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
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)
| Molecular Formula | C24H27N3O7S |
| Molecular Weight | 501.552 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The importance of estimating the therapeutic index in the development of matrix metalloproteinase inhibitors. | 2006 Feb 15 |
|
| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:31:10 GMT 2023
by
admin
on
Sat Dec 16 02:31:10 GMT 2023
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| Record UNII |
F94T42GL80
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| Record Status |
Validated (UNII)
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| Record Version |
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C512048
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F94T42GL80
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DB05495
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9848869
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291533-11-4
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DTXSID10951756
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admin on Sat Dec 16 02:31:10 GMT 2023 , Edited by admin on Sat Dec 16 02:31:10 GMT 2023
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