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    Chemistry

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    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
    Milnacipran Hydrochloride
    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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    28-Jan-2021
    05-Jun-2024
    KGS
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    Average Price (USD/KGS)

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    DOSAGE - TABLET;ORAL - 100MG

    USFDA APPLICATION NUMBER - 22256

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    DOSAGE - TABLET;ORAL - 12.5MG

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