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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
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