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2D Structure
Also known as: 92623-85-3, Dextromilnacipran, Levomilnacipran, 96847-55-1, Milnacipranum [latin], Toledomin
Molecular Formula
C15H22N2O
Molecular Weight
246.35  g/mol
InChI Key
GJJFMKBJSRMPLA-HIFRSBDPSA-N
FDA UNII
G56VK1HF36

A cyclopropanecarboxamide serotonin and norepinephrine reuptake inhibitor (SNRI) that is used in the treatment of FIBROMYALGIA.
Milnacipran is a Serotonin and Norepinephrine Reuptake Inhibitor. The mechanism of action of milnacipran is as a Norepinephrine Uptake Inhibitor, and Serotonin Uptake Inhibitor.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide
2.1.2 InChI
InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3/t13-,15+/m1/s1
2.1.3 InChI Key
GJJFMKBJSRMPLA-HIFRSBDPSA-N
2.1.4 Canonical SMILES
CCN(CC)C(=O)C1(CC1CN)C2=CC=CC=C2
2.1.5 Isomeric SMILES
CCN(CC)C(=O)[C@@]1(C[C@@H]1CN)C2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
G56VK1HF36
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1 Phenyl 1 Diethylaminocarbonyl 2 Aminomethylcyclopropane Hcl

2. 1-phenyl-1-diethylaminocarbonyl-2-aminomethylcyclopropane Hcl

3. F 2207

4. F-2207

5. F2207

6. Ixel

7. Midalcipran

8. Milnacipran Hydrochloride

9. Savella

2.3.2 Depositor-Supplied Synonyms

1. 92623-85-3

2. Dextromilnacipran

3. Levomilnacipran

4. 96847-55-1

5. Milnacipranum [latin]

6. Toledomin

7. Milnacipran [inn]

8. Ixel

9. (1r,2s)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropane-1-carboxamide

10. Es1o38j3c4

11. G56vk1hf36

12. F2696

13. Milnacipran (inn)

14. (+-)-milnacipran

15. (1r,2s)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide

16. Impulsor

17. F2207

18. Milnacipranum

19. Milnace

20. (1r,2s)-2-(aminomethyl)-n,n-diethyl-1-phenyl-cyclopropane-1-carboxamide

21. Cyclopropanecarboxamide, 2-(aminomethyl)-n,n-diethyl-1-phenyl-,(1r,2s)-rel-

22. (-)-milnacipran

23. Milnacipran [inn:ban]

24. Unii-es1o38j3c4

25. Unii-g56vk1hf36

26. (?)-milnacipran

27. Milnacipran [mi]

28. Cyclopropanecarboxamide, 2-(aminomethyl)-n,n-diethyl-1-phenyl-, Cis-(+-)-

29. Milnacipran [vandf]

30. Schembl8099

31. Milnacipran [who-dd]

32. (1r,2s)-milnacipran

33. Milnacipran [ema Epar]

34. Chembl252923

35. Dtxsid3048287

36. Bdbm86420

37. Chebi:94468

38. Zinc14037

39. Dtxsid601025164

40. Hy-b0168

41. (+-)-cis-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide

42. Ncgc00165825-01

43. Hy-14794

44. Milnacipran Pierre Fabre Medicament

45. Cas_92623-85-3

46. Cs-0003566

47. C16729

48. D08222

49. F-2696

50. Ab00640027_06

51. 623m853

52. Q421058

53. (1rs,2sr)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide

54. Cyclopropanecarboxamide, 2-(aminomethyl)-n,n-diethyl-1-phenyl-, (1r,2s)-

55. Cyclopropanecarboxamide, 2-(aminomethyl)-n,n-diethyl-1-phenyl-, (1r,2s)-rel-

56. Cyclopropanecarboxamide, 2-(aminomethyl)-n,n-diethyl-1-phenyl-, (1r-cis)-

57. F0f

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 246.35 g/mol
Molecular Formula C15H22N2O
XLogP31.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass246.173213330 g/mol
Monoisotopic Mass246.173213330 g/mol
Topological Polar Surface Area46.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity295
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameSavella
PubMed HealthMilnacipran (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelMilnacipran hydrochloride is a selective norepinephrine and serotonin reuptake inhibitor; it inhibits norepinephrine uptake with greater potency than serotonin. It is a racemic mixture with the chemical name: ()-[1R(S),2S(R)]-2-(aminomethyl)-N,N-di...
Active IngredientMilnacipran hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 100mg; 50mg; 12.5mg
Market StatusPrescription
CompanyCypress Bioscience

2 of 2  
Drug NameSavella
PubMed HealthMilnacipran (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelMilnacipran hydrochloride is a selective norepinephrine and serotonin reuptake inhibitor; it inhibits norepinephrine uptake with greater potency than serotonin. It is a racemic mixture with the chemical name: ()-[1R(S),2S(R)]-2-(aminomethyl)-N,N-di...
Active IngredientMilnacipran hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 100mg; 50mg; 12.5mg
Market StatusPrescription
CompanyCypress Bioscience

4.2 Drug Indication

Treatment of stroke


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Analgesics, Non-Narcotic

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)


Serotonin and Noradrenaline Reuptake Inhibitors

Drugs that selectively block or suppress the plasma membrane transport of SEROTONIN and NORADRENALINE into axon terminals and are used as ANTIDEPRESSIVE AGENTS. (See all compounds classified as Serotonin and Noradrenaline Reuptake Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
MILNACIPRAN
5.2.2 FDA UNII
G56VK1HF36
5.2.3 Pharmacological Classes
Serotonin Uptake Inhibitors [MoA]; Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Norepinephrine Uptake Inhibitors [MoA]
5.3 ATC Code

N06AX17

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

N06 - Psychoanaleptics

N06A - Antidepressants

N06AX - Other antidepressants

N06AX17 - Milnacipran


N - Nervous system

N06 - Psychoanaleptics

N06A - Antidepressants

N06AX - Other antidepressants

N06AX28 - Levomilnacipran