MedKoo Cat#: 533003 | Name: ZK216348

Description:

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

ZK216348 is a selective nonsteroidal glucocorticoid receptor (GR) agonist for the treatment of experimental colitis with IC50 values of 20, 20, and 80 nM for GR, Progesterone (PR) and Mineralocorticoid (MR) receptors respectively. (ZK 216348 shows anti-inflammatory activity comparable to prednisolone for both systemic and topical application.

Chemical Structure

ZK216348
ZK216348
CAS#669073-68-1

Theoretical Analysis

MedKoo Cat#: 533003

Name: ZK216348

CAS#: 669073-68-1

Chemical Formula: C24H23F3N2O5

Exact Mass: 476.1559

Molecular Weight: 476.45

Elemental Analysis: C, 60.50; H, 4.87; F, 11.96; N, 5.88; O, 16.79

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
ZK216348; ZK 216348; ZK-216348.
IUPAC/Chemical Name
4-(2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-N-(4-methyl-1-oxo-2,3-benzoxazin-6-yl)-2-(trifluoromethyl)pentanamide
InChi Key
VRZVKIJRJRBQJT-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H23F3N2O5/c1-13-17-11-15(7-8-16(17)20(30)34-29-13)28-21(31)23(32,24(25,26)27)12-22(2,3)18-6-4-5-14-9-10-33-19(14)18/h4-8,11,32H,9-10,12H2,1-3H3,(H,28,31)
SMILES Code
CC(C)(C1=CC=CC2=C1OCC2)CC(C(F)(F)F)(O)C(NC3=CC=C(C(ON=C4C)=O)C4=C3)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 476.45 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.

Recalculate based on batch purity %
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: Reuter KC, Loitsch SM, Dignass AU, Steinhilber D, Stein J. Selective non-steroidal glucocorticoid receptor agonists attenuate inflammation but do not impair intestinal epithelial cell restitution in vitro. PLoS One. 2012;7(1):e29756. doi: 10.1371/journal.pone.0029756. Epub 2012 Jan 25. PubMed PMID: 22295067; PubMed Central PMCID: PMC3266253. 2: Reuter KC, Grunwitz CR, Kaminski BM, Steinhilber D, Radeke HH, Stein J. Selective glucocorticoid receptor agonists for the treatment of inflammatory bowel disease: studies in mice with acute trinitrobenzene sulfonic acid colitis. J Pharmacol Exp Ther. 2012 Apr;341(1):68-80. doi: 10.1124/jpet.111.183947. Epub 2012 Jan 10. PubMed PMID: 22235147. 3: Reeves EK, Rayavarapu S, Damsker JM, Nagaraju K. Glucocorticoid analogues: potential therapeutic alternatives for treating inflammatory muscle diseases. Endocr Metab Immune Disord Drug Targets. 2012 Mar;12(1):95-103. Review. PubMed PMID: 22214335. 4: Joanny E, Ding Q, Gong L, Kong P, Saklatvala J, Clark AR. Anti-inflammatory effects of selective glucocorticoid receptor modulators are partially dependent on up-regulation of dual specificity phosphatase 1. Br J Pharmacol. 2012 Feb;165(4b):1124-36. doi: 10.1111/j.1476-5381.2011.01574.x. PubMed PMID: 21718312; PubMed Central PMCID: PMC3346253. 5: Kato M, Hagiwara Y, Oda T, Imamura-Takai M, Aono H, Nakamura M. Beneficial pharmacological effects of selective glucocorticoid receptor agonist in external eye diseases. J Ocul Pharmacol Ther. 2011 Aug;27(4):353-60. doi: 10.1089/jop.2010.0177. Epub 2011 May 16. PubMed PMID: 21574866. 6: Jaroch S, Berger M, Huwe C, Krolikiewicz K, Rehwinkel H, Schäcke H, Schmees N, Skuballa W. Discovery of quinolines as selective glucocorticoid receptor agonists. Bioorg Med Chem Lett. 2010 Oct 1;20(19):5835-8. doi: 10.1016/j.bmcl.2010.07.125. Epub 2010 Aug 3. PubMed PMID: 20727743. 7: Stahn C, Löwenberg M, Hommes DW, Buttgereit F. Molecular mechanisms of glucocorticoid action and selective glucocorticoid receptor agonists. Mol Cell Endocrinol. 2007 Sep 15;275(1-2):71-8. Epub 2007 Jun 2. Review. PubMed PMID: 17630118. 8: Humphrey EL, Williams JH, Davie MW, Marshall MJ. Effects of dissociated glucocorticoids on OPG and RANKL in osteoblastic cells. Bone. 2006 May;38(5):652-61. Epub 2005 Nov 17. PubMed PMID: 16298558. 9: Schäcke H, Schottelius A, Döcke WD, Strehlke P, Jaroch S, Schmees N, Rehwinkel H, Hennekes H, Asadullah K. Dissociation of transactivation from transrepression by a selective glucocorticoid receptor agonist leads to separation of therapeutic effects from side effects. Proc Natl Acad Sci U S A. 2004 Jan 6;101(1):227-32. Epub 2003 Dec 23. PubMed PMID: 14694204; PubMed Central PMCID: PMC314167.