PROGLUMETACIN MALEATE

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 Search

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

Description
Sources: http://www.mims.com/philippines/drug/info/proglumetacin?mtype=generic
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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-2 196 Target ID: CHEMBL230 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D08427 \| http://www.druginfosys.com/drug.aspx?drugcode=980&drugname=&type=2	Inhibitor 8297
Cyclooxygenase-1 127 Target ID: CHEMBL221 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D08427 \| http://www.druginfosys.com/drug.aspx?drugcode=980&drugname=&type=2	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Musculoskeletal and joint disorders 3 Sources: http://www.mims.com/philippines/drug/info/proglumetacin?mtype=generic	Palliative		Approved 8429	Afloxan Approved Use Pain and inflammation associated with musculoskeletal and joint disorders.

PubMed

Title	Date	PubMed

Patents

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.

Name

Type

Language

PROGLUMETACIN MALEATE

Common Name

English

PROGLUMETACIN DIMALEATE

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