Synonym
SBI-0637142; SBI 0637142; SBI0637142;
IUPAC/Chemical Name
(4S,9aS)-8,8-dimethyl-4-((S)-2-(methylamino)propanamido)-5-oxo-N-((R)-1,2,3,4-tetrahydronaphthalen-2-yl)octahydropyrrolo[2,1-b][1,3]thiazepine-7-carboxamide
InChi Key
QFVDZSDAPSNVCP-DUDGCXMLSA-N
InChi Code
InChI=1S/C25H36N4O3S/c1-15(26-4)22(30)28-19-11-12-33-20-14-25(2,3)21(29(20)24(19)32)23(31)27-18-10-9-16-7-5-6-8-17(16)13-18/h5-8,15,18-21,26H,9-14H2,1-4H3,(H,27,31)(H,28,30)/t15-,18+,19-,20-,21?/m0/s1
SMILES Code
O=C1[C@@H](NC([C@H](C)NC)=O)CCS[C@]2([H])N1C(C(N[C@@H]3CCC4=C(C=CC=C4)C3)=O)C(C)(C)C2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info
TNF-related apoptosis-inducing ligand (TRAIL) is a promising anticancer agent because it shows apoptosis-inducing activity in transformed, but not in normal, cells. As with most anticancer agents, however, its clinical use is restricted by either inherent or acquired resistance by cancer cells.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
472.65
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. Finlay D, Vamos M, González-López M, Ardecky RJ, Ganji SR, Yuan H, Su Y, Cooley TR, Hauser CT, Welsh K, Reed JC, Cosford ND, Vuori K. Small-molecule IAP antagonists sensitize cancer cells to TRAIL-induced apoptosis: roles of XIAP and cIAPs. Mol Cancer Ther. 2014 Jan;13(1):5-15. doi: 10.1158/1535-7163.MCT-13-0153. Epub 2013 Nov 5. PMID: 24194568; PMCID: PMC3947130.
2. Vamos M, Welsh K, Finlay D, Lee PS, Mace PD, Snipas SJ, et al. Expedient synthesis of highly potent antagonists of inhibitor of apoptosis proteins (IAPs) with unique selectivity for ML-IAP. ACS Chem. Biol 2013;8:725–732.
