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MedKoo Cat#: 573829 | Name: AMP-579

Description:

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

AMP-579 is an Adenosine A1/A2a receptor agonist.

Chemical Structure

AMP-579
AMP-579
CAS#213453-89-5

Theoretical Analysis

MedKoo Cat#: 573829

Name: AMP-579

CAS#: 213453-89-5

Chemical Formula: C22H28ClN5O3S

Exact Mass: 477.1601

Molecular Weight: 478.01

Elemental Analysis: C, 55.28; H, 5.90; Cl, 7.42; N, 14.65; O, 10.04; S, 6.71

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
AMP-579, AMP579, AMP 579
IUPAC/Chemical Name
Cyclopentanecarboxamide, 4-(4-(((1R)-1-((3-chloro-2-thienyl)methyl)propyl)amino)-7H-pyrrolo(2,3-d)pyrimidin-7-yl)-N-ethyl-2,3-dihydroxy-, (1S,2R,3S,4R)-
InChi Key
CKQOOYMMAAPDKH-QODLLSGVSA-N
InChi Code
1S/C22H28ClN5O3S/c1-3-12(9-17-15(23)6-8-32-17)27-20-13-5-7-28(21(13)26-11-25-20)16-10-14(18(29)19(16)30)22(31)24-4-2/h5-8,11-12,14,16,18-19,29-30H,3-4,9-10H2,1-2H3,(H,24,31)(H,25,26,27)/t12-,14+,16-,18-,19+/m1/s1
SMILES Code
CC[C@H](Cc1c(ccs1)Cl)Nc2c3ccn(c3ncn2)[C@@H]4C[C@@H]([C@H]([C@H]4O)O)C(=O)NCC
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 478.01 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: Kristo G, Yoshimura Y, Keith BJ, Stevens RM, Jahania SA, Mentzer RM Jr, Lasley RD. Adenosine A1/A2a receptor agonist AMP-579 induces acute and delayed preconditioning against in vivo myocardial stunning. Am J Physiol Heart Circ Physiol. 2004 Dec;287(6):H2746-53. Epub 2004 Jul 22. PubMed PMID: 15271662. 2: Xu Z, Downey JM, Cohen MV. Amp 579 reduces contracture and limits infarction in rabbit heart by activating adenosine A2 receptors. J Cardiovasc Pharmacol. 2001 Sep;38(3):474-81. PubMed PMID: 11486252. 3: Meng H, McVey M, Perrone M, Clark KL. Intravenous AMP 579, a novel adenosine A(1)/A(2a) receptor agonist, induces a delayed protection against myocardial infarction in minipig. Eur J Pharmacol. 2000 Jan 3;387(1):101-5. PubMed PMID: 10633167. 4: Zannikos PN, Baybutt RI, Boutouyrie BX, Shah B, Hunt TL, Jensen BK. Pharmacokinetics, safety, and tolerability of single intravenous infusions of an adenosine agonist, AMP 579, in healthy male volunteers. J Clin Pharmacol. 1999 Oct;39(10):1044-52. PubMed PMID: 10516939.