SC-560 | CAS#188817-13-2 | COX1 inhibitor

SC-560
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 407334

CAS#: 188817-13-2

Description: 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

CAS# 188817-13-2

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 407334
Name: SC-560
CAS#: 188817-13-2
Chemical Formula: C17H12ClF3N2O
Exact Mass: 352.06
Molecular Weight: 352.740
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
100mg	USD 250
200mg	USD 450
500mg	USD 950
1g	USD 1650
5g	USD 4950
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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:

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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.

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.

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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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