MedKoo Cat#: 562302 | Name: 8-CSC

Description:

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

8-CSC is a dual agent endowed with good A2A affinity (Ki = 36 nM in rat brain striatal membranes receptor) and hMAO-B inhibitory activity (Ki = 235 nM in baboon liver mitochondria).

Chemical Structure

8-CSC
8-CSC
CAS#148589-13-3

Theoretical Analysis

MedKoo Cat#: 562302

Name: 8-CSC

CAS#: 148589-13-3

Chemical Formula: C16H15ClN4O2

Exact Mass: 330.0884

Molecular Weight: 330.77

Elemental Analysis: C, 58.10; H, 4.57; Cl, 10.72; N, 16.94; O, 9.67

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
8-CSC; 8 CSC; 8CSC; CSC;
IUPAC/Chemical Name
8-[(E)-2-(3-Chlorophenyl)ethenyl]-1,3,7-trimethylpurine-2,6-dione
InChi Key
WBWFIUAVMCNYPG-BQYQJAHWSA-N
InChi Code
InChI=1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-14-13(19)15(22)21(3)16(23)20(14)2/h4-9H,1-3H3/b8-7+
SMILES Code
O=C(N1C)N(C)C2=C(N(C)C(/C=C/C3=CC=CC(Cl)=C3)=N2)C1=O
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 330.77 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: Arsyad A, Dobson GP. Lidocaine relaxation in isolated rat aortic rings is enhanced by endothelial removal: possible role of K(v), K(ATP) channels and A(2a) receptor crosstalk. BMC Anesthesiol. 2016 Dec 3;16(1):121. PubMed PMID: 27914476; PubMed Central PMCID: PMC5135802. 2: Gaal JT, Stenerson M, Kuo JS. The enduring legacy of pioneering neuroscientist Dr. Jerzy Edwin Rose. J Clin Neurosci. 2016 Nov;33:69-72. doi: 10.1016/j.jocn.2016.02.035. Epub 2016 Aug 11. PubMed PMID: 27523584. 3: Arsyad A, Dobson GP. Adenosine relaxation in isolated rat aortic rings and possible roles of smooth muscle Kv channels, KATP channels and A2a receptors. BMC Pharmacol Toxicol. 2016 May 23;17(1):23. doi: 10.1186/s40360-016-0067-8. PubMed PMID: 27211886; PubMed Central PMCID: PMC4876563. 4: Büyükdeligöz M, Hocaoğlu N, Oransay K, Tunçok Y, Kalkan Ş. The Effects of the Adenosine Receptor Antagonists on the Reverse of Cardiovascular Toxic Effects Induced by Citalopram In-Vivo Rat Model of Poisoning. Balkan Med J. 2015 Jul;32(3):303-8. doi: 10.5152/balkanmedj.2015.15932. Epub 2015 Jul 1. PubMed PMID: 26185720; PubMed Central PMCID: PMC4497698. 5: Ekimova IV, Pastukhov YF. [Role of adenosine A(2A) receptors of preoptical area in realization of somnogenic effect of protein 70 kDa in pigeons]. Zh Evol Biokhim Fiziol. 2014 Nov-Dec;50(6):428-34. Russian. PubMed PMID: 25782283. 6: Oransay K, Hocaoglu N, Buyukdeligoz M, Tuncok Y, Kalkan S. The role of adenosine receptors and endogenous adenosine in citalopram-induced cardiovascular toxicity. Indian J Pharmacol. 2014 Jul-Aug;46(4):378-85. doi: 10.4103/0253-7613.135948. PubMed PMID: 25097274; PubMed Central PMCID: PMC4118529. 7: Kaye AD, Skonieczny BD, Kaye AJ, Harris ZI, Luk EJ. An Analysis of Responses to Defibrotide in the Pulmonary Vascular Bed of the Cat. Am J Ther. 2016 May-Jun;23(3):e757-65. doi: 10.1097/MJT.0000000000000010. PubMed PMID: 24368612. 8: Fronz U, Deten A, Baumann F, Kranz A, Weidlich S, Härtig W, Nieber K, Boltze J, Wagner DC. Continuous adenosine A2A receptor antagonism after focal cerebral ischemia in spontaneously hypertensive rats. Naunyn Schmiedebergs Arch Pharmacol. 2014 Feb;387(2):165-73. doi: 10.1007/s00210-013-0931-7. Epub 2013 Oct 30. PubMed PMID: 24170241. 9: Van der Walt MM, Terre'Blanche G, Petzer A, Lourens AC, Petzer JP. The adenosine A(2A) antagonistic properties of selected C8-substituted xanthines. Bioorg Chem. 2013 Aug;49:49-58. doi: 10.1016/j.bioorg.2013.06.006. Epub 2013 Jul 4. PubMed PMID: 23892098. 10: El-Gowelli HM, El-Gowilly SM, Elsalakawy LK, El-Mas MM. Nitric oxide synthase/K+ channel cascade triggers the adenosine A(2B) receptor-sensitive renal vasodilation in female rats. Eur J Pharmacol. 2013 Feb 28;702(1-3):116-25. doi: 10.1016/j.ejphar.2013.01.049. Epub 2013 Feb 7. PubMed PMID: 23396225. 11: Rivara S, Piersanti G, Bartoccini F, Diamantini G, Pala D, Riccioni T, Stasi MA, Cabri W, Borsini F, Mor M, Tarzia G, Minetti P. Synthesis of (E)-8-(3-chlorostyryl)caffeine analogues leading to 9-deazaxanthine derivatives as dual A(2A) antagonists/MAO-B inhibitors. J Med Chem. 2013 Feb 14;56(3):1247-61. doi: 10.1021/jm301686s. Epub 2013 Jan 16. PubMed PMID: 23281824. 12: Albright KC, Savitz SI, Raman R, Martin-Schild S, Broderick J, Ernstrom K, Ford A, Khatri R, Kleindorfer D, Liebeskind D, Marshall R, Merino JG, Meyer DM, Rost N, Meyer BC. Comprehensive stroke centers and the 'weekend effect': the SPOTRIAS experience. Cerebrovasc Dis. 2012;34(5-6):424-9. doi: 10.1159/000345077. Epub 2012 Dec 1. PubMed PMID: 23207423; PubMed Central PMCID: PMC3568158. 13: Kalkan S, Oransay K, Bal I, Ertunc M, Sara Y, Iskit A. The role of adenosine receptors on amitriptyline-induced electrophysiological changes on rat atrium. Hum Exp Toxicol. 2013 Jan;32(1):62-9. doi: 10.1177/0960327112455670. Epub 2012 Oct 30. PubMed PMID: 23111876. 14: Harraz OF, El-Gowelli HM, Mohy El-Din MM, Ghazal AR, El-Mas MM. Adenosinergic modulation of the imidazoline I₁-receptor-dependent hypotensive effect of ethanol in acute renal failure. Food Chem Toxicol. 2012 Aug;50(8):2622-8. doi: 10.1016/j.fct.2012.05.015. Epub 2012 May 18. PubMed PMID: 22613216. 15: Gołembiowska K, Dziubina A. The effect of adenosine A(2A) receptor antagonists on hydroxyl radical, dopamine, and glutamate in the striatum of rats with altered function of VMAT2. Neurotox Res. 2012 Aug;22(2):150-7. doi: 10.1007/s12640-012-9316-9. Epub 2012 Mar 10. PubMed PMID: 22407500; PubMed Central PMCID: PMC3368116. 16: Gołembiowska K, Dziubina A. Effect of adenosine A(2A) receptor antagonists and L-DOPA on hydroxyl radical, glutamate and dopamine in the striatum of 6-OHDA-treated rats. Neurotox Res. 2012 Feb;21(2):222-30. doi: 10.1007/s12640-011-9263-x. Epub 2011 Aug 10. PubMed PMID: 21830163; PubMed Central PMCID: PMC3246585. 17: El-Mas MM, El-Gowilly SM, Fouda MA, Saad EI. Role of adenosine A2A receptor signaling in the nicotine-evoked attenuation of reflex cardiac sympathetic control. Toxicol Appl Pharmacol. 2011 Aug 1;254(3):229-37. doi: 10.1016/j.taap.2011.04.014. Epub 2011 Apr 29. PubMed PMID: 21550361. 18: Huang YX, Luo WF, Li D, Hu WD, Liu CF. CSC counteracts l-DOPA-induced overactivity of the corticostriatal synaptic ultrastructure and function in 6-OHDA-lesioned rats. Brain Res. 2011 Feb 28;1376:113-21. doi: 10.1016/j.brainres.2010.12.070. Epub 2010 Dec 30. PubMed PMID: 21195062. 19: Sasamori J, Aihara K, Uchibori T, Takahashi A, Takeo S, Tanonaka K. Cardioprotective effects of 2-octynyladenosine (YT-146) in ischemic/reperfused rat hearts. J Cardiovasc Pharmacol. 2011 Feb;57(2):166-73. doi: 10.1097/FJC.0b013e318201c264. PubMed PMID: 21052018. 20: Aronsson P, Andersson M, Ericsson T, Giglio D. Assessment and characterization of purinergic contractions and relaxations in the rat urinary bladder. Basic Clin Pharmacol Toxicol. 2010 Jul;107(1):603-13. doi: 10.1111/j.1742-7843.2010.00554.x. Epub 2010 Apr 12. Erratum in: Basic Clin Pharmacol Toxicol. 2012 Dec;111(6):361. PubMed PMID: 20406212.