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MedKoo Cat#: 317763 | Name: Ecabet Sodium
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Description:

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

Ecabet Sodium is a prescription eye drop for the treatment of dry eye syndrome. It is a new class of molecules that increases the quantity and quality of mucin produced by conjunctival goblet cells and corneal epithelia. Mucin is a glycoprotein component of tear film that lubricates while retarding moisture loss from tear evaporation. Ecabet Sodium is currently marketed in Japan as an oral agent for treatment of gastric ulcers and gastritis.

Chemical Structure

Ecabet Sodium
Ecabet Sodium
CAS#86408-72-2 (sodium)

Theoretical Analysis

MedKoo Cat#: 317763

Name: Ecabet Sodium

CAS#: 86408-72-2 (sodium)

Chemical Formula: C20H27NaO5S

Exact Mass: 0.0000

Molecular Weight: 402.48

Elemental Analysis: C, 59.68; H, 6.76; Na, 5.71; O, 19.88; S, 7.97

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 750.00 2 Weeks
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Related CAS #
33159-27-2 (free base) 86408-72-2 (sodium) 219773-47-4 (sodium hydrate) 219773-47-4 (sodium pentahydrate)
Synonym
Ecabet Sodium; TA-2711; TA 2711; TA-2711; TA-2711E;
IUPAC/Chemical Name
(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-6-sulfo-1-phenanthrenecarboxylic acid, monosodium salt
InChi Key
RCVIHORGZULVTN-YGJXXQMASA-M
InChi Code
InChI=1S/C20H28O5S.Na/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25;/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25);/q;+1/p-1/t17-,19-,20-;/m1./s1
SMILES Code
O=C([C@]1(C)CCC[C@]2(C)C3=C(CC[C@@]12[H])C=C(C(C)C)C(S(=O)(O)=O)=C3)[O-].[Na+]
Appearance
Solid powder
Purity
>95% (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, not in water
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 402.48 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: Rah YC, Choi J, Yoo MH, Yum G, Park S, Oh KH, Lee SH, Kwon SY, Cho SH, Kim S, Park HC. Ecabet sodium alleviates neomycin-induced hair cell damage. Free Radic Biol Med. 2015 Dec;89:1176-83. doi: 10.1016/j.freeradbiomed.2015.11.007. Epub 2015 Nov 10. PubMed PMID: 26561773. 2: Ahn JY, Choi CH, Lee JW, Park SJ, Kim JW, Chang SK, Han SB. The effect of sequential therapy with lansoprazole and ecabet sodium in treating iatrogenic gastric ulcer after endoscopic submucosal dissection: a randomized prospective study. J Dig Dis. 2015 Feb;16(2):75-82. doi: 10.1111/1751-2980.12214. PubMed PMID: 25420889. 3: Wang Y, Wang B, Lv ZF, Yang Y, Wang F, Wang H, Chen S, Xie Y, Zhou X. Efficacy and safety of ecabet sodium as an adjuvant therapy for Helicobacter pylori eradication: a systematic review and meta-analysis. Helicobacter. 2014 Oct;19(5):372-81. doi: 10.1111/hel.12136. Epub 2014 May 14. Review. PubMed PMID: 24826809. 4: Kim JY, Bae HJ, Choi J, Lim JR, Kim SW, Lee SH, Park ES. Efficacy of gastro-retentive forms of ecabet sodium in the treatment of gastric ulcer in rats. Arch Pharm Res. 2014 Aug;37(8):1053-62. doi: 10.1007/s12272-013-0278-0. Epub 2013 Nov 20. PubMed PMID: 24254934. 5: Liang J, Li J, Han Y, Xia J, Yang Y, Li W, Zhang S, Wu Y, Yuan Y, Li Z, Du Y, Chen M, Chen B, Jiang B, Bai Y, Wen Q, Wu K, Fan D. Helicobacter pylori eradication with ecabet sodium, omeprazole, amoxicillin, and clarithromycin versus bismuth, omeprazole, amoxicillin, and clarithromycin quadruple therapy: a randomized, open-label, phase IV trial. Helicobacter. 2012 Dec;17(6):458-65. doi: 10.1111/j.1523-5378.2012.00971.x. Epub 2012 Jul 2. PubMed PMID: 23066868. 6: Okuda M, Yamamoto N, Fukuda N, Maekawa K, Kusaka T, Hashimoto M, Kotake J, Koizuka H, Fukuda Y. Effect of ecabet sodium treatment on urea breath test and stool antigen tests in volunteers with Helicobacter pylori infection. J Gastroenterol Hepatol. 2012 Apr;27 Suppl 3:100-2. doi: 10.1111/j.1440-1746.2012.07080.x. PubMed PMID: 22486880. 7: Furuta T, Kato M, Sugimoto M, Sasaki M, Kamoshida T, Furukawa K, Inaba T, Tomita T, Shirai T, Ishii N, Nomura H, Konda Y, Asaka M; Japan Gast Study Group. Triple therapy with ecabet sodium, amoxicillin and lansoprazole for 2 weeks as the rescue regimen for H. pylori infection. Intern Med. 2011;50(5):369-74. Epub 2011 Mar 1. PubMed PMID: 21372444. 8: Yoshioka K, Ueno Y, Tanaka S, Nagai K, Onitake T, Hanaoka R, Chayama K. Efficacy of ecabet sodium enema on intractable rectal ulcer after piecemeal endoscopic mucosal resection for rectal tumor. Clin J Gastroenterol. 2010 Dec;3(6):285-8. doi: 10.1007/s12328-010-0174-9. Epub 2010 Sep 17. PubMed PMID: 26190485. 9: Takagi T, Naito Y, Okuda T, Uchiyama K, Adachi S, Mizushima K, Handa O, Kokura S, Ichikawa H, Yoshikawa T. Ecabet sodium promotes the healing of trinitrobenzene-sulfonic-acid-induced ulceration by enhanced restitution of intestinal epithelial cells. J Gastroenterol Hepatol. 2010 Jul;25(7):1259-65. doi: 10.1111/j.1440-1746.2010.06263.x. PubMed PMID: 20594253. 10: Lawrance IC. Ecabet sodium: a potential new agent in the management of distal colitis. J Gastroenterol Hepatol. 2010 Jul;25(7):1182-4. doi: 10.1111/j.1440-1746.2010.06339.x. PubMed PMID: 20594242. 11: Koizumi W, Tanabe S, Nakatani K, Ishido K, Nishimura K, Azuma M, Ae T, Sasaki T, Higuchi K, Katada C, Nakayama N, Saigenji K. Quadruple therapy with ecabet sodium, omeprazole, amoxicillin and metronidazole is effective for eradication of Helicobacter pylori after failure of first-line therapy (KDOG0201 Study). J Clin Pharm Ther. 2010 Jun;35(3):303-7. doi: 10.1111/j.1365-2710.2009.01092.x. PubMed PMID: 20831531. 12: Asakuma Y, Kudo M, Matsui S, Okada M, Kawasaki M, Umehara Y, Ichikawa T, Kitai S. Comparison of an ecabet sodium and proton pump inhibitor (PPI) combination therapy with PPI alone in the treatment of endoscopic submucosal dissection (ESD)--induced ulcers in early gastric cancer: prospective randomized study. Hepatogastroenterology. 2009 Sep-Oct;56(94-95):1270-3. PubMed PMID: 19950775. 13: Asaoka D, Nagahara A, Oguro M, Izumi Y, Kurosawa A, Osada T, Kawabe M, Hojo M, Otaka M, Watanabe S. Characteristic pathological findings and effects of ecabet sodium in rat reflux esophagitis. World J Gastroenterol. 2009 Jul 28;15(28):3480-5. PubMed PMID: 19630101; PubMed Central PMCID: PMC2715972. 14: Yang Kim H, Hahm KB, Choi MG, Rew JS, Seol SY, Chun HJ, Lee OY, Hong WS. Prospective multi-center trial for the efficacy of ecabet sodium on the relief of dyspepsia in korean patients with chronic gastritis. J Clin Biochem Nutr. 2007 Nov;41(3):160-8. doi: 10.3164/jcbn.2007022. PubMed PMID: 18299710; PubMed Central PMCID: PMC2243240. 15: Mitsuyama K, Tomiyasu N, Masuda J, Yamasaki H, Tsuruta O, Sata M. High affinity of ecabet sodium for inflamed colonic mucosa in ulcerative colitis. Dig Dis Sci. 2007 Jun;52(6):1442-3. Epub 2007 Apr 3. PubMed PMID: 17404866. 16: Sasaki K, Iizuka M, Konno S, Shindo K, Sato A, Horie Y, Watanabe S. Ecabet sodium prevents the delay of wound repair in intestinal epithelial cells induced by hydrogen peroxide. J Gastroenterol. 2005 May;40(5):474-82. PubMed PMID: 15942712. 17: Kusumoto K, Kawahara T, Kuwano Y, Teshima-Kondo S, Morita K, Kishi K, Rokutan K. Ecabet sodium inhibits Helicobacter pylori lipopolysaccharide-induced activation of NADPH oxidase 1 or apoptosis of guinea pig gastric mucosal cells. Am J Physiol Gastrointest Liver Physiol. 2005 Feb;288(2):G300-7. Epub 2004 Sep 30. PubMed PMID: 15458921. 18: Kim JM, Kim JS, Jung HC, Oh YK, Kim N, Song IS. Inhibition of Helicobacter pylori-induced nuclear factor-kappa B activation and interleukin-8 gene expression by ecabet sodium in gastric epithelial cells. Helicobacter. 2003;8(5):542-53. PubMed PMID: 14536001. 19: Murata H, Kawano S, Tsuji S, Kamada T, Matsuzawa Y, Katsu K, Inoue K, Kobayashi K, Mitsufuji S, Bamba T, Kawasaki H, Kajiyama G, Umegaki E, Inoue M, Saito I. Combination therapy of ecabet sodium and cimetidine compared with cimetidine alone for gastric ulcer: prospective randomized multicenter study. J Gastroenterol Hepatol. 2003 Sep;18(9):1029-33. PubMed PMID: 12911658. 20: Ito M, Tanaka S, Yoshihara M, Chayama K, Haruma K. Single administration of ecabet sodium diminishes the level of delta-13CO2 in urea breath test. J Gastroenterol. 2002;37(8):674-5. PubMed PMID: 12203087.

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