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Milnacipran Hydrochloride
Also known as: Milnacipran hcl, Dalcipran, 101152-94-7, Savella, Toledomin, (1r-cis)-milnacipran hydrochloride
Molecular Formula
C15H23ClN2O
Molecular Weight
282.81  g/mol
InChI Key
XNCDYJFPRPDERF-PBCQUBLHSA-N
FDA UNII
RNZ43O5WW5

A cyclopropanecarboxamide serotonin and norepinephrine reuptake inhibitor (SNRI) that is used in the treatment of FIBROMYALGIA.
1 2D Structure

Milnacipran Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C15H22N2O.ClH/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;1H/t13-,15+;/m1./s1
2.1.3 InChI Key
XNCDYJFPRPDERF-PBCQUBLHSA-N
2.1.4 Canonical SMILES
CCN(CC)C(=O)C1(CC1CN)C2=CC=CC=C2.Cl
2.1.5 Isomeric SMILES
CCN(CC)C(=O)[C@@]1(C[C@@H]1CN)C2=CC=CC=C2.Cl
2.2 Other Identifiers
2.2.1 UNII
RNZ43O5WW5
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

9. Savella

2.3.2 Depositor-Supplied Synonyms

1. Milnacipran Hcl

2. Dalcipran

3. 101152-94-7

4. Savella

5. Toledomin

6. (1r-cis)-milnacipran Hydrochloride

7. Ixel

8. 175131-61-0

9. Milnacipran (hydrochloride)

10. F 2207

11. Milnacipran Hydrochloride [usan]

12. Rnz43o5ww5

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

14. Cis-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide Hydrochloride

15. Z-2 Aminomethyl-1-phenyl-n,n-diethylcyclopropane-carboxamide Hydrochloride

16. (1rs,2sr)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide Hydrochloride

17. Smr000449266

18. Midalcipran Hydrochloride

19. Rac-milnacipran Hydrochloride

20. Unii-rnz43o5ww5

21. F2207

22. Toledomin (tn)

23. Savella (tn)

24. Ncgc00168780-01

25. 1-phenyl-1-(diethylaminocarbonyl)-2-(aminomethyl)cyclopropane Hydrochloride

26. Cis-(+-)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide Monohydrochloride

27. Dsstox_cid_26785

28. Dsstox_rid_81903

29. Dsstox_gsid_46785

30. Mls000758229

31. Mls001424149

32. Schembl161558

33. Chembl1237129

34. Dtxsid4046785

35. Chebi:31854

36. Hy-b0168a

37. Amy22199

38. Bcp05817

39. Tox21_112641

40. S3140

41. Milnacipran Hydrochloride (jan/usan)

42. Milnacipran Hydrochloride [mi]

43. Akos015950801

44. Ccg-101034

45. Cs-2010

46. Ks-1274

47. Milnacipran Hydrochloride [jan]

48. Nc00284

49. Nsc 759806

50. (1r,2s)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide Hydrochloride

51. (1r,2s)-rel-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanecarboxamide Monohydrochloride

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

53. Milnacipran Hydrochloride [mart.]

54. Milnacipran Hydrochloride [vandf]

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

56. Milnacipran Hydrochloride [usp-rs]

57. Milnacipran Hydrochloride [who-dd]

58. Cas-101152-94-7

59. Sw197664-2

60. D01107

61. Milnacipran Hydrochloride [orange Book]

62. Milnacipran Hydrochloride, >=98% (hplc), Solid

63. J-011063

64. Q27288221

65. Milnacipran Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 282.81 g/mol
Molecular Formula C15H23ClN2O
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass282.1498911 g/mol
Monoisotopic Mass282.1498911 g/mol
Topological Polar Surface Area46.3 Ų
Heavy Atom Count19
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 Count2
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

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 Pharmacological Classes
Serotonin Uptake Inhibitors [MoA]; Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Norepinephrine Uptake Inhibitors [MoA]
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  • TABLET;ORAL - 100MG
  • TABLET;ORAL - 12.5MG
  • TABLET;ORAL - 25MG
  • TABLET;ORAL - 50MG
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