U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H23F3N2O5
Molecular Weight 476.445
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZK-216348

SMILES

CC1=NOC(=O)C2=CC=C(NC(=O)C(O)(CC(C)(C)C3=C4OCCC4=CC=C3)C(F)(F)F)C=C12

InChI

InChIKey=VRZVKIJRJRBQJT-HSZRJFAPSA-N
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)/t23-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H23F3N2O5
Molecular Weight 476.445
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/22235147

(+)-ZK 216348 is a selective nonsteroidal glucocorticoid receptor (GR) agonist. (+)-ZK 216348 shows anti-inflammatory activity comparable to prednisolone for both systemic and topical application. (+)-ZK 216348 showed no negative effects on intestinal epithelial migration or proliferation. This compound is a promising candidate for the treatment of acute inflammatory conditions. It was tested as a drug for the inflammatory bowel disease management.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Dissociation of transactivation from transrepression by a selective glucocorticoid receptor agonist leads to separation of therapeutic effects from side effects.
2004 Jan 6
Effects of dissociated glucocorticoids on OPG and RANKL in osteoblastic cells.
2006 May
Molecular mechanisms of glucocorticoid action and selective glucocorticoid receptor agonists.
2007 Sep 15
Patents

Patents

Sample Use Guides

1 or 10 mg/kg BW
Route of Administration: Other
The treatment of IEC-6 cells treated with ZK216348 at concentrations of 1–20 uM showed no effect on cell apoptosis.
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:26:16 GMT 2023
Edited
by admin
on Sat Dec 16 11:26:16 GMT 2023
Record UNII
8BY7XK862L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZK-216348
Common Name English
ZK 216348, (+)-
Code English
7-BENZOFURANBUTANAMIDE, 2,3-DIHYDRO-.ALPHA.-HYDROXY-.GAMMA.,.GAMMA.-DIMETHYL-N-(4-METHYL-1-OXO-1H-2,3-BENZOXAZIN-6-YL)-.ALPHA.-(TRIFLUOROMETHYL)-, (R-),(+)-
Systematic Name English
(+)-ZK 216348
Code English
7-BENZOFURANBUTANAMIDE, 2,3-DIHYDRO-.ALPHA.-HYDROXY-.GAMMA.,.GAMMA.-DIMETHYL-N-(4-METHYL-1-OXO-1H-2,3-BENZOXAZIN-6-YL)-.ALPHA.-(TRIFLUOROMETHYL)-, (+)-
Systematic Name English
Code System Code Type Description
CAS
669073-68-1
Created by admin on Sat Dec 16 11:26:16 GMT 2023 , Edited by admin on Sat Dec 16 11:26:16 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
92293311
Created by admin on Sat Dec 16 11:26:16 GMT 2023 , Edited by admin on Sat Dec 16 11:26:16 GMT 2023
PRIMARY
FDA UNII
8BY7XK862L
Created by admin on Sat Dec 16 11:26:16 GMT 2023 , Edited by admin on Sat Dec 16 11:26:16 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY