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MedKoo Cat#: 573205 | Name: Aprikalim (racemic)

Description:

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

RP-49356 is a potassium adenosine triphosphate (ATP) channel opener which may reduce neurologic injury. Aprikalim may also offer protection of heart tissue from free radicals.

Chemical Structure

Aprikalim (racemic)
Aprikalim (racemic)
CAS#89544-10-5 (racemic)

Theoretical Analysis

MedKoo Cat#: 573205

Name: Aprikalim (racemic)

CAS#: 89544-10-5 (racemic)

Chemical Formula: C12H16N2OS2

Exact Mass: 268.0704

Molecular Weight: 268.39

Elemental Analysis: C, 53.70; H, 6.01; N, 10.44; O, 5.96; S, 23.89

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 #
135912-05-9 132562-26-6 89544-10-5 (racemic)
Synonym
RP 49356; RP-49356; RP49356; Aprikalim; RP 52891; RP-52891; RP-52891;
IUPAC/Chemical Name
2H-Thiopyran-2-carbothioamide, tetrahydro-N-methyl-2-(3-pyridinyl)-, 1-oxide, trans
InChi Key
GKEMHVLBZNVZOI-SJCJKPOMSA-N
InChi Code
InChI=1S/C12H16N2OS2/c1-13-11(16)12(6-2-3-8-17(12)15)10-5-4-7-14-9-10/h4-5,7,9H,2-3,6,8H2,1H3,(H,13,16)/t12-,17-/m0/s1
SMILES Code
S=C([C@@]1(C2=CC=CN=C2)CCCC[S@@]1=O)NC
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

Preparing Stock Solutions

The following data is based on the product molecular weight 268.39 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: Lozos VA, Toumpoulis IK, Agrogiannis G, Giamarellos-Bourboulis EJ, Chamogeorgakis TP, Rizos IK, Patsouris ES, Anagnostopoulos CE, Rokkas CK. Aprikalim a potassium adenosine triphosphate channel opener reduces neurologic injury in a rabbit model of spinal cord ischemia. Int J Surg. 2013;11(4):354-9. doi: 10.1016/j.ijsu.2013.02.025. Epub 2013 Mar 5. PubMed PMID: 23473993. 2: Belin V, Hodge T, Picaut P, Jordan R, Algate C, Gosselin S, Nohynek G, Cavero I. The myocardial lesions produced by the potassium channel opener aprikalim in monkeys and rats are prevented by blockade of cardiac beta-adrenoceptors. Fundam Appl Toxicol. 1996 Jun;31(2):259-67. PubMed PMID: 8789792. 3: Pignac J, Lacaille C, Dumont L. Protective effects of the K+ ATP channel opener, aprikalim, against free radicals in isolated rabbit hearts. Free Radic Biol Med. 1996;20(3):383-9. PubMed PMID: 8720909. 4: Chevalier P, Rouillard C, Montay G, Frydman A. Aprikalim: radioimmunoassay and pharmacokinetic studies in mouse, monkey, and dog. J Pharm Sci. 1994 Mar;83(3):372-8. PubMed PMID: 8207684. 5: Pignac J, Bourgouin J, Dumont L. Cold cardioplegia and the K+ channel modulator aprikalim (RP 52891): improved cardioprotection in isolated ischemic rabbit hearts. Can J Physiol Pharmacol. 1994 Feb;72(2):126-32. PubMed PMID: 8050052.