Synonym
BI-653048 BS H3PO4; BI653048 BS H3PO4; BI 653048 BS H3PO4
IUPAC/Chemical Name
(R)-2-(4-((5-(Ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluorobenzamide phosphate
InChi Key
DPIBBVZDLOOJRM-FTBISJDPSA-N
InChi Code
InChI=1S/C23H25F4N3O4S.H3O4P/c1-4-35(33,34)19-8-13-7-15(30-18(13)11-29-19)10-22(32,23(25,26)27)12-21(2,3)17-6-5-14(24)9-16(17)20(28)31;1-5(2,3)4/h5-9,11,30,32H,4,10,12H2,1-3H3,(H2,28,31);(H3,1,2,3,4)/t22-;/m0./s1
SMILES Code
O=C(N)C1=CC(F)=CC=C1C(C[C@@](O)(CC(N2)=CC3=C2C=NC(S(=O)(CC)=O)=C3)C(F)(F)F)(C)C.O=P(O)(O)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
613.52
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: Reeves JT, Fandrick DR, Tan Z, Song JJ, Rodriguez S, Qu B, Kim S, Niemeier O, Li Z, Byrne D, Campbell S, Chitroda A, DeCroos P, Fachinger T, Fuchs V, Gonnella NC, Grinberg N, Haddad N, Jäger B, Lee H, Lorenz JC, Ma S, Narayanan BA, Nummy LJ, Premasiri A, Roschangar F, Sarvestani M, Shen S, Spinelli E, Sun X, Varsolona RJ, Yee N, Brenner M, Senanayake CH. Development of a large scale asymmetric synthesis of the glucocorticoid agonist BI 653048 BS H3PO4. J Org Chem. 2013 Apr 19;78(8):3616-35. doi: 10.1021/jo400079z. Epub 2013 Apr 1. PubMed PMID: 23544738.
2: Bartko J, Derhaschnig U, Neels T, Nabozny GH, Harcken C, Leuschner J, De Vries F, Jilma B. Selective glucocorticoid receptor modulation inhibits cytokine responses in a canine model of mild endotoxemia. Pharmacol Res. 2017 Nov;125(Pt B):215-223. doi: 10.1016/j.phrs.2017.09.006. Epub 2017 Sep 18. PubMed PMID: 28923543.
