A2A-IN-1

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

MedKoo CAT#: 563731

CAS#: 443103-97-7

Description: A2A-IN-1 is a potent and selective antagonist of A2A receptor.


Chemical Structure

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A2A-IN-1
CAS# 443103-97-7

Theoretical Analysis

MedKoo Cat#: 563731
Name: A2A-IN-1
CAS#: 443103-97-7
Chemical Formula: C16H12FN5O
Exact Mass: 309.10
Molecular Weight: 309.300
Elemental Analysis: C, 62.13; H, 3.91; F, 6.14; N, 22.64; O, 5.17

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: A2A-IN-1; A2A inhibitor 1;

IUPAC/Chemical Name: 1-[(2-Fluorophenyl)methyl]-4-(furan-2-yl)pyrazolo[3,4-d]pyrimidin-6-amine

InChi Key: JEEJMSUHUZNTCD-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H12FN5O/c17-12-5-2-1-4-10(12)9-22-15-11(8-19-22)14(20-16(18)21-15)13-6-3-7-23-13/h1-8H,9H2,(H2,18,20,21)

SMILES Code: NC1=NC(C2=CC=CO2)=C3C(N(CC4=CC=CC=C4F)N=C3)=N1

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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 309.30 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:
In vivo protocol:

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1: Duan W, Wang H, Fan Q, Chen L, Huang H, Ran H. Cystatin F involvement in adenosine A(2A) receptor-mediated neuroinflammation in BV2 microglial cells. Sci Rep. 2018 May 1;8(1):6820. doi: 10.1038/s41598-018-25031-5. PubMed PMID: 29717153.

2: Guarracino JF, Cinalli AR, Veggetti MI, Losavio AS. Endogenous purines modulate K(+) -evoked ACh secretion at the mouse neuromuscular junction. J Neurosci Res. 2018 Jun;96(6):1066-1079. doi: 10.1002/jnr.24223. Epub 2018 Feb 13. PubMed PMID: 29436006.

3: Panneerselvan N, Ragunathan M. Targeting expression of adenosine receptors during hypoxia induced angiogenesis - A study using zebrafish model. Biomed Pharmacother. 2018 Mar;99:101-112. doi: 10.1016/j.biopha.2018.01.032. Epub 2018 Jan 9. PubMed PMID: 29329032.

4: Chien T, Weng YT, Chang SY, Lai HL, Chiu FL, Kuo HC, Chuang DM, Chern Y. GSK3β negatively regulates TRAX, a scaffold protein implicated in mental disorders, for NHEJ-mediated DNA repair in neurons. Mol Psychiatry. 2018 Jan 3. doi: 10.1038/s41380-017-0007-z. [Epub ahead of print] PubMed PMID: 29298990.

5: Erukainure OL, Oyebode OA, Sokhela MK, Koorbanally NA, Islam MS. Caffeine - rich infusion from Cola nitida (kola nut) inhibits major carbohydrate catabolic enzymes; abates redox imbalance; and modulates oxidative dysregulated metabolic pathways and metabolites in Fe(2+)-induced hepatic toxicity. Biomed Pharmacother. 2017 Dec;96:1065-1074. doi: 10.1016/j.biopha.2017.11.120. Epub 2017 Dec 6. PubMed PMID: 29223552.

6: Hanif A, Edin ML, Zeldin DC, Morisseau C, Falck JR, Ledent C, Tilley SL, Nayeem MA. Reduced coronary reactive hyperemia in mice was reversed by the soluble epoxide hydrolase inhibitor (t-AUCB): Role of adenosine A(2A) receptor and plasma oxylipins. Prostaglandins Other Lipid Mediat. 2017 Jul;131:83-95. doi: 10.1016/j.prostaglandins.2017.09.001. Epub 2017 Sep 7. PubMed PMID: 28890385; PubMed Central PMCID: PMC5635996.

7: Morató X, Luján R, López-Cano M, Gandía J, Stagljar I, Watanabe M, Cunha RA, Fernández-Dueñas V, Ciruela F. The Parkinson's disease-associated GPR37 receptor interacts with striatal adenosine A(2A) receptor controlling its cell surface expression and function in vivo. Sci Rep. 2017 Aug 25;7(1):9452. doi: 10.1038/s41598-017-10147-x. PubMed PMID: 28842709; PubMed Central PMCID: PMC5573386.

8: Li Q, Han X, Lan X, Hong X, Li Q, Gao Y, Luo T, Yang Q, Koehler RC, Zhai Y, Zhou J, Wang J. Inhibition of tPA-induced hemorrhagic transformation involves adenosine A2b receptor activation after cerebral ischemia. Neurobiol Dis. 2017 Dec;108:173-182. doi: 10.1016/j.nbd.2017.08.011. Epub 2017 Aug 19. PubMed PMID: 28830843; PubMed Central PMCID: PMC5675803.

9: Geldenhuys WJ, Khayat MT, Yun J, Nayeem MA. Drug Delivery and Nanoformulations for the Cardiovascular System. Res Rev Drug Deliv. 2017 Feb;1(1):32-40. Epub 2017 Mar 7. PubMed PMID: 28713881; PubMed Central PMCID: PMC5507069.

10: Han J, Gao L, Dong J, Wang Y, Zhang M, Zheng J. Dopamine attenuates ethanol-induced neuroapoptosis in the developing rat retina via the cAMP/PKA pathway. Mol Med Rep. 2017 Aug;16(2):1982-1990. doi: 10.3892/mmr.2017.6823. Epub 2017 Jun 20. PubMed PMID: 28656313; PubMed Central PMCID: PMC5561998.

11: Zuccarini M, Giuliani P, Buccella S, Di Liberto V, Mudò G, Belluardo N, Carluccio M, Rossini M, Condorelli DF, Rathbone MP, Caciagli F, Ciccarelli R, Di Iorio P. Modulation of the TGF-β1-induced epithelial to mesenchymal transition (EMT) mediated by P1 and P2 purine receptors in MDCK cells. Purinergic Signal. 2017 Dec;13(4):429-442. doi: 10.1007/s11302-017-9571-6. Epub 2017 Jun 14. PubMed PMID: 28616713; PubMed Central PMCID: PMC5714834.

12: Ma SR, Deng WW, Liu JF, Mao L, Yu GT, Bu LL, Kulkarni AB, Zhang WF, Sun ZJ. Blockade of adenosine A2A receptor enhances CD8(+) T cells response and decreases regulatory T cells in head and neck squamous cell carcinoma. Mol Cancer. 2017 Jun 7;16(1):99. doi: 10.1186/s12943-017-0665-0. PubMed PMID: 28592285; PubMed Central PMCID: PMC5461710.

13: Mediavilla-Varela M, Castro J, Chiappori A, Noyes D, Hernandez DC, Allard B, Stagg J, Antonia SJ. A Novel Antagonist of the Immune Checkpoint Protein Adenosine A2a Receptor Restores Tumor-Infiltrating Lymphocyte Activity in the Context of the Tumor Microenvironment. Neoplasia. 2017 Jul;19(7):530-536. doi: 10.1016/j.neo.2017.02.004. Epub 2017 Jun 3. PubMed PMID: 28582704; PubMed Central PMCID: PMC5458644.

14: Hollborn M, Fischer S, Kuhrt H, Wiedemann P, Bringmann A, Kohen L. Osmotic regulation of NFAT5 expression in RPE cells: The involvement of purinergic receptor signaling. Mol Vis. 2017 Mar 18;23:116-130. eCollection 2017. PubMed PMID: 28356704; PubMed Central PMCID: PMC5360457.

15: Arab S, Kheshtchin N, Ajami M, Ashurpoor M, Safvati A, Namdar A, Mirzaei R, Mousavi Niri N, Jadidi-Niaragh F, Ghahremani MH, Hadjati J. Increased efficacy of a dendritic cell-based therapeutic cancer vaccine with adenosine receptor antagonist and CD73 inhibitor. Tumour Biol. 2017 Mar;39(3):1010428317695021. doi: 10.1177/1010428317695021. PubMed PMID: 28349824.

16: Tian Z, Zhang H, Dixon J, Traphagen N, Wyatt TA, Kharbanda K, Simet Chadwick S, Kolliputi N, Allen-Gipson DS. Cigarette Smoke Impairs A(2A) Adenosine Receptor Mediated Wound Repair through Up-regulation of Duox-1 Expression. Sci Rep. 2017 Mar 24;7:44405. doi: 10.1038/srep44405. PubMed PMID: 28337995; PubMed Central PMCID: PMC5364501.

17: Giambelluca MS, Pouliot M. Early tyrosine phosphorylation events following adenosine A(2A) receptor in human neutrophils: identification of regulated pathways. J Leukoc Biol. 2017 Sep;102(3):829-836. doi: 10.1189/jlb.2VMA1216-517R. Epub 2017 Feb 8. PubMed PMID: 28179537; PubMed Central PMCID: PMC5557639.

18: Bader A, Bintig W, Begandt D, Klett A, Siller IG, Gregor C, Schaarschmidt F, Weksler B, Romero I, Couraud PO, Hell SW, Ngezahayo A. Adenosine receptors regulate gap junction coupling of the human cerebral microvascular endothelial cells hCMEC/D3 by Ca(2+) influx through cyclic nucleotide-gated channels. J Physiol. 2017 Apr 15;595(8):2497-2517. doi: 10.1113/JP273150. Epub 2017 Feb 14. PubMed PMID: 28075020; PubMed Central PMCID: PMC5390872.

19: Gonçalves FM, Neis VB, Rieger DK, Lopes MW, Heinrich IA, Costa AP, Rodrigues ALS, Kaster MP, Leal RB. Signaling pathways underlying the antidepressant-like effect of inosine in mice. Purinergic Signal. 2017 Jun;13(2):203-214. doi: 10.1007/s11302-016-9551-2. Epub 2016 Dec 13. PubMed PMID: 27966087; PubMed Central PMCID: PMC5432480.

20: Tang R, Zhang G, Chen SY. Smooth Muscle Cell Proangiogenic Phenotype Induced by Cyclopentenyl Cytosine Promotes Endothelial Cell Proliferation and Migration. J Biol Chem. 2016 Dec 23;291(52):26913-26921. doi: 10.1074/jbc.M116.741967. Epub 2016 Nov 7. PubMed PMID: 27821588; PubMed Central PMCID: PMC5207196.