MedKoo Cat#: 558715 | Name: 8-CPT-AM

Description:

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

8-CPT-AM is a selective activator of Epac.

Chemical Structure

8-CPT-AM
8-CPT-AM
CAS#1152197-23-3

Theoretical Analysis

MedKoo Cat#: 558715

Name: 8-CPT-AM

CAS#: 1152197-23-3

Chemical Formula: C20H21ClN5O8PS

Exact Mass: 557.0537

Molecular Weight: 557.90

Elemental Analysis: C, 43.06; H, 3.79; Cl, 6.35; N, 12.55; O, 22.94; P, 5.55; S, 5.75

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
007AM; 007 AM; 007-AM; 8 CPT-AM; 8-CPT AM; 8-CPT-AM
IUPAC/Chemical Name
(((4aR,6R,7R,7aR)-6-(6-amino-8-((4-chlorophenyl)thio)-9H-purin-9-yl)-7-methoxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl)oxy)methyl acetate
InChi Key
FZMWUFYPEVDWPA-SILPBKOMSA-N
InChi Code
InChI=1S/C20H21ClN5O8PS/c1-10(27)30-9-32-35(28)31-7-13-15(34-35)16(29-2)19(33-13)26-18-14(17(22)23-8-24-18)25-20(26)36-12-5-3-11(21)4-6-12/h3-6,8,13,15-16,19H,7,9H2,1-2H3,(H2,22,23,24)/t13-,15-,16-,19-,35?/m1/s1
SMILES Code
NC1=C2C(N([C@@H]3O[C@H](COP(O4)(OCOC(C)=O)=O)[C@@H]4[C@H]3OC)C(SC5=CC=C(Cl)C=C5)=N2)=NC=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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 557.90 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
1: Laudette M, Coluccia A, Sainte-Marie Y, Solari A, Fazal L, Sicard P, Silvestri R, Mialet-Perez J, Pons S, Ghaleh B, Blondeau JP, Lezoualc'h F. Identification of a pharmacological inhibitor of Epac1 that protects the heart against acute and chronic models of cardiac stress. Cardiovasc Res. 2019 Mar 14. pii: cvz076. doi: 10.1093/cvr/cvz076. [Epub ahead of print] PubMed PMID: 30873562. 2: Liu Y, Schneider MF. Opposing HDAC4 nuclear fluxes due to phosphorylation by β-adrenergic activated protein kinase A or by activity or Epac activated CaMKII in skeletal muscle fibres. J Physiol. 2013 Jul 15;591(14):3605-23. doi: 10.1113/jphysiol.2013.256263. Epub 2013 May 7. PubMed PMID: 23652597; PubMed Central PMCID: PMC3731617. 3: Brette F, Blandin E, Simard C, Guinamard R, Sallé L. Epac activator critically regulates action potential duration by decreasing potassium current in rat adult ventricle. J Mol Cell Cardiol. 2013 Apr;57:96-105. doi: 10.1016/j.yjmcc.2013.01.012. Epub 2013 Jan 30. PubMed PMID: 23376036. 4: Chang CW, Chang GD, Chen H. A novel cyclic AMP/Epac1/CaMKI signaling cascade promotes GCM1 desumoylation and placental cell fusion. Mol Cell Biol. 2011 Sep;31(18):3820-31. doi: 10.1128/MCB.05582-11. Epub 2011 Jul 26. PubMed PMID: 21791615; PubMed Central PMCID: PMC3165715.