WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H530137
CAS#: 209268-36-0
Description: S-5751 is a prostanoid DP (DP1) antagonist potentially for the treatment of bronchial asthma.
Hodoodo Cat#: H530137
Name: S-5751
CAS#: 209268-36-0
Chemical Formula: C25H31NO4S
Exact Mass: 441.20
Molecular Weight: 441.590
Elemental Analysis: C, 68.00; H, 7.08; N, 3.17; O, 14.49; S, 7.26
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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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
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.