MedKoo Cat#: 562218 | Name: BMS-1166 HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

BMS-1166 is a potent PD-1/PD-L1 interaction inhibitor. BMS-1166 binds to human PD-L1 and blocks its interaction with PD-1. BMS-1166 alleviates the inhibitory effect of the soluble PD-L1 on the T-cell receptor-mediated activation of T-lymphocytes. Moreover, BMS-1166 was effective in attenuating the inhibitory effect of the cell surface-associated PD-L1.

Chemical Structure

BMS-1166 HCl
BMS-1166 HCl
CAS#2113650-05-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 562218

Name: BMS-1166 HCl

CAS#: 2113650-05-6 (HCl)

Chemical Formula: C36H34Cl2N2O7

Exact Mass: 0.0000

Molecular Weight: 677.57

Elemental Analysis: C, 63.82; H, 5.06; Cl, 10.46; N, 4.13; O, 16.53

Price and Availability

Size Price Availability Quantity
5mg USD 150.00 Ready to ship
10mg USD 250.00 Ready to ship
25mg USD 550.00 Ready to ship
50mg USD 950.00 Ready to ship
100mg USD 1,650.00 Ready to ship
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Synonym
BMS 1166 Hydrochloride; BMS-1166 HCl; BMS 1166 HCl; BMS1166 HCl;
IUPAC/Chemical Name
(2R,4R)-1-(5-Chloro-2-((3-cyanobenzyl)oxy)-4-((3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-methylbenzyl)oxy)benzyl)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride
InChi Key
HYWQPFPFYSOTHD-UVFMYQNSSA-N
InChi Code
InChI=1S/C36H33ClN2O7.ClH/c1-22-26(6-3-7-29(22)25-8-9-32-35(14-25)44-11-10-43-32)21-46-34-16-33(45-20-24-5-2-4-23(12-24)17-38)27(13-30(34)37)18-39-19-28(40)15-31(39)36(41)42;/h2-9,12-14,16,28,31,40H,10-11,15,18-21H2,1H3,(H,41,42);1H/t28-,31-;/m1./s1
SMILES Code
O=C([C@@H]1N(CC2=CC(Cl)=C(OCC3=CC=CC(C4=CC=C5OCCOC5=C4)=C3C)C=C2OCC6=CC=CC(C#N)=C6)C[C@H](O)C1)O.[H]Cl
Appearance
Solid powder
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
More Info
Biological target:
BMS-1166 hydrochloride is a potent PD-1/PD-L1 immune checkpoint inhibitor.
In vitro activity:
BMS-1166 dose-dependently induced the activity of luciferase, demonstrating the antagonizing potential towards the PD-1/PD-L1 immune checkpoint at the cell interface (Figure 2C). BMS-1166 dose-dependently abolished the inhibition of ECs stimulation by sPD-L1 (Figure 3A). Importantly, at the highest concentrations (2- and 5-fold molar excess over sPD-L1) the compound completely restored cell activation back to the level observed for anti-CD3 alone. Reference: Oncotarget. 2017 Aug 7;8(42):72167-72181. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/29069777/
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 677.57 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
1. Skalniak L, Zak KM, Guzik K, Magiera K, Musielak B, Pachota M, Szelazek B, Kocik J, Grudnik P, Tomala M, Krzanik S, Pyrc K, Dömling A, Dubin G, Holak TA. Small-molecule inhibitors of PD-1/PD-L1 immune checkpoint alleviate the PD-L1-induced exhaustion of T-cells. Oncotarget. 2017 Aug 7;8(42):72167-72181. doi: 10.18632/oncotarget.20050. PMID: 29069777; PMCID: PMC5641120. 2. Guzik K, Zak KM, Grudnik P, Magiera K, Musielak B, Törner R, Skalniak L, Dömling A, Dubin G, Holak TA. Small-Molecule Inhibitors of the Programmed Cell Death-1/Programmed Death-Ligand 1 (PD-1/PD-L1) Interaction via Transiently Induced Protein States and Dimerization of PD-L1. J Med Chem. 2017 Jul 13;60(13):5857-5867. doi: 10.1021/acs.jmedchem.7b00293. Epub 2017 Jun 23. PMID: 28613862.
In vivo protocol:
1: Skalniak L, Zak KM, Guzik K, Magiera K, Musielak B, Pachota M, Szelazek B, Kocik J, Grudnik P, Tomala M, Krzanik S, Pyrc K, Dömling A, Dubin G, Holak TA. Small-molecule inhibitors of PD-1/PD-L1 immune checkpoint alleviate the PD-L1-induced exhaustion of T-cells. Oncotarget. 2017 Aug 7;8(42):72167-72181. doi: 10.18632/oncotarget.20050. eCollection 2017 Sep 22. PubMed PMID: 29069777; PubMed Central PMCID: PMC5641120.