WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 463742
CAS#: 885496-53-7
Description: S-777469 is a drug developed by Shionogi which is a cannabinoid receptor agonist, with 128x selectivity for the CB2 subtype, having a CB2 affinity of 36nM, and a CB1 affinity over 4600nM. In animal studies it showed antipruritic effects, and passed Phase II human trials for the treatment of atopic dermatitis, but development was ultimately not continued further.
MedKoo Cat#: 463742
Name: S-777469
CAS#: 885496-53-7
Chemical Formula: C23H27FN2O4
Exact Mass: 414.1955
Molecular Weight: 414.4774
Elemental Analysis: C, 66.65; H, 6.57; F, 4.58; N, 6.76; O, 15.44
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.
Synonym: S-777469; S777469; S 777469;
IUPAC/Chemical Name: 1-(6-ethyl-1-(4-fluorobenzyl)-5-methyl-2-oxo-1,2-dihydropyridine-3-carboxamido)cyclohexane-1-carboxylic acid
InChi Key: JIYXOJFSPOFZPY-UHFFFAOYSA-N
InChi Code: InChI=1S/C23H27FN2O4/c1-3-19-15(2)13-18(20(27)25-23(22(29)30)11-5-4-6-12-23)21(28)26(19)14-16-7-9-17(24)10-8-16/h7-10,13H,3-6,11-12,14H2,1-2H3,(H,25,27)(H,29,30)
SMILES Code: OC(C1(NC(C2=CC(C)=C(CC)N(CC3=CC=C(F)C=C3)C2=O)=O)CCCCC1)=O
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
The following data is based on the product molecular weight 414.4774 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: Haruna T, Soga M, Morioka Y, Imura K, Furue Y, Yamamoto M, Hayakawa J, Deguchi M, Arimura A, Yasui K. The Inhibitory Effect of S-777469, a Cannabinoid Type 2 Receptor Agonist, on Skin Inflammation in Mice. Pharmacology. 2017;99(5-6):259-267. doi: 10.1159/000455916. Epub 2017 Feb 18. PMID: 28214870.
2: Sekiguchi K, Kanazu T, Murayama N, Yamazaki H, Yamaguchi Y. In vitro inhibition and enhancement of liver microsomal S-777469 metabolism by long-chain fatty acids and serum albumin: insight into in vitro and in vivo discrepancy of metabolite formation in humans. Xenobiotica. 2016;46(6):495-502. doi: 10.3109/00498254.2015.1091114. Epub 2015 Dec 18. PMID: 26677906.
3: Haruna T, Soga M, Morioka Y, Hikita I, Imura K, Furue Y, Yamamoto M, Imura C, Ikeda M, Yamauchi A, Deguchi M, Shichijo M, Arimura A, Yasui K. S-777469, a novel cannabinoid type 2 receptor agonist, suppresses itch-associated scratching behavior in rodents through inhibition of itch signal transmission. Pharmacology. 2015;95(1-2):95-103. doi: 10.1159/000371890. PMID: 25721168.
4: Sekiguchi K, Fukumura K, Hasegawa H, Kanazu T. The metabolism and pharmacokinetics of [14C]-S-777469, a new cannabinoid receptor 2 selective agonist, in healthy human subjects. Xenobiotica. 2015 Feb;45(2):150-7. doi: 10.3109/00498254.2014.956158. Epub 2014 Sep 2. PMID: 25180977.
5: Takai N, Tanaka Y, Saji H. Quantification of small molecule drugs in biological tissue sections by imaging mass spectrometry using surrogate tissue- based calibration standards. Mass Spectrom (Tokyo). 2014;3(1):A0025. doi: 10.5702/massspectrometry.A0025. Epub 2014 Feb 1. PMID: 24738041; PMCID: PMC3968287.
6: Sekiguchi K, Kanazu T, Takeuchi M, Hasegawa H, Yamaguchi Y. Non-clinical evaluation of the metabolism, pharmacokinetics and excretion of S-777469, a new cannabinoid receptor 2 selective agonist. Xenobiotica. 2014 Jan;44(1):48-58. doi: 10.3109/00498254.2013.805853. Epub 2013 Jun 13. PMID: 23763649.
7: Odan M, Ishizuka N, Hiramatsu Y, Inagaki M, Hashizume H, Fujii Y, Mitsumori S, Morioka Y, Soga M, Deguchi M, Yasui K, Arimura A. Discovery of S-777469: an orally available CB2 agonist as an antipruritic agent. Bioorg Med Chem Lett. 2012 Apr 15;22(8):2803-6. doi: 10.1016/j.bmcl.2012.02.072. Epub 2012 Mar 3. PMID: 22444677.
