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Piritramide

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Chemistry

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Also known as: Dipidolor, Pirinitramide, Dipiritramide, Piridolan, 302-41-0, R 3365

Molecular Formula

C₂₇H₃₄N₄O

Molecular Weight

430.6 g/mol

InChI Key

IHEHEFLXQFOQJO-UHFFFAOYSA-N

FDA UNII

4RP92LYZ2F

A diphenylpropylamine with intense narcotic analgesic activity of long duration. It is a derivative of MEPERIDINE with similar activity and usage.

1 2D Structure

Piritramide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(3-cyano-3,3-diphenylpropyl)-4-piperidin-1-ylpiperidine-4-carboxamide

2.1.2 InChI

InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)

2.1.3 InChI Key

IHEHEFLXQFOQJO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCN(CC1)C2(CCN(CC2)CCC(C#N)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)N

2.2 Other Identifiers

2.2.1 UNII

4RP92LYZ2F

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dipidolor

2. Dipydolor

3. Pirinitramide

4. Piritramid

2.3.2 Depositor-Supplied Synonyms

1. Dipidolor

2. Pirinitramide

3. Dipiritramide

4. Piridolan

5. 302-41-0

6. R 3365

7. 2,2-diphenyl-4-(4-piperidino-4-carbamoylpiperidino)butyronitrile

8. 4rp92lyz2f

9. Ids-np-013

10. 1'-(3-cyano-3,3-diphenylpropyl)(1,4'-bipiperidine)-4'-carboxamide

11. Piritramide (inn)

12. (1,4'-bipiperidine)-4'-carboxamide, 1'-(3-cyano-3,3-diphenylpropyl)-

13. Piritramid

14. Piritramide [inn]

15. 1'-(3-cyano-3,3-diphenylpropyl)-(1,4'-bipiperidine)-4'-carboxamide

16. 1-(3-cyano-3,3-diphenylpropyl)-4-piperidin-1-ylpiperidine-4-carboxamide

17. R-3365

18. Piritramide [inn:ban:dcf]

19. Piritramida

20. Piritramidum

21. 1'-(3-cyano-3,3-diphenylpropyl)-[1,4'-bipiperidine]-4'-carboxamide

22. Piritramidum [inn-latin]

23. Piritramida [inn-spanish]

24. Einecs 206-124-3

25. Unii-4rp92lyz2f

26. Brn 0501362

27. Dea No. 9642

28. [1,4'-bipiperidine]-4'-carboxamide, 1'-(3-cyano-3,3-diphenylpropyl)-

29. Dipidolor (tn)

30. Piritramide [mi]

31. Piritramide [mart.]

32. Schembl26151

33. Piritramide [who-dd]

34. Chembl559288

35. Dtxsid00184293

36. Chebi:135699

37. Zinc538198

38. Db12492

39. D07288

40. Q416439

41. Isonipecotamide, 1-(3-cyano-3,3-diphenylpropyl)-4-piperidino-

42. 1-(3-cyano-3,3-diphenylpropyl)-4-(piperidin-1-yl)piperidine-4-carboximidic Acid

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₄N₄O
Molecular Weight	430.6 g/mol
XLogP3	3.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	430.27326172 g/mol
Monoisotopic Mass	430.27326172 g/mol
Topological Polar Surface Area	73.4 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	638
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

4.2 ATC Code

N02AC03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

N - Nervous system

N02 - Analgesics

N02A - Opioids

N02AC - Diphenylpropylamine derivatives

N02AC03 - Piritramide

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