Synonym
Oxazidione; LD 4610; LD-4610; LD4610; Transidione; Amplidione;
IUPAC/Chemical Name
2-(morpholinomethyl)-2-phenyl-1H-indene-1,3(2H)-dione
InChi Key
YYRYCTNXXHOENE-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H19NO3/c22-18-16-8-4-5-9-17(16)19(23)20(18,15-6-2-1-3-7-15)14-21-10-12-24-13-11-21/h1-9H,10-14H2
SMILES Code
O=C1C(C2=CC=CC=C2)(CN3CCOCC3)C(C4=C1C=CC=C4)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
321.37
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Kim Y, Anderson MO, Park J, Lee MG, Namkung W, Verkman AS. Benzopyrimido-pyrrolo-oxazine-dione (R)-BPO-27 Inhibits CFTR Chloride Channel Gating by Competition with ATP. Mol Pharmacol. 2015 Oct;88(4):689-96. doi: 10.1124/mol.115.098368. Epub 2015 Jul 14. PubMed PMID: 26174774; PubMed Central PMCID: PMC4576686.
2: Snyder DS, Tradtrantip L, Battula S, Yao C, Phuan PW, Fettinger JC, Kurth MJ, Verkman AS. ABSOLUTE CONFIGURATION AND BIOLOGICAL PROPERTIES OF ENANTIOMERS OF CFTR INHIBITOR BPO-27. ACS Med Chem Lett. 2013 May 9;4(5):456-459. PubMed PMID: 23814642; PubMed Central PMCID: PMC3694630.
3: Snyder DS, Tradtrantip L, Yao C, Kurth MJ, Verkman AS. Potent, metabolically stable benzopyrimido-pyrrolo-oxazine-dione (BPO) CFTR inhibitors for polycystic kidney disease. J Med Chem. 2011 Aug 11;54(15):5468-77. doi: 10.1021/jm200505e. Epub 2011 Jul 12. PubMed PMID: 21707078; PubMed Central PMCID: PMC3314378.
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5: FADIGA E, GESSI T, MAFFII G. [ELECTROPHYSIOLOGICAL RESEARCH ON THE ACTION OF AN OXAZINE-DIONE DERIVATIVE (DIETHADIONE) ON THE RESPIRATORY CENTERS]. Arch Sci Biol (Bologna). 1964 Apr-Jun;48:149-62. Italian. PubMed PMID: 14210398.
6: Cil O, Phuan PW, Gillespie AM, Lee S, Tradtrantip L, Yin J, Tse M, Zachos NC, Lin R, Donowitz M, Verkman AS. Benzopyrimido-pyrrolo-oxazine-dione CFTR inhibitor (R)-BPO-27 for antisecretory therapy of diarrheas caused by bacterial enterotoxins. FASEB J. 2017 Feb;31(2):751-760. doi: 10.1096/fj.201600891R. Epub 2016 Nov 8. PubMed PMID: 27871064; PubMed Central PMCID: PMC5240666.
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