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MedKoo Cat#: 407334 | Name: SC-560
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Description:

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

SC-560 is a potent, orally active and selective inhibitor of COX-1. Using human recombinant enzymes, the IC50 value for SC-560 with respect to COX-1 is 9 nM, while the corresponding IC50 value for COX-2 is 6.3 µM.1 Thus, SC-560 shows 700-fold selectivity for the COX-1 enzyme.

Chemical Structure

SC-560
SC-560
CAS#188817-13-2

Theoretical Analysis

MedKoo Cat#: 407334

Name: SC-560

CAS#: 188817-13-2

Chemical Formula: C17H12ClF3N2O

Exact Mass: 352.0590

Molecular Weight: 352.74

Elemental Analysis: C, 57.89; H, 3.43; Cl, 10.05; F, 16.16; N, 7.94; O, 4.54

Price and Availability

Size Price Availability Quantity
50mg USD 150.00 2 Weeks
100mg USD 250.00 2 Weeks
200mg USD 450.00 2 Weeks
500mg USD 950.00 2 Weeks
1g USD 1,650.00 2 Weeks
5g USD 4,950.00 2 Weeks
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Related CAS #
No Data
Synonym
SC-560; SC 560; SC560.
IUPAC/Chemical Name
5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole
InChi Key
PQUGCKBLVKJMNT-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H12ClF3N2O/c1-24-14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3
SMILES Code
FC(C1=NN(C2=CC=C(OC)C=C2)C(C3=CC=C(Cl)C=C3)=C1)(F)F
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
To be determined
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SC-560 is a COX-1 inhibitor with an IC50 of 9 nM.
In vitro activity:
SC-560 displayed potent antiviral activity against bovine viral diarrhoea virus (BVDV) in cell cultures. SC-560 inhibited BVDV replication without affecting viral entry into host cells and reduced BVDV RNA synthesis in a dose-dependent manner. SC-560's antiviral effects were independent of its known role as a COX inhibitor. Also, SC-560 exhibited selectivity as an inhibitor of hepatitis C virus (HCV) replication. Reference: Antivir Chem Chemother. 2009 Sep 25;20(1):47-54. https://pubmed.ncbi.nlm.nih.gov/19794231/
In vivo activity:
In a rat model of hepatopulmonary syndrome induced by liver cirrhosis, SC-560 showed promise in ameliorating hypoxia and reducing intrapulmonary shunts. SC-560 alleviated pulmonary inflammation and angiogenesis by targeting COX-, NFκB- and VEGF-mediated pathways. SC-560 did not affect mortality rates or hemodynamics, suggesting its potential as a therapeutic option for addressing complications associated with hepatopulmonary syndrome in liver cirrhosis. Reference: PLoS One. 2017 Jun 20;12(6):e0179809. https://pubmed.ncbi.nlm.nih.gov/28632747/

Preparing Stock Solutions

The following data is based on the product molecular weight 352.74 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
Formulation protocol:
1. Okamoto M, Sakai M, Goto Y, Salim MT, Baba C, Goto K, Watashi K, Shimotohno K, Baba M. Anti-bovine viral diarrhoea virus and hepatitis C virus activity of the cyclooxygenase inhibitor SC-560. Antivir Chem Chemother. 2009 Sep 25;20(1):47-54. doi: 10.3851/IMP1372. PMID: 19794231. 2. Lampiasi N, Foderà D, D'Alessandro N, Cusimano A, Azzolina A, Tripodo C, Florena AM, Minervini MI, Notarbartolo M, Montalto G, Cervello M. The selective cyclooxygenase-1 inhibitor SC-560 suppresses cell proliferation and induces apoptosis in human hepatocellular carcinoma cells. Int J Mol Med. 2006 Feb;17(2):245-52. PMID: 16391822. 3. Chang CC, Lee WS, Hsieh HG, Chuang CL, Huang HC, Lee FY, Lee SD. Selective cyclooxygenase inhibition by SC-560 improves hepatopulmonary syndrome in cirrhotic rats. PLoS One. 2017 Jun 20;12(6):e0179809. doi: 10.1371/journal.pone.0179809. PMID: 28632747; PMCID: PMC5478154. 4. Li W, Wan L, Zhai LY, Wang J. Effects of SC-560 in combination with cisplatin or taxol on angiogenesis in human ovarian cancer xenografts. Int J Mol Sci. 2014 Oct 23;15(10):19265-80. doi: 10.3390/ijms151019265. PMID: 25342321; PMCID: PMC4227273.
In vitro protocol:
1. Okamoto M, Sakai M, Goto Y, Salim MT, Baba C, Goto K, Watashi K, Shimotohno K, Baba M. Anti-bovine viral diarrhoea virus and hepatitis C virus activity of the cyclooxygenase inhibitor SC-560. Antivir Chem Chemother. 2009 Sep 25;20(1):47-54. doi: 10.3851/IMP1372. PMID: 19794231. 2. Lampiasi N, Foderà D, D'Alessandro N, Cusimano A, Azzolina A, Tripodo C, Florena AM, Minervini MI, Notarbartolo M, Montalto G, Cervello M. The selective cyclooxygenase-1 inhibitor SC-560 suppresses cell proliferation and induces apoptosis in human hepatocellular carcinoma cells. Int J Mol Med. 2006 Feb;17(2):245-52. PMID: 16391822.
In vivo protocol:
1. Chang CC, Lee WS, Hsieh HG, Chuang CL, Huang HC, Lee FY, Lee SD. Selective cyclooxygenase inhibition by SC-560 improves hepatopulmonary syndrome in cirrhotic rats. PLoS One. 2017 Jun 20;12(6):e0179809. doi: 10.1371/journal.pone.0179809. PMID: 28632747; PMCID: PMC5478154. 2. Li W, Wan L, Zhai LY, Wang J. Effects of SC-560 in combination with cisplatin or taxol on angiogenesis in human ovarian cancer xenografts. Int J Mol Sci. 2014 Oct 23;15(10):19265-80. doi: 10.3390/ijms151019265. PMID: 25342321; PMCID: PMC4227273.
1: Li W, Wan L, Zhai LY, Wang J. Effects of SC-560 in combination with cisplatin or taxol on angiogenesis in human ovarian cancer xenografts. Int J Mol Sci. 2014 Oct 23;15(10):19265-80. doi: 10.3390/ijms151019265. PubMed PMID: 25342321; PubMed Central PMCID: PMC4227273. 2: Paskauskas S, Parseliunas A, Kerkadze V, Nobiling R, Schmidt J, Ryschich E. Blockade of leukocyte haptokinesis and haptotaxis by ketoprofen, diclofenac and SC-560. BMC Immunol. 2011 Nov 12;12:64. doi: 10.1186/1471-2172-12-64. PubMed PMID: 22078067; PubMed Central PMCID: PMC3247092. 3: Long S, Theiss KL, Mattei A, Loftin CD, Li T. Solid-state properties of the cyclooxygenase-1-selective inhibitor, SC-560. AAPS PharmSciTech. 2010 Jun;11(2):485-8. doi: 10.1208/s12249-010-9407-y. Epub 2010 Mar 20. PubMed PMID: 20306238; PubMed Central PMCID: PMC2902343. 4: Okamoto M, Sakai M, Goto Y, Salim MT, Baba C, Goto K, Watashi K, Shimotohno K, Baba M. Anti-bovine viral diarrhoea virus and hepatitis C virus activity of the cyclooxygenase inhibitor SC-560. Antivir Chem Chemother. 2009 Sep 25;20(1):47-54. doi: 10.3851/1372. PubMed PMID: 19794231. 5: Long S, Theiss KL, Li T, Loftin CD. Cyclo-oxygenase-1-selective inhibitor SC-560. Acta Crystallogr Sect E Struct Rep Online. 2009 Jan 23;65(Pt 2):o360. doi: 10.1107/S1600536809001779. PubMed PMID: 21581958; PubMed Central PMCID: PMC2968361. 6: Aldasoro M, Mauricio MD, Serna E, Cortina B, Segarra G, Medina P, Vila JM, Flor B, Lluch S. Effects of aspirin, nimesulide, and SC-560 on vasopressin-induced contraction of human gastroepiploic artery and saphenous vein. Crit Care Med. 2008 Jan;36(1):193-7. PubMed PMID: 18090373. 7: Lee E, Choi MK, Han IO, Lim SJ. Role of p21CIP1 as a determinant of SC-560 response in human HCT116 colon carcinoma cells. Exp Mol Med. 2006 Jun 30;38(3):325-31. PubMed PMID: 16819292. 8: Brenneis C, Maier TJ, Schmidt R, Hofacker A, Zulauf L, Jakobsson PJ, Scholich K, Geisslinger G. Inhibition of prostaglandin E2 synthesis by SC-560 is independent of cyclooxygenase 1 inhibition. FASEB J. 2006 Jul;20(9):1352-60. PubMed PMID: 16816110. 9: Lampiasi N, Foderà D, D'Alessandro N, Cusimano A, Azzolina A, Tripodo C, Florena AM, Minervini MI, Notarbartolo M, Montalto G, Cervello M. The selective cyclooxygenase-1 inhibitor SC-560 suppresses cell proliferation and induces apoptosis in human hepatocellular carcinoma cells. Int J Mol Med. 2006 Feb;17(2):245-52. PubMed PMID: 16391822. 10: Teng XW, Davies NM. High-performance liquid chromatographic analysis of a selective cyclooxygenase-1 inhibitor SC-560 in rat serum: application to pharmacokinetic studies. J Pharm Biomed Anal. 2004 Sep 3;35(5):1143-7. PubMed PMID: 15336360. 11: Teng XW, Abu-Mellal AK, Davies NM. Formulation dependent pharmacokinetics, bioavailability and renal toxicity of a selective cyclooxygenase-1 inhibitor SC-560 in the rat. J Pharm Pharm Sci. 2003 May-Aug;6(2):205-10. PubMed PMID: 12935431.

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