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Proglumetacin

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 57132-53-3, Proglumetacina, Proglumetacine, Proglumetacinum, 3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate, Chebi:76263

Molecular Formula

C₄₆H₅₈ClN₅O₈

Molecular Weight

844.4 g/mol

InChI Key

PTXGHCGBYMQQIG-UHFFFAOYSA-N

FDA UNII

FV919079LU

1 2D Structure

Proglumetacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate

2.1.2 InChI

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)

2.1.3 InChI Key

PTXGHCGBYMQQIG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

FV919079LU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3'-(4-(2-(1-p-chlorobenzoyl-5-methoxy-2-methylindol-3-ylacetoxy)ethyl)piperazin-1-yl)propyl-4-benzamido-n,n-dipropylglutaramate (+-) Dimaleate

2. Prodamox

3. Proglumetacin Dimaleate

4. Proglumetacin Maleate

5. Protacine

6. Protaxil

7. Protaxon

2.3.2 Depositor-Supplied Synonyms

1. 57132-53-3

2. Proglumetacina

3. Proglumetacine

4. Proglumetacinum

5. 3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate

6. Chebi:76263

7. Fv919079lu

8. Proglumetacin (inn)

9. Ncgc00183024-01

10. Proglumetacin [inn]

11. 3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl Dl-4-benzamido-n,n-dipropylglutaramate 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetate (ester)

12. Proglumetacin [inn:ban]

13. Proglumetacine [inn-french]

14. Proglumetacinum [inn-latin]

15. Proglumetacina [inn-spanish]

16. Unii-fv919079lu

17. Bruxel (tn)

18. Proglumetacin [mi]

19. Dsstox_cid_28768

20. Dsstox_rid_83037

21. Dsstox_gsid_48842

22. Schembl27106

23. Proglumetacin [who-dd]

24. Chembl2105825

25. Dtxsid0048842

26. Tox21_113325

27. Db13527

28. Cas-57132-53-3

29. Hy-106560

30. Cs-0026053

31. Ft-0758237

32. D08427

33. A913226

34. Q2208070

35. 5-(dipropylamino)-1,5-dioxopentyl)oxy)propyl)-1-piperazinyl)ethyl Ester, (+/-)-

36. 1h-indole-3-acetic Acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-(4-(3-((4-(benzoylamino)-

37. 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

38. 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 (9ci)

39. 3-(4-(2-(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indol-3-yl)acetoxy)ethyl)piperazin-1-yl)propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate

40. 3-[4-(2-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indol-3-yl]acetoxy}ethyl)piperazin-1-yl]propyl N(2)-benzoyl-n,n-dipropyl-alpha-glutaminate

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₄₆H₅₈ClN₅O₈
Molecular Weight	844.4 g/mol
XLogP3	7.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	23
Exact Mass	843.3973915 g/mol
Monoisotopic Mass	843.3973915 g/mol
Topological Polar Surface Area	140 Å²
Heavy Atom Count	60
Formal Charge	0
Complexity	1360
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

4.2 ATC Code

M - Musculo-skeletal system

M01 - Antiinflammatory and antirheumatic products

M01A - Antiinflammatory and antirheumatic products, non-steroids

M01AB - Acetic acid derivatives and related substances

M01AB14 - Proglumetacin

FDF Dossiers