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ACTIVE PHARMA INGREDIENTS

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Ethylchlordiphene, 25287-60-9, Kitnos, Etofamide [inn], Eticlordifene, 2,2-dichloro-n-(2-ethoxyethyl)-n-[[4-(4-nitrophenoxy)phenyl]methyl]acetamide

Molecular Formula

C₁₉H₂₀Cl₂N₂O₅

Molecular Weight

427.3 g/mol

InChI Key

QTRALMGDQMIVFF-UHFFFAOYSA-N

FDA UNII

03F36JH21U

Etofamide is used as an antiamoebic agent. Etofamide, under the brand name Kitnos, was marketed in Brazil by Pfizer but has been discontinued.

1 2D Structure

Etofamide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,2-dichloro-N-(2-ethoxyethyl)-N-[[4-(4-nitrophenoxy)phenyl]methyl]acetamide

2.1.2 InChI

InChI=1S/C19H20Cl2N2O5/c1-2-27-12-11-22(19(24)18(20)21)13-14-3-7-16(8-4-14)28-17-9-5-15(6-10-17)23(25)26/h3-10,18H,2,11-13H2,1H3

2.1.3 InChI Key

QTRALMGDQMIVFF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOCCN(CC1=CC=C(C=C1)OC2=CC=C(C=C2)[N+](=O)[O-])C(=O)C(Cl)Cl

2.2 Other Identifiers

2.2.1 UNII

03F36JH21U

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Eticlordifene

2. Etophamide

3. Kitnos

2.3.2 Depositor-Supplied Synonyms

1. Ethylchlordiphene

2. 25287-60-9

3. Kitnos

4. Etofamide [inn]

5. Eticlordifene

6. 2,2-dichloro-n-(2-ethoxyethyl)-n-[[4-(4-nitrophenoxy)phenyl]methyl]acetamide

7. 03f36jh21u

8. Etofamide (inn)

9. Kitnosil

10. 2,2-dichloro-n-(2-ethoxyethyl)-n-((p-nitrophenoxy)benzyl)-acetamide

11. Chlorophenoxamide Ethyl Ether

12. Etofamidum

13. Etofamida

14. Etofamidum [inn-latin]

15. Etofamida [inn-spanish]

16. Einecs 246-790-2

17. Brn 2918322

18. Unii-03f36jh21u

19. K-430

20. Kitnos (tn)

21. 2,2-dichloro-n-(2-ethoxyethyl)-n-(p-(p-nitrophenoxy)benzyl)acetamide

22. Etofamide [mart.]

23. N-(2-etossietil)-n-(4-(4'-nitrofenossi)benzil)dicloroacetamide [italian]

24. Etofamide [who-dd]

25. Acetamide, 2,2-dichloro-n-(2-ethoxyethyl)-n-((4-(4-nitrophenoxy)phenyl)methyl)-

26. Schembl1163863

27. Chembl1788393

28. Dtxsid40179926

29. Chebi:135692

30. N-(2-ethoxyethyl)-n-(p-(p-nitrophenoxy)-benzyl)dichloracetamide

31. N-(2-etossietil)-n-(4-(4'-nitrofenossi)benzil)dicloroacetamide

32. Zinc2019951

33. Acetamide, 2,2-dichloro-n-(2-ethoxyethyl)-n-(p-(p-nitrophenoxy)benzyl)-

34. Db13258

35. D07355

36. 287e609

37. Q5404754

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₀Cl₂N₂O₅
Molecular Weight	427.3 g/mol
XLogP3	4.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	9
Exact Mass	426.0749271 g/mol
Monoisotopic Mass	426.0749271 g/mol
Topological Polar Surface Area	84.6 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	487
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

Amebicides

Agents which are destructive to amebae, especially the parasitic species causing AMEBIASIS in man and animal. (See all compounds classified as Amebicides.)

4.2 ATC Code

P - Antiparasitic products, insecticides and repellents

P01 - Antiprotozoals

P01A - Agents against amoebiasis and other protozoal diseases

P01AC - Dichloroacetamide derivatives

P01AC03 - Etofamide

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ACTIVE PHARMA INGREDIENTS

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ACTIVE PHARMA INGREDIENTS

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