S-Diclofenac | CAS# 912758-00-0 | NSAID

MedKoo Cat#: 573414 | Name: S-Diclofenac

Featured

Description:

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

S-Diclofenac is a non-steroidal anti-inflammatory drug (NSAID). S-Diclofenac is a hybrid molecule of an H2S donor and the NSAID diclofenac. S-diclofenac may protect against doxorubicin-induced cardiomyopathy by ameliorating cardiac gap junction remodeling.

Chemical Structure

S-Diclofenac

CAS#912758-00-0

Theoretical Analysis

MedKoo Cat#: 573414

Name: S-Diclofenac

CAS#: 912758-00-0

Chemical Formula: C23H15Cl2NO2S3

Exact Mass: 502.9642

Molecular Weight: 504.46

Elemental Analysis: C, 54.76; H, 3.00; Cl, 14.05; N, 2.78; O, 6.34; S, 19.07

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00
10mg	USD 600.00
50mg	USD 1,500.00

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

ACS 15, ATB-337, S-Diclofenac

IUPAC/Chemical Name

Benzeneacetic acid, 2-((2,6-dichlorophenyl)amino)-, 4-(3H-1,2-dithiol-3-thione-5-yl)phenyl ester

InChi Key

BRDUXOHVEZVAHI-UHFFFAOYSA-N

InChi Code

1S/C23H15Cl2NO2S3/c24-17-5-3-6-18(25)23(17)26-19-7-2-1-4-15(19)12-21(27)28-16-10-8-14(9-11-16)20-13-22(29)31-30-20/h1-11,13,26H,12H2

SMILES Code

c1ccc(c(c1)CC(=O)Oc2ccc(cc2)c3cc(=S)ss3)Nc4c(cccc4Cl)Cl

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

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

In rats, diclofenac caused significant gastrointestinal damage, whereas no damage was observed with S-Diclofenac treatment at the same dose. S-Diclofenac did not promote leukocyte adherence to vascular endothelium, an effect observed with diclofenac treatment alone. S-Diclofenac increased TNF-α expression and the adhesion molecules ICAM-1 and LFA-1 were not observed in rats treated with S-Diclofenac, effects seen with equimolar doses of diclofenac.

In vitro activity:

To be determined

In vivo activity:

S-Diclofenac has potential as an anti-inflammatory drug with little to no gastrointestinal damage. Diclofenacdose-dependently damaged the stomach, while S-Diclofenac did not. Compared to diclofenacdose, S-Diclofenac induced >90% less intestinal damage and had no effect on hematocrit. S-Diclofenac inhibited cycloxygenase-1 and cyclooxygenase-2 activity as effectively as diclofenac. ATB-337 did not induce leukocyte adherence and was more potent at reducing paw edema. Reference: Gastroenterology. 2007 Jan;132(1):261-71. https://pubmed.ncbi.nlm.nih.gov/17241876/

	Solvent	mg/mL	mM
Solubility
	DMF	20.0	39.65
	DMSO	10.0	19.82

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 504.46 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. Wallace JL, Caliendo G, Santagada V, Cirino G, Fiorucci S. Gastrointestinal safety and anti-inflammatory effects of a hydrogen sulfide-releasing diclofenac derivative in the rat. Gastroenterology. 2007 Jan;132(1):261-71. doi: 10.1053/j.gastro.2006.11.042. Epub 2006 Nov 29. PMID: 17241876.

In vitro protocol:

To be determined

In vivo protocol:

1: Dos Santos LS, Saltorato JC, Monte MG, Marcos RL, Lopes-Martins RÁB, Tomazoni SS, Leal-Junior ECP, de Paiva Carvalho RL. PBMT and topical diclofenac as single and combined treatment on skeletal muscle injury in diabetic rats: effects on biochemical and functional aspects. Lasers Med Sci. 2019 Mar;34(2):255-262. doi: 10.1007/s10103-018-2580-z. Epub 2018 Jul 10. PMID: 29992491. 2: Kiaei MM, Mohaghegh MR, Movaseghi G, Ghorbanlo M. Enteral diclofenac controls pain and reduces intravenous injection during extracorporeal shock wave lithotripsy. Eur J Transl Myol. 2018 May 2;28(2):7353. doi: 10.4081/ejtm.2018.7353. PMID: 29991983; PMCID: PMC6036311. 3: Huang S, Li H, Ge J. A cardioprotective insight of the cystathionine γ-lyase/hydrogen sulfide pathway. Int J Cardiol Heart Vasc. 2015 Feb 7;7:51-57. doi: 10.1016/j.ijcha.2015.01.010. PMID: 28785645; PMCID: PMC5497180. 4: Zhang H, Zhang A, Guo C, Shi C, Zhang Y, Liu Q, Sparatore A, Wang C. S-diclofenac protects against doxorubicin-induced cardiomyopathy in mice via ameliorating cardiac gap junction remodeling. PLoS One. 2011;6(10):e26441. doi: 10.1371/journal.pone.0026441. Epub 2011 Oct 24. PMID: 22039489; PMCID: PMC3200338. 5: Frantzias J, Logan JG, Mollat P, Sparatore A, Del Soldato P, Ralston SH, Idris AI. Hydrogen sulphide-releasing diclofenac derivatives inhibit breast cancer-induced osteoclastogenesis in vitro and prevent osteolysis ex vivo. Br J Pharmacol. 2012 Mar;165(6):1914-1925. doi: 10.1111/j.1476-5381.2011.01704.x. PMID: 21955294; PMCID: PMC3372840. 6: Guo JP, Yu S, McGeer PL. Simple in vitro assays to identify amyloid-beta aggregation blockers for Alzheimer's disease therapy. J Alzheimers Dis. 2010;19(4):1359-70. doi: 10.3233/JAD-2010-1331. PMID: 20061605. 7: Moody TW, Switzer C, Santana-Flores W, Ridnour LA, Berna M, Thill M, Jensen RT, Sparatore A, Del Soldato P, Yeh GC, Roberts DD, Giaccone G, Wink DA. Dithiolethione modified valproate and diclofenac increase E-cadherin expression and decrease proliferation of non-small cell lung cancer cells. Lung Cancer. 2010 May;68(2):154-60. doi: 10.1016/j.lungcan.2009.06.012. Epub 2009 Jul 23. PMID: 19628293; PMCID: PMC3835159. 8: Lee M, Sparatore A, Del Soldato P, McGeer E, McGeer PL. Hydrogen sulfide- releasing NSAIDs attenuate neuroinflammation induced by microglial and astrocytic activation. Glia. 2010 Jan 1;58(1):103-13. doi: 10.1002/glia.20905. PMID: 19544392. 9: Bass SE, Sienkiewicz P, Macdonald CJ, Cheng RY, Sparatore A, Del Soldato P, Roberts DD, Moody TW, Wink DA, Yeh GC. Novel dithiolethione-modified nonsteroidal anti-inflammatory drugs in human hepatoma HepG2 and colon LS180 cells. Clin Cancer Res. 2009 Mar 15;15(6):1964-72. doi: 10.1158/1078-0432.CCR-08-1870. Epub 2009 Mar 10. PMID: 19276279; PMCID: PMC2755634. 10: Baskar R, Sparatore A, Del Soldato P, Moore PK. Effect of S-diclofenac, a novel hydrogen sulfide releasing derivative inhibit rat vascular smooth muscle cell proliferation. Eur J Pharmacol. 2008 Oct 10;594(1-3):1-8. doi: 10.1016/j.ejphar.2008.07.029. Epub 2008 Jul 21. PMID: 18680741. 11: Rossoni G, Sparatore A, Tazzari V, Manfredi B, Del Soldato P, Berti F. The hydrogen sulphide-releasing derivative of diclofenac protects against ischaemia- reperfusion injury in the isolated rabbit heart. Br J Pharmacol. 2008 Jan;153(1):100-9. doi: 10.1038/sj.bjp.0707540. Epub 2007 Oct 29. PMID: 17965734; PMCID: PMC2199380. 12: Sidhapuriwala J, Li L, Sparatore A, Bhatia M, Moore PK. Effect of S-diclofenac, a novel hydrogen sulfide releasing derivative, on carrageenan- induced hindpaw oedema formation in the rat. Eur J Pharmacol. 2007 Aug 13;569(1-2):149-54. doi: 10.1016/j.ejphar.2007.05.003. Epub 2007 May 13. PMID: 17553487. 13: Li L, Rossoni G, Sparatore A, Lee LC, Del Soldato P, Moore PK. Anti- inflammatory and gastrointestinal effects of a novel diclofenac derivative. Free Radic Biol Med. 2007 Mar 1;42(5):706-19. doi: 10.1016/j.freeradbiomed.2006.12.011. Epub 2006 Dec 16. PMID: 17291994.