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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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2 USDMF

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Chemistry

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Also known as: Dirame, 13717-04-9, Propiram fumarate [usan], Bay 4503, N-(1-methyl-2-piperidinoethyl)-n-(2-pyridyl)propionamide fumarate, Dl-propiram fumarate

Molecular Formula

C₂₀H₂₉N₃O₅

Molecular Weight

391.5 g/mol

InChI Key

WQTLOZFMTGYQDX-WLHGVMLRSA-N

FDA UNII

AVG0GBV8AP

1 2D Structure

Propiram

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E)-but-2-enedioic acid;N-(1-piperidin-1-ylpropan-2-yl)-N-pyridin-2-ylpropanamide

2.1.2 InChI

InChI=1S/C16H25N3O.C4H4O4/c1-3-16(20)19(15-9-5-6-10-17-15)14(2)13-18-11-7-4-8-12-18;5-3(6)1-2-4(7)8/h5-6,9-10,14H,3-4,7-8,11-13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

2.1.3 InChI Key

WQTLOZFMTGYQDX-WLHGVMLRSA-N

2.1.4 Canonical SMILES

CCC(=O)N(C1=CC=CC=N1)C(C)CN2CCCCC2.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCC(=O)N(C1=CC=CC=N1)C(C)CN2CCCCC2.C(=C/C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

AVG0GBV8AP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bay 4503

2. Dirame

3. N-(1-methyl-2-piperidinoethyl)-n-(2-pyridyl)propionamide

4. Propiram

5. Propiram Fumarate (1:1)

6. Propiram Fumarate (1:1), (dl)-isomer

2.3.2 Depositor-Supplied Synonyms

1. Dirame

2. 13717-04-9

3. Propiram Fumarate [usan]

4. Bay 4503

5. N-(1-methyl-2-piperidinoethyl)-n-(2-pyridyl)propionamide Fumarate

6. Dl-propiram Fumarate

7. Avg0gbv8ap

8. N-(1-methyl-2-piperidinoethyl)-n-2-pyridylpropionamide Fumarate

9. Bay-4503

10. N-(1-methyl-2-piperidinoethyl)-n-2-pyridylpropionamide Fumarate (1:1)

11. Dea No. 9649

12. Algeril

13. Propiram Fumarate (usan)

14. Propanamide, N-(1-methyl-2-(1-piperidinyl)ethyl)-n-2-pyridinyl-, (e)-2-butenedioate (1:1)

15. Unii-avg0gbv8ap

16. Fba 4503

17. Einecs 237-270-6

18. Dirame (tn)

19. N-propionyl-2-(1-piperidinoisopropyl)aminopyridine Fumarate

20. N-propionyl-n-(2-pyridyl)-1-piperidino-2-aminopropane Fumarate

21. Schembl592478

22. Propiram Fumarate [mi]

23. Chembl2106935

24. Schembl11079155

25. Propiram Fumarate [mart.]

26. (+/-)-propiram Fumarate

27. Propiram Fumarate [who-dd]

28. Propionamide, N-(1-methyl-2-(1-piperidinyl)ethyl)-n-(2-pyridinyl)-, Fumarate

29. D05631

30. Q27274136

31. (e)-but-2-enedioic Acid;n-(1-piperidin-1-ylpropan-2-yl)-n-pyridin-2-ylpropanamide

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₉N₃O₅
Molecular Weight	391.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	391.21072103 g/mol
Monoisotopic Mass	391.21072103 g/mol
Topological Polar Surface Area	111 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	421
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2