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MedKoo Cat#: 561502 | Name: (R)-Selisistat

Description:

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

(R)-Selisistat, also known as EX-527(R), is a selective SIRT1 inhibitor. Sirt1 is a highly conserved nicotinamide adenine dinucleotide (NAD(+)) dependent histone deacetylase which plays an important role in heart diseases.

Chemical Structure

(R)-Selisistat
(R)-Selisistat
CAS#848193-69-1 (R-isomer)

Theoretical Analysis

MedKoo Cat#: 561502

Name: (R)-Selisistat

CAS#: 848193-69-1 (R-isomer)

Chemical Formula: C13H13ClN2O

Exact Mass: 248.0716

Molecular Weight: 248.71

Elemental Analysis: C, 62.78; H, 5.27; Cl, 14.25; N, 11.26; O, 6.43

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 #
848193-69-1 (R-isomer) 848193-68-0 (S-isomer) 49843-98-3 (racemate)
Synonym
(R)-Selisistat; EX-527(R); EX 527(R); EX527(R);
IUPAC/Chemical Name
(R)-6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
InChi Key
FUZYTVDVLBBXDL-SECBINFHSA-N
InChi Code
InChI=1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)/t9-/m1/s1
SMILES Code
O=C([C@H]1C(NC2=C3C=C(Cl)C=C2)=C3CCC1)N
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
>2 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 248.71 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: Zhang J, Wang QZ, Zhao SH, Ji X, Qiu J, Wang J, Zhou Y, Cai Q, Zhang J, Gao HQ. Astaxanthin attenuated pressure overload-induced cardiac dysfunction and myocardial fibrosis: Partially by activating SIRT1. Biochim Biophys Acta. 2017 Jul;1861(7):1715-1728. doi: 10.1016/j.bbagen.2017.03.007. Epub 2017 Mar 12. PubMed PMID: 28300638. 2: Hu MZ, Zhou B, Mao HY, Sheng Q, Du B, Chen JL, Pang QF, Ji Y. Exogenous Hydrogen Sulfide Postconditioning Protects Isolated Rat Hearts From Ischemia/Reperfusion Injury Through Sirt1/PGC-1α Signaling Pathway. Int Heart J. 2016 Jul 27;57(4):477-82. doi: 10.1536/ihj.15-506. Epub 2016 Jun 29. PubMed PMID: 27357440. 3: Chen GG, Yan JB, Wang XM, Zheng MZ, Jiang JP, Zhou XM, Cai B, Shen YL. Mechanism of uncoupling protein 2 mediated myocardial injury in hypothermic preserved rat hearts. Mol Med Rep. 2016 Aug;14(2):1857-64. doi: 10.3892/mmr.2016.5436. Epub 2016 Jun 23. PubMed PMID: 27356851. 4: Ma Y, Gong X, Mo Y, Wu S. Polydatin inhibits the oxidative stress-induced proliferation of vascular smooth muscle cells by activating the eNOS/SIRT1 pathway. Int J Mol Med. 2016 Jun;37(6):1652-60. doi: 10.3892/ijmm.2016.2554. Epub 2016 Apr 11. PubMed PMID: 27081912. 5: Zeng Z, Chen Z, Xu S, Zhang Q, Wang X, Gao Y, Zhao KS. Polydatin Protecting Kidneys against Hemorrhagic Shock-Induced Mitochondrial Dysfunction via SIRT1 Activation and p53 Deacetylation. Oxid Med Cell Longev. 2016;2016:1737185. doi: 10.1155/2016/1737185. Epub 2016 Feb 24. PubMed PMID: 27057271; PubMed Central PMCID: PMC4783550. 6: Yu L, Sun Y, Cheng L, Jin Z, Yang Y, Zhai M, Pei H, Wang X, Zhang H, Meng Q, Zhang Y, Yu S, Duan W. Melatonin receptor-mediated protection against myocardial ischemia/reperfusion injury: role of SIRT1. J Pineal Res. 2014 Sep;57(2):228-38. doi: 10.1111/jpi.12161. Epub 2014 Aug 13. PubMed PMID: 25052362. 7: Zhao T, Li Y, Liu B, Bronson RT, Halaweish I, Alam HB. Histone deacetylase III as a potential therapeutic target for the treatment of lethal sepsis. J Trauma Acute Care Surg. 2014 Dec;77(6):913-9; discussion 919. doi: 10.1097/TA.0000000000000347. PubMed PMID: 25051385; PubMed Central PMCID: PMC4824316. 8: Yan W, Fang Z, Yang Q, Dong H, Lu Y, Lei C, Xiong L. SirT1 mediates hyperbaric oxygen preconditioning-induced ischemic tolerance in rat brain. J Cereb Blood Flow Metab. 2013 Mar;33(3):396-406. doi: 10.1038/jcbfm.2012.179. Epub 2013 Jan 9. PubMed PMID: 23299244; PubMed Central PMCID: PMC3587810. 9: Robers MB, Loh C, Carlson CB, Yang H, Frey EA, Hermanson SB, Bi K. Measurement of the cellular deacetylase activity of SIRT1 on p53 via LanthaScreen® technology. Mol Biosyst. 2011 Jan;7(1):59-66. doi: 10.1039/c0mb00026d. Epub 2010 Oct 8. PubMed PMID: 20931131.