MedKoo Cat#: 584822 | Name: Taminadenant
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Description:

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

Taminadenant, also known as PBF-509 and NIR-178, is a potent and orally active adenosine A2A receptor antagonist with potential antineoplastic activity. PBF-509 selectively binds to and inhibits A2AR expressed on T lymphocytes. This abrogates the adenosine/A2AR-mediated inhibition of T-lymphocytes and activates a T-cell-mediated immune response against tumor cells, thereby reducing proliferation of susceptible tumor cells. A2AR, a G protein-coupled receptor, is highly expressed on the cell surfaces of T-cells and, upon activation by adenosine, inhibits their proliferation and activation. Adenosine is often produced in excess by cancer cells.

Chemical Structure

Taminadenant
Taminadenant
CAS#1337962-47-6 (free base)

Theoretical Analysis

MedKoo Cat#: 584822

Name: Taminadenant

CAS#: 1337962-47-6 (free base)

Chemical Formula: C10H8BrN7

Exact Mass: 305.0025

Molecular Weight: 306.13

Elemental Analysis: C, 39.24; H, 2.63; Br, 26.10; N, 32.03

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 700.00 2 Weeks
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Related CAS #
1337962-47-6 (free base) 2253894-81-2 (mesylate) 2253894-80-1 (sulfate) 2253894-78-7 (HCl hydrate) 2253894-79-8 (HCl dihydrate)
Synonym
PBF-509; PBF 509; PBF509; NIR-178; NIR 178; NIR178; Taminadenant;
IUPAC/Chemical Name
5-bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine
InChi Key
ATFXVNUWQOXRRU-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H8BrN7/c11-7-8(12)15-10(18-6-2-4-14-18)16-9(7)17-5-1-3-13-17/h1-6H,(H2,12,15,16)
SMILES Code
NC1=NC(N2N=CC=C2)=NC(N3N=CC=C3)=C1Br
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
>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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 306.13 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
Chen DT, Saltos AN, Rose T, Thompson ZJ, Thapa R, Chiappori A, Gray JE. Early Adverse Event Derived Biomarkers in Predicting Clinical Outcomes in Patients with Advanced Non-Small Cell Lung Cancer Treated with Immunotherapy. Cancers (Basel). 2023 Apr 28;15(9):2521. doi: 10.3390/cancers15092521. PMID: 37173987; PMCID: PMC10177532. Chiappori AA, Creelan B, Tanvetyanon T, Gray JE, Haura EB, Thapa R, Barlow ML, Chen Z, Chen DT, Beg AA, Boyle TA, Castro J, Morgan L, Morris E, Aregay M, Hurtado FK, Manenti L, Antonia S. Phase I Study of Taminadenant (PBF509/NIR178), an Adenosine 2A Receptor Antagonist, with or without Spartalizumab (PDR001), in Patients with Advanced Non-Small Cell Lung Cancer. Clin Cancer Res. 2022 Jun 1;28(11):2313-2320. doi: 10.1158/1078-0432.CCR-21-2742. PMID: 35254415; PMCID: PMC9167697.