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Details

Stereochemistry RACEMIC
Molecular Formula C46H58ClN5O8.2C4H4O4
Molecular Weight 1076.579
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of PROGLUMETACIN MALEATE

SMILES

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.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=MKFWBVKQDGNXDW-SPIKMXEPSA-N
InChI=1S/C46H58ClN5O8.2C4H4O4/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;2*5-3(6)1-2-4(7)8/h7-9,11-17,19,31,40H,5-6,10,18,20-30,32H2,1-4H3,(H,48,55);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

HIDE SMILES / InChI
Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE
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

Fresenius
2
Curator's Comment: first developed by the German company Fresenius

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8429
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

JPH07267924A
3

Sample Use Guides

In Vivo Use Guide
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 19:02:45 GMT 2023
Edited
by admin
on Fri Dec 15 19:02:45 GMT 2023
Record UNII
F2PUN24B8C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROGLUMETACIN MALEATE
JAN   MART.   WHO-DD  
Common Name English
PROGLUMETACIN DIMALEATE
MI  
Common Name English
PROXIL
Brand 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, (±)-, (Z)-2-BUTENEDIOATE (1:2)
Systematic Name English
PROGLUMETACIN MALEATE [MART.]
Common Name English
PROGLUMETACIN MALEATE [JAN]
Common Name English
Proglumetacin maleate [WHO-DD]
Common Name English
PROTACINE
Brand Name English
MIRIDACIN
Brand 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, (2Z)-2-BUTENEDIOATE (1:2)
Systematic Name English
PROTAXON
Brand Name English
PROGLUMETACIN DIMALEATE [MI]
Common Name English
BRUXEL
Brand Name English
CR-604
Code 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, (Z)-2-BUTENEDIOATE (1:2)
Common Name English
AFLOXAN
Brand Name English
Code System Code Type Description
MERCK INDEX
m9160
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY Merck Index
EVMPD
SUB22421
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
CAS
104060-59-5
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
NON-SPECIFIC STOICHIOMETRY
FDA UNII
F2PUN24B8C
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
CHEBI
32057
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
CAS
59209-40-4
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105825
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
EVMPD
SUB04061MIG
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
MESH
C019541
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
SMS_ID
100000086044
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
PUBCHEM
5282193
Created by admin on Fri Dec 15 19:02:45 GMT 2023 , Edited by admin on Fri Dec 15 19:02:45 GMT 2023
PRIMARY
Related Record Type Details
Structure of PROGLUMETACIN
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PROGLUMETACIN
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