PSB-0777 ammonium | CAS#2122196-16-9 | Adenosine A2A Agonist

MedKoo Cat#: 208435 | Name: PSB-0777 ammonium

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Description:

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

PSB-0777 is an Adenosine A 2A Receptor Agonist. PSB-0777 Exhibits subtype selectivity for A2A receptors over A1, A2B and A3 receptors (Ki ≥ 10 000 nM for rat A1, human A2B and human A3 receptors). PSB-0777 Modulates Synaptic Proteins and AMPA Receptor Expression in a Dose- and Time-Dependent Manner in Rat Primary Cortical Neurons.

Chemical Structure

PSB-0777 ammonium

CAS#2122196-16-9 (ammonium)

Theoretical Analysis

MedKoo Cat#: 208435

Name: PSB-0777 ammonium

CAS#: 2122196-16-9 (ammonium)

Chemical Formula: C18H21N5O7S2

Exact Mass: 483.0882

Molecular Weight: 483.51

Elemental Analysis: C, 44.71; H, 4.38; N, 14.48; O, 23.16; S, 13.26

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 550.00	2 Weeks

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Related CAS #

1341190-47-3 (free acid) 2122196-16-9 (ammonium)

Synonym

PSB0777, PSB 0777; PSB0777;

IUPAC/Chemical Name

Adenosine, 2-[[2-(4-sulfophenyl)ethyl]thio]-, ammonium salt

InChi Key

AYQGFWKUGKSGCZ-TZNCIMHNSA-N

InChi Code

InChI=1S/C18H21N5O7S2.H3N/c19-15-12-16(23(8-20-12)17-14(26)13(25)11(7-24)30-17)22-18(21-15)31-6-5-9-1-3-10(4-2-9)32(27,28)29;/h1-4,8,11,13-14,17,24-26H,5-7H2,(H2,19,21,22)(H,27,28,29);1H3/t11-,13-,14-,17-;/m1./s1

SMILES Code

OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C(N=C(SCCC4=CC=C(S(=O)([O-])=O)C=C4)N=C32)N)O1)O)O.[NH4+]

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 483.51 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: Wzorek J, Bednarek R, Watala C, Boncler M. Efficacy of a Combined Antiplatelet Therapy Is Not Affected by a Simultaneous Binding of Cangrelor and PSB 0777 to Albumin. Front Pharmacol. 2021 Mar 11;12:638257. doi: 10.3389/fphar.2021.638257. PMID: 33776774; PMCID: PMC7990796. 2: Luo S, Hou Y, Zhang Y, Ma T, Shao W, Xiao C. Adenosine A2A Receptor Agonist PSB-0777 Modulates Synaptic Proteins and AMPA Receptor Expression in a Dose- and Time-Dependent Manner in Rat Primary Cortical Neurons. Biol Pharm Bull. 2020 Aug 1;43(8):1159-1171. doi: 10.1248/bpb.b19-01007. Epub 2020 May 23. PMID: 32448843. 3: Antonioli L, El-Tayeb A, Pellegrini C, Fornai M, Awwad O, Giustarini G, Natale G, Ryskalin L, Németh ZH, Müller CE, Blandizzi C, Colucci R. Anti- inflammatory effect of a novel locally acting A2A receptor agonist in a rat model of oxazolone-induced colitis. Purinergic Signal. 2018 Mar;14(1):27-36. doi: 10.1007/s11302-017-9591-2. Epub 2017 Nov 8. PMID: 29116551; PMCID: PMC5842152. 4: Boncler M, Wzorek J, Wolska N, Polak D, Watala C, Rozalski M. Adenosine receptor agonists deepen the inhibition of platelet aggregation by P2Y12 antagonists. Vascul Pharmacol. 2019 Feb;113:47-56. doi: 10.1016/j.vph.2018.11.005. Epub 2018 Nov 22. PMID: 30471364. 5: Carlin JL, Jain S, Duroux R, Suresh RR, Xiao C, Auchampach JA, Jacobson KA, Gavrilova O, Reitman ML. Activation of adenosine A2A or A2B receptors causes hypothermia in mice. Neuropharmacology. 2018 Sep 1;139:268-278. doi: 10.1016/j.neuropharm.2018.02.035. Epub 2018 Mar 13. PMID: 29548686; PMCID: PMC6067974. 6: Mao LM, Demehri S, Wang JQ. Upregulation of Src Family Tyrosine Kinases in the Rat Striatum by Adenosine A2A Receptors. J Mol Neurosci. 2022 Apr;72(4):802-811. doi: 10.1007/s12031-021-01961-0. Epub 2022 Jan 18. PMID: 35041190; PMCID: PMC8986616. 7: Navarro G, Gonzalez A, Campanacci S, Rivas-Santisteban R, Reyes-Resina I, Casajuana-Martin N, Cordomí A, Pardo L, Franco R. Experimental and computational analysis of biased agonism on full-length and a C-terminally truncated adenosine A2A receptor. Comput Struct Biotechnol J. 2020 Sep 24;18:2723-2732. doi: 10.1016/j.csbj.2020.09.028. PMID: 33101610; PMCID: PMC7550916. 8: Wzorek J, Bednarek R, Watala C, Boncler M. Binding of adenosine derivatives to carrier proteins may reduce their antiplatelet activity. Biochem Pharmacol. 2020 Apr;174:113827. doi: 10.1016/j.bcp.2020.113827. Epub 2020 Jan 25. PMID: 31987853. 9: El-Tayeb A, Michael S, Abdelrahman A, Behrenswerth A, Gollos S, Nieber K, Müller CE. Development of Polar Adenosine A2A Receptor Agonists for Inflammatory Bowel Disease: Synergism with A2B Antagonists. ACS Med Chem Lett. 2011 Oct 10;2(12):890-5. doi: 10.1021/ml200189u. PMID: 24900277; PMCID: PMC4018162. 10: González Sanabria J, Hurtado Paso M, Frontera T, Losavio A. Effect of endogenous purines on electrically evoked ACh release at the mouse neuromuscular junction. J Neurosci Res. 2022 Oct;100(10):1933-1950. doi: 10.1002/jnr.25107. Epub 2022 Jul 15. PMID: 35839285.