L-798,106 | CAS#244101-02-8 | EP3 receptor antagonist

MedKoo Cat#: 532097 | Name: L-798,106

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Description:

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

L-798,106 is a potent and highly selective EP3 receptor antagonist.

Chemical Structure

L-798,106

CAS#244101-02-8

Theoretical Analysis

MedKoo Cat#: 532097

Name: L-798,106

CAS#: 244101-02-8

Chemical Formula: C27H22BrNO4S

Exact Mass: 535.0453

Molecular Weight: 536.44

Elemental Analysis: C, 60.45; H, 4.13; Br, 14.90; N, 2.61; O, 11.93; S, 5.98

Price and Availability

Size	Price	Availability
5mg	USD 315.00	2 Weeks
10mg	USD 500.00	2 Weeks
25mg	USD 850.00	2 Weeks

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Related CAS #

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Synonym

L-798,106; L 798,106; L798,106.

IUPAC/Chemical Name

(E)-N-(5-bromo-2-methoxyphenyl)sulfonyl-3-[2-(naphthalen-2-ylmethyl)phenyl]prop-2-enamide

InChi Key

ODTKFNUPVBULRJ-NTCAYCPXSA-N

InChi Code

InChI=1S/C27H22BrNO4S/c1-33-25-14-13-24(28)18-26(25)34(31,32)29-27(30)15-12-21-7-3-5-9-23(21)17-19-10-11-20-6-2-4-8-22(20)16-19/h2-16,18H,17H2,1H3,(H,29,30)/b15-12+

SMILES Code

O=C(NS(=O)(C1=CC(Br)=CC=C1OC)=O)/C=C/C2=CC=CC=C2CC3=CC=C4C=CC=CC4=C3

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-798106 is potent and highly selective prostanoid EP3 receptor antagonist (Ki=0.3 nM), it also has micromolar activities at the EP4, EP1 and EP2 receptors with Ki values of 916 nM, >5000 nM and >5000 nM, respectively.

In vitro activity:

The PGE2 EP3 receptor antagonist L-798106 abrogated the PGE2 stimulatory effect, while EP3 agonist 17-phenyl trinor prostaglandin E2 (17-pt-PGE2) mimicked the effect of PEG2 on TRPM7. Reference: J Cell Mol Med. 2018 Dec;22(12):6327-6337. https://pubmed.ncbi.nlm.nih.gov/30338939/

In vivo activity:

L-798,106, a novel and highly selective EP(3)-receptor antagonist, produced a parallel shift to the right of the concentration-response curves that described the inhibitory action of sulprostone on EFS-evoked contractile responses in guinea-pig vas deferens (an established EP(3)-receptor-expressing tissue), from which a mean pA(2) of 7.48 was derived. On guinea-pig trachea, L-798,106 also antagonised sulprostone-induced inhibition of EFS-induced twitch responses, with similar potency (mean pA(2)=7.82). Reference: Br J Pharmacol. 2004 Feb;141(4):600-9. https://pubmed.ncbi.nlm.nih.gov/14744812/

	Solvent	mg/mL	mM
Solubility
	DMF	20.0	37.28
	DMSO	24.6	45.76

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 536.44 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. Tian Y, Yang T, Yu S, Liu C, He M, Hu C. Prostaglandin E2 increases migration and proliferation of human glioblastoma cells by activating transient receptor potential melastatin 7 channels. J Cell Mol Med. 2018 Dec;22(12):6327-6337. doi: 10.1111/jcmm.13931. Epub 2018 Oct 19. PMID: 30338939; PMCID: PMC6237613. 2. Li C, Liu X, Liu Y, Zhang E, Medepalli K, Masuda K, Li N, Wikenheiser-Brokamp KA, Osterburg A, Borchers MT, Kopras EJ, Plas DR, Sun J, Franz DN, Capal JK, Mays M, Sun Y, Kwiatkowski DJ, Alayev A, Holz MK, Krueger DA, Siroky BJ, Yu JJ. Tuberin Regulates Prostaglandin Receptor-Mediated Viability, via Rheb, in mTORC1-Hyperactive Cells. Mol Cancer Res. 2017 Oct;15(10):1318-1330. doi: 10.1158/1541-7786.MCR-17-0077. Epub 2017 Jul 14. PMID: 28710231. 3. Hu CJ, Wang YW, Huang WX, Xia YB. E prostanoid receptor-3 promotes oxidized low-density lipoprotein-induced human aortic smooth muscle cells inflammation. ESC Heart Fail. 2022 Dec 28. doi: 10.1002/ehf2.14264. Epub ahead of print. PMID: 36578105. 4. Clarke DL, Giembycz MA, Patel HJ, Belvisi MG. E-ring 8-isoprostanes inhibit ACh release from parasympathetic nerves innervating guinea-pig trachea through agonism of prostanoid receptors of the EP3-subtype. Br J Pharmacol. 2004 Feb;141(4):600-9. doi: 10.1038/sj.bjp.0705648. Epub 2004 Jan 26. PMID: 14744812; PMCID: PMC1574232.

In vitro protocol:

In vivo protocol:

1. Hu CJ, Wang YW, Huang WX, Xia YB. E prostanoid receptor-3 promotes oxidized low-density lipoprotein-induced human aortic smooth muscle cells inflammation. ESC Heart Fail. 2022 Dec 28. doi: 10.1002/ehf2.14264. Epub ahead of print. PMID: 36578105. 2. Clarke DL, Giembycz MA, Patel HJ, Belvisi MG. E-ring 8-isoprostanes inhibit ACh release from parasympathetic nerves innervating guinea-pig trachea through agonism of prostanoid receptors of the EP3-subtype. Br J Pharmacol. 2004 Feb;141(4):600-9. doi: 10.1038/sj.bjp.0705648. Epub 2004 Jan 26. PMID: 14744812; PMCID: PMC1574232.

1: Shridas P, Zahoor L, Forrest KJ, Layne JD, Webb NR. Group X secretory phospholipase A2 regulates insulin secretion through a cyclooxygenase-2-dependent mechanism. J Biol Chem. 2014 Oct 3;289(40):27410-7. doi: 10.1074/jbc.M114.591735. PubMed PMID: 25122761; PubMed Central PMCID: PMC4183781. 2: Shimizu T, Tanaka K, Nakamura K, Taniuchi K, Yawata T, Higashi Y, Ueba T, Dimitriadis F, Shimizu S, Yokotani K, Saito M. Possible involvement of brain prostaglandin E2 and prostanoid EP3 receptors in prostaglandin E2 glycerol ester-induced activation of central sympathetic outflow in the rat. Neuropharmacology. 2014 Jul;82:19-27. doi: 10.1016/j.neuropharm.2014.03.005. PubMed PMID: 24657150. 3: Clarke DL, Giembycz MA, Patel HJ, Belvisi MG. E-ring 8-isoprostanes inhibit ACh release from parasympathetic nerves innervating guinea-pig trachea through agonism of prostanoid receptors of the EP3-subtype. Br J Pharmacol. 2004 Feb;141(4):600-9. PubMed PMID: 14744812; PubMed Central PMCID: PMC1574232.