopyrrole nucleophilicity. Tetrahedron Letters. Volume 40, Issue 30, 23 July 1999, Pages 5519-5522.
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