S-777469 | CAS#885496-53-7 | Cannabinoid receptor agonist

MedKoo Cat#: 463742 | Name: S-777469

Description:

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

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.

Chemical Structure

S-777469

CAS#885496-53-7

Theoretical Analysis

MedKoo Cat#: 463742

Name: S-777469

CAS#: 885496-53-7

Chemical Formula: C23H27FN2O4

Exact Mass: 414.1955

Molecular Weight: 414.48

Elemental Analysis: C, 66.65; H, 6.57; F, 4.58; N, 6.76; O, 15.44

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.

Bulk Inquiry

Related CAS #

No Data

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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 414.48 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.

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.