S-5751 |CAS#209268-36-0 |prostanoid DP antagonist |asthma

MedKoo Cat#: 530137 | Name: S-5751

Description:

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

S-5751 is a prostanoid DP (DP1) antagonist potentially for the treatment of bronchial asthma.

Chemical Structure

S-5751

CAS#209268-36-0

Theoretical Analysis

MedKoo Cat#: 530137

Name: S-5751

CAS#: 209268-36-0

Chemical Formula: C25H31NO4S

Exact Mass: 441.2000

Molecular Weight: 441.59

Elemental Analysis: C, 68.00; H, 7.08; N, 3.17; O, 14.49; S, 7.26

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

S-5751; S5751; S 5751

IUPAC/Chemical Name

(5Z)-7-((1R,2R,3S,5S)-2-(((5-Hydroxy-1-benzothien-3-yl)carbonyl)amino)-6,6-dimethylbicyclo(3.1.1)hept-3-yl)hept-5-enoic acid

InChi Key

ZXBHFWFKSIYJEK-MFJOXFORSA-N

InChi Code

InChI=1S/C25H31NO4S/c1-25(2)16-11-15(7-5-3-4-6-8-22(28)29)23(20(25)12-16)26-24(30)19-14-31-21-10-9-17(27)13-18(19)21/h3,5,9-10,13-16,20,23,27H,4,6-8,11-12H2,1-2H3,(H,26,30)(H,28,29)/b5-3-/t15-,16-,20-,23+/m0/s1

SMILES Code

O=C(O)CCC/C=C\C[C@@H]1[C@@H](NC(C2=CSC3=CC=C(O)C=C23)=O)[C@@](C4)([H])C(C)(C)[C@@]4([H])C1

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 441.59 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

1: Arimura A, Yasui K, Kishino J, Asanuma F, Hasegawa H, Kakudo S, Ohtani M, Arita H. Prevention of allergic inflammation by a novel prostaglandin receptor antagonist, S-5751. J Pharmacol Exp Ther. 2001 Aug;298(2):411-9. PubMed PMID: 11454901. 2: Shichijo M, Arimura A, Hirano Y, Yasui K, Suzuki N, Deguchi M, Abraham WM. A prostaglandin D2 receptor antagonist modifies experimental asthma in sheep. Clin Exp Allergy. 2009 Sep;39(9):1404-14. doi: 10.1111/j.1365-2222.2009.03275.x. PubMed PMID: 19486034. 3: Hirano Y, Shichijo M, Ikeda M, Kitaura M, Tsuchida J, Asanuma F, Yanagimoto T, Furue Y, Imura K, Yasui K, Arimura A. Prostanoid DP receptor antagonists suppress symptomatic asthma-like manifestation by distinct actions from a glucocorticoid in rats. Eur J Pharmacol. 2011 Sep;666(1-3):233-41. doi: 10.1016/j.ejphar.2011.05.003. PubMed PMID: 21596028. 4: Yasui K, Asanuma F, Hirano Y, Shichijo M, Deguchi M, Arimura A. Contribution of prostaglandin D2 via prostanoid DP receptor to nasal hyperresponsiveness in guinea pigs repeatedly exposed to antigen. Eur J Pharmacol. 2008 Jan 14;578(2-3):286-91. PubMed PMID: 17927976. 5: Mitsumori S, Tsuri T, Honma T, Hiramatsu Y, Okada T, Hashizume H, Kida S, Inagaki M, Arimura A, Yasui K, Asanuma F, Kishino J, Ohtani M. Synthesis and biological activity of various derivatives of a novel class of potent, selective, and orally active prostaglandin D2 receptor antagonists. 2. 6,6-Dimethylbicyclo[3.1.1]heptane derivatives. J Med Chem. 2003 Jun 5;46(12):2446-55. PubMed PMID: 12773048. 6: Takahashi G, Asanuma F, Suzuki N, Hattori M, Sakamoto S, Kugimiya A, Tomita Y, Kuwajima G, Abraham WM, Deguchi M, Arimura A, Shichijo M. Effect of the potent and selective DP1 receptor antagonist, asapiprant (S-555739), in animal models of allergic rhinitis and allergic asthma. Eur J Pharmacol. 2015 Oct 15;765:15-23. doi: 10.1016/j.ejphar.2015.08.003. PubMed PMID: 26277322. 7: Choi YH, Lee SN, Aoyagi H, Yamasaki Y, Yoo JY, Park B, Shin DM, Yoon HG, Yoon JH. The extracellular signal-regulated kinase mitogen-activated protein kinase/ribosomal S6 protein kinase 1 cascade phosphorylates cAMP response element-binding protein to induce MUC5B gene expression via D-prostanoid receptor signaling. J Biol Chem. 2011 Sep 30;286(39):34199-214. doi: 10.1074/jbc.M111.247684. PubMed PMID: 21832046; PubMed Central PMCID: PMC3190772.