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Details

Stereochemistry RACEMIC
Molecular Formula C24H27N3O7S
Molecular Weight 501.552
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PG-530742

SMILES

COC1=CC=C(C=C1)C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC(CC#CCN3CCOCC3)C(O)=O

InChI

InChIKey=JAYVKNDQKXUNOJ-UHFFFAOYSA-N
InChI=1S/C24H27N3O7S/c1-33-20-9-5-18(6-10-20)23(28)25-19-7-11-21(12-8-19)35(31,32)26-22(24(29)30)4-2-3-13-27-14-16-34-17-15-27/h5-12,22,26H,4,13-17H2,1H3,(H,25,28)(H,29,30)

HIDE SMILES / InChI
PG-116800 is a member of the hydroxyproline-based hydroxamic acid class of matrix metalloproteinase (MMP) inhibitors. PG-116800 did not modify matrix structure in osteoarthritic patients. Also, it had unexpected side effects on muscle and skeleton; it limited joint mobility, and caused arthralgia, hand oedema, palmar fibrosis, Dupuytren’s contracture and persistent tendon thickness or nodules. PG-116800 failed to reduce left ventricular remodeling or improve clinical outcomes after myocardial infarction.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of selective matrix metalloproteinase inhibitor (PG-116800) to prevent ventricular remodeling after myocardial infarction: results of the PREMIER (Prevention of Myocardial Infarction Early Remodeling) trial.
2006 Jul 4
The quest for the Holy Grail: a disease-modifying osteoarthritis drug.
2007
Development of musculoskeletal toxicity without clear benefit after administration of PG-116800, a matrix metalloproteinase inhibitor, to patients with knee osteoarthritis: a randomized, 12-month, double-blind, placebo-controlled study.
2007

Sample Use Guides

25 mg, 50 mg, 100 mg, or 200 mg taken twice daily for 12 months
Route of Administration: Oral
Name Type Language
PG-530742
Common Name English
PG-116800
Code English
PGE7113313
Code English
PGE-7113313
Code English
4-HEXYNOIC ACID, 2-(((4-((4-METHOXYBENZOYL)AMINO)PHENYL)SULFONYL)AMINO)-6-(4-MORPHOLINYL)-
Common Name English
Code System Code Type Description
MESH
C512048
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY
FDA UNII
F94T42GL80
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY
DRUG BANK
DB05495
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY
PUBCHEM
9848869
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY
CAS
291533-11-4
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID10951756
Created by admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
PRIMARY