Synonym
MRS-2339; MRS 2339; MRS2339
IUPAC/Chemical Name
(1R,2R,3S,4R,5S)-4-(6-Amino-2-chloro-9H-purin-9-yl)-1-((phosphonooxy)methyl)bicyclo(3.1.0)hexane-2,3-diol
InChi Key
FTSUGKZNIRUKKK-OBPILZPTSA-N
InChi Code
1S/C12H15ClN5O6P/c13-11-16-9(14)5-10(17-11)18(3-15-5)6-4-1-12(4,8(20)7(6)19)2-24-25(21,22)23/h3-4,6-8,19-20H,1-2H2,(H2,14,16,17)(H2,21,22,23)/t4-,6-,7+,8+,12+/m1/s1
SMILES Code
Nc1nc(Cl)nc2c1ncn2[C@H]3[C@H](O)[C@H](O)[C@]4(COP(=O)(O)O)C[C@H]34
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
391.70
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. Kumar TS, Zhou SY, Joshi BV, Balasubramanian R, Yang T, Liang BT, Jacobson KA. Structure-activity relationship of (N)-Methanocarba phosphonate analogues of 5'-AMP as cardioprotective agents acting through a cardiac P2X receptor. J Med Chem. 2010 Mar 25;53(6):2562-76. doi: 10.1021/jm9018542. PMID: 20192270; PMCID: PMC2880888.
2. Zhou SY, Mamdani M, Qanud K, Shen JB, Pappano AJ, Kumar TS, Jacobson KA, Hintze T, Recchia FA, Liang BT. Treatment of heart failure by a methanocarba derivative of adenosine monophosphate: implication for a role of cardiac purinergic P2X receptors. J Pharmacol Exp Ther. 2010 Jun;333(3):920-8. doi: 10.1124/jpet.109.164376. Epub 2010 Mar 3. PMID: 20200116; PMCID: PMC2879931.
3. Shen JB, Cronin C, Sonin D, Joshi BV, Gongora Nieto M, Harrison D, Jacobson KA, Liang BT. P2X purinergic receptor-mediated ionic current in cardiac myocytes of calsequestrin model of cardiomyopathy: implications for the treatment of heart failure. Am J Physiol Heart Circ Physiol. 2007 Feb;292(2):H1077-84. doi: 10.1152/ajpheart.00515.2006. Epub 2006 Oct 13. PMID: 17040972; PMCID: PMC6252253.