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

Details

Stereochemistry RACEMIC
Molecular Formula C46H58ClN5O8
Molecular Weight 844.434
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROGLUMETACIN

SMILES

CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CCOC(=O)CC2=C(C)N(C(=O)C3=CC=C(Cl)C=C3)C4=C2C=C(OC)C=C4)CC1)NC(=O)C5=CC=CC=C5

InChI

InChIKey=PTXGHCGBYMQQIG-UHFFFAOYSA-N
InChI=1S/C46H58ClN5O8/c1-5-21-51(22-6-2)46(57)40(48-44(55)34-11-8-7-9-12-34)18-20-42(53)59-29-10-23-49-24-26-50(27-25-49)28-30-60-43(54)32-38-33(3)52(41-19-17-37(58-4)31-39(38)41)45(56)35-13-15-36(47)16-14-35/h7-9,11-17,19,31,40H,5-6,10,18,20-30,32H2,1-4H3,(H,48,55)

HIDE SMILES / InChI

Molecular Formula C46H58ClN5O8
Molecular Weight 844.434
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: Description was created based on several sources, including http://www.druginfosys.com/drug.aspx?drugcode=980&drugname=&type=2 https://www.ncbi.nlm.nih.gov/pubmed/2826180

Proglumetacin (usually as the maleate salt, trade names Afloxan, Protaxon and Proxil) is a non-steroidal anti-inflammatory drug. Proglumetacin is indicated for the pain and inflammation associated with musculoskeletal and joint disorders. The action of proglumetacin maleate is qualitatively the same as that of indomethacin in vivo; that is, it inhibits cyclo-oxygenase in inflammatory sites.

Originator

Curator's Comment: first developed by the German company Fresenius

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Afloxan

Approved Use

Pain and inflammation associated with musculoskeletal and joint disorders.
PubMed

PubMed

TitleDatePubMed
Pharmacological studies on proglumetacin maleate, a new non-steroidal anti-inflammatory drug (4). Mode of action on anti-inflammatory activity.
1986 Nov
Patents

Patents

Sample Use Guides

Oral Pain and inflammation associated with musculoskeletal and joint disorders Adult: Up to 600 mg/day in divided doses.
Route of Administration: Oral
In Vitro Use Guide
PGM (IC50 = 1.5 uM) strongly inhibited 5-HETE formation by the cytosol of guinea pig polymorphonuclear leukocytes.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:50:09 GMT 2023
Edited
by admin
on Fri Dec 15 17:50:09 GMT 2023
Record UNII
FV919079LU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROGLUMETACIN
INN   MI   WHO-DD  
INN  
Official Name English
3-(4-(2-HYDROXYETHYL)-1-PIPERAZINYL)PROPYL DL-4-BENZAMIDO-N,N-DIPROPYLGLUTARAMATE 1-(P-CHLOROBENZOYL)-5-METHOXY-2-METHYLINDOLE-3-ACETATE (ESTER)
Common Name English
5-(DIPROPYLAMINO)-1,5-DIOXOPENTYL)OXY)PROPYL)-1-PIPERAZINYL)ETHYL ESTER, (±)-
Common Name English
PROGLUMETACIN [MI]
Common Name English
Proglumetacin [WHO-DD]
Common Name English
1H-INDOLE-3-ACETIC ACID, 1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-, 2-(4-(3-((4-(BENZOYLAMINO)-
Common Name English
proglumetacin [INN]
Common Name English
1H-INDOLE-3-ACETIC ACID, 1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-, 2-(4-(3-((4-(BENZOYLAMINO)-5-(DIPROPYLAMINO)-1,5-DIOXOPENTYL)OXY)PROPYL)-1-PIPERAZINYL)ETHYL ESTER
Systematic Name English
Classification Tree Code System Code
WHO-VATC QM01AB14
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
WHO-ATC M01AB14
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
Code System Code Type Description
MERCK INDEX
m9160
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY Merck Index
CAS
57132-53-3
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048842
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105825
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
DRUG BANK
DB13527
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
RXCUI
34769
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY RxNorm
FDA UNII
FV919079LU
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
PUBCHEM
4921
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
CHEBI
76263
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
WIKIPEDIA
Proglumetacin
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
DRUG CENTRAL
2280
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
INN
3977
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
MESH
C019541
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
SMS_ID
100000091998
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
EVMPD
SUB10077MIG
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
NCI_THESAURUS
C170354
Created by admin on Fri Dec 15 17:50:09 GMT 2023 , Edited by admin on Fri Dec 15 17:50:09 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY