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Amorolfine

Amorolfine

Synopsis, Chemistry

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Also known as: Amorolfine hcl, 78613-38-4, Amorolfin, Loceryl, 106614-68-0, Amorolfine (hydrochloride)

Molecular Formula

C₂₁H₃₆ClNO

Molecular Weight

354.0 g/mol

InChI Key

XZKWIPVTHGWDCF-KUZYQSSXSA-N

FDA UNII

741YH7379H

Amorolfine Hydrochloride is the hyrochloride salt form of amorolfine, a morpholine antifungal agent. Amorolfine inhibits delta-14-reductase and delta-7,8-isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membrane.

1 2D Structure

Amorolfine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,6S)-2,6-dimethyl-4-[2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine;hydrochloride

2.1.2 InChI

InChI=1S/C21H35NO.ClH/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22;/h8-11,16-18H,7,12-15H2,1-6H3;1H/t16?,17-,18+;

2.1.3 InChI Key

XZKWIPVTHGWDCF-KUZYQSSXSA-N

2.1.4 Canonical SMILES

CCC(C)(C)C1=CC=C(C=C1)CC(C)CN2CC(OC(C2)C)C.Cl

2.1.5 Isomeric SMILES

CCC(C)(C)C1=CC=C(C=C1)CC(C)CN2C[C@H](O[C@H](C2)C)C.Cl

2.2 Other Identifiers

2.2.1 UNII

741YH7379H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amorolfin Hydrochloride

2. Amorolfine

3. Locryl

4. Loceryl

5. Locetar

6. Odenil

7. Ro 14-4767-002

8. Ro-14-4767-002

2.3.2 Depositor-Supplied Synonyms

1. Amorolfine Hcl

2. 78613-38-4

3. Amorolfin

4. Loceryl

5. 106614-68-0

6. Amorolfine (hydrochloride)

7. Amorolfine Hydrochloride [jan]

8. Amorolfine Hydrochloride

9. 741yh7379h

10. 78613-38-4 (hcl)

11. (2r,6s)-2,6-dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine Hydrochloride

12. Amorolfine Hydrochloride (jan)

13. Curanail

14. Locetar

15. Pekiron

16. Odenil

17. Amorolfine (as Hydrochloride)

18. 2,6-dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine Hydrochloride

19. (2r,6s)-2,6-dimethyl-4-[2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine;hydrochloride

20. Bekiron

21. Unii-741yh7379h

22. (2r,6s)-rel-2,6-dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine Hydrochloride

23. Pekiron (tn)

24. Mfcd00903738

25. Starbld0005329

26. Schembl36711

27. Mls006010200

28. Ro-14-4767/000

29. Amorolfine Hydrochloride- Bio-x

30. Chembl4303363

31. Amorolfine For System Suitability

32. Chebi:59649

33. Dtxsid80229217

34. Hy-b0238

35. Ac-080

36. Amorolfine Hydrochloride [mi]

37. Mt-861

38. S1676

39. Akos015912323

40. Ccg-213057

41. Amorolfine Hydrochloride [mart.]

42. Amorolfine Hydrochloride [who-dd]

43. As-13295

44. Ba164168

45. Smr004701299

46. Amorolfine Hydrochloride, >=98% (hplc)

47. Sw219285-1

48. Ro-14-4767/002

49. Amorolfine Hydrochloride [ep Monograph]

50. D01720

51. 613a384

52. Q27888046

53. (2r,6s)-2,6-dimethyl-4-(2-methyl-3-(4-tert-pentylphenyl)propyl)morpholine Hydrochloride

54. (2s,6r)-2,6-dimethyl-4-(2-methyl-3-(4-tert-pentylphenyl)propyl)morpholine Hydrochloride

55. (2r,6s)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine Hydrochloride

56. (2s,6r)-2,6-dimethyl-4-[2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine;hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₆ClNO
Molecular Weight	354.0 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	6
Exact Mass	353.2485425 g/mol
Monoisotopic Mass	353.2485425 g/mol
Topological Polar Surface Area	12.5 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	336
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antifungal Agents

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)