Synonym
Desketoraloxifene
IUPAC/Chemical Name
2-(4-Hydroxyphenyl)-3-[4-(2-piperidin-1-ylethoxy)phenyl]-1-benzothiophen-6-ol
InChi Key
ULDLKHSSWQBEPC-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H27NO3S/c29-21-8-4-20(5-9-21)27-26(24-13-10-22(30)18-25(24)32-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,29-30H,1-3,14-17H2
SMILES Code
OC1=CC=C2C(C3=CC=C(OCCN4CCCCC4)C=C3)=C(C5=CC=C(O)C=C5)SC2=C1
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
445.58
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: Scott SA, Spencer CT, O'Reilly MC, Brown KA, Lavieri RR, Cho CH, Jung DI, Larock RC, Brown HA, Lindsley CW. Discovery of desketoraloxifene analogues as inhibitors of mammalian, Pseudomonas aeruginosa, and NAPE phospholipase D enzymes. ACS Chem Biol. 2015 Feb 20;10(2):421-32. doi: 10.1021/cb500828m. Epub 2014 Nov 19. PubMed PMID: 25384256; PubMed Central PMCID: PMC4336625.
2: Cho CH, Jung DI, Neuenswander B, Larock RC. Parallel synthesis of a desketoraloxifene analogue library via iodocyclization/palladium-catalyzed coupling. ACS Comb Sci. 2011 Sep 12;13(5):501-10. doi: 10.1021/co200090p. Epub 2011 Jul 13. PubMed PMID: 21721520; PubMed Central PMCID: PMC3171577.
3: Cho CH, Jung DI, Larock RC. A new approach to desketoraloxifene analogs from oxygen-bearing 3-iodobenzo[b]thiophenes prepared via iodocyclization. Tetrahedron Lett. 2010 Dec 15;51(50):6485-6488. PubMed PMID: 21113432; PubMed Central PMCID: PMC2989616.
4: Weatherman RV, Carroll DC, Scanlan TS. Activity of a tamoxifen-raloxifene hybrid ligand for estrogen receptors at an AP-1 site. Bioorg Med Chem Lett. 2001 Dec 17;11(24):3129-31. PubMed PMID: 11720858.
