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    Chemistry

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    Also known as: 135729-62-3, Palonosetron hcl, Aloxi, Onicit, Palonosetron (hydrochloride), Rs-25259-197
    Molecular Formula
    C19H25ClN2O
    Molecular Weight
    332.9  g/mol
    InChI Key
    OLDRWYVIKMSFFB-SSPJITILSA-N
    FDA UNII
    23310D4I19
    Palonosetron
    Isoquinoline and quinuclidine derivative that acts as a 5-HT3 RECEPTOR antagonist. It is used in the prevention of nausea and vomiting induced by cytotoxic chemotherapy, and for the prevention of post-operative nausea and vomiting.
    1 2D Structure

    Palonosetron

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3aS)-2-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-3a,4,5,6-tetrahydro-3H-benzo[de]isoquinolin-1-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H24N2O.ClH/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20;/h2,4,6,13,15,17H,1,3,5,7-12H2;1H/t15-,17-;/m1./s1
    2.1.3 InChI Key
    OLDRWYVIKMSFFB-SSPJITILSA-N
    2.1.4 Canonical SMILES
    C1CC2CN(C(=O)C3=CC=CC(=C23)C1)C4CN5CCC4CC5.Cl
    2.1.5 Isomeric SMILES
    C1C[C@@H]2CN(C(=O)C3=CC=CC(=C23)C1)[C@@H]4CN5CCC4CC5.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    23310D4I19
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(1-azabicyclo(2.2.2)oct-3-yl)-2,3,3a,4,5,6-hexahydro-1h-benz(de)isoquinolin-1-one

    2. 2-qhbiqo

    3. Aloxi

    4. Palonosetron

    5. Palonosetron, (3r)-

    6. Palonosetron, (r-(r*,r*))-isomer

    7. Palonosetron, (r-(r*,s*))-isomer

    8. Palonosetron, (s-(r*,s*))-isomer

    9. Rs 25233 197

    10. Rs 25233 198

    11. Rs 25233-197

    12. Rs 25233-198

    13. Rs 25233197

    14. Rs 25233198

    15. Rs 25259

    16. Rs 25259 197

    17. Rs 25259 198

    18. Rs 25259-197

    19. Rs 25259-198

    20. Rs 25259197

    21. Rs 25259198

    22. Rs-25233-197

    23. Rs-25233-198

    24. Rs-25259

    25. Rs-25259-197

    26. Rs-25259-198

    27. Rs25233197

    28. Rs25233198

    29. Rs25259

    30. Rs25259197

    31. Rs25259198

    2.3.2 Depositor-Supplied Synonyms

    1. 135729-62-3

    2. Palonosetron Hcl

    3. Aloxi

    4. Onicit

    5. Palonosetron (hydrochloride)

    6. Rs-25259-197

    7. (s,s)-palonosetron Hydrochloride

    8. Palonocetron Hydrochloride

    9. Palonosetron (as Hydrochloride)

    10. Chebi:85157

    11. Rs 25259-197

    12. (3as)-2-(3s)-1-azabicyclo[2.2.2]oct-3-yl-2,3,3a,4,5,6-hexahydro-1h-benz[de]isoquinolin-1-one Monohydrochloride

    13. (3as)-2-[(3s)-1-azabicyclo[2.2.2]octan-3-yl]-3a,4,5,6-tetrahydro-3h-benzo[de]isoquinolin-1-one;hydrochloride

    14. 1h-benz[de]isoquinolin-1-one, 2-[(3s)-1-azabicyclo[2.2.2]oct-3-yl]-2,3,3a,4,5,6-hexahydro-, Hydrochloride (1:1), (3as)-

    15. 23310d4i19

    16. Aloxi (tn)

    17. Dsstox_cid_26610

    18. Dsstox_rid_81765

    19. Dsstox_gsid_46610

    20. (3as)-2,3,3a,4,5,6-hexahydro-2-((3s)-3-quinuclidinyl)-1h-benz(de)isoquinolin-1-one Monohydrochloride

    21. (s)-2-((s)-quinuclidin-3-yl)-2,3,3a,4,5,6-hexahydro-1h-benzo[de]isoquinolin-1-one Hydrochloride

    22. (r,s)-palonosetron Hcl

    23. (s,r)-palonosetron Hcl

    24. Cas-135729-62-3

    25. Palonosetron Related Compound C

    26. Palonosetron Related Compound D

    27. Onicita

    28. Paloxi

    29. Palonosetron Hydrochloride [usan]

    30. Unii-23310d4i19

    31. Palonosetron Hydrochloride [usan:jan]

    32. Palonosetronhydrochloride

    33. Ncgc00166415-01

    34. Chembl1720

    35. Mls001424202

    36. Schembl182478

    37. Rs 25259 197

    38. Dtxsid8046610

    39. (3as)-palonosetron Hydrochloride

    40. Palonosetron Hydrochloride- Bio-x

    41. Palonosetron Hydrochloride (aloxi)

    42. Ex-a4360

    43. Hy-a0021

    44. Tox21_112421

    45. Mfcd00939524

    46. Nsc743769

    47. S3050

    48. Palonosetron Hydrochloride (jan/usp)

    49. Akos015895112

    50. Akos026751493

    51. Tox21_112421_1

    52. Ac-1293

    53. Ccg-101081

    54. Ccg-221268

    55. Cs-0621

    56. Nc00331

    57. Palonosetron Hydrochloride [mi]

    58. Palonosetron Hydrochloride [jan]

    59. Ncgc00166415-03

    60. (3as)-2-[(3s)-1-azabicyclo[2.2.2]octan-3-yl]-3a,4,5,6-tetrahydro-3h-benzo[de]isoquinolin-1-one Hydrochloride

    61. As-75066

    62. Bp164227

    63. Palonosetron Hydrochloride [mart.]

    64. Rs 25259

    65. Smr000469233

    66. Palonosetron Hydrochloride [usp-rs]

    67. Palonosetron Hydrochloride [who-dd]

    68. Palonosetron Hydrochloride, >=98% (hplc)

    69. P-225

    70. P2051

    71. Palonosetron Hydrochloride [ema Epar]

    72. D05343

    73. Palonosetron Hydrochloride [orange Book]

    74. 729p623

    75. Akynzeo Component Palonosetron Hydrochloride

    76. Palonosetron Hydrochloride [usp Monograph]

    77. 7-amino-3-(hydroxymethyl)-3-cephem-4-carboxylicacid

    78. Palonosetron Hydrochloride Component Of Akynzeo

    79. Q27158366

    80. (s,r)-palonosetron Hydrochloride Contains Up To ~35% (r,r)-isomer

    81. 1h-benz[de]isoquinolin-1-one,3,3a,4,5,6-hexahydro-, (3as)- Hydrochloride

    82. 1h-benz[de]isoquinolin-1-one,3,3a,4,5,6-hexahydro-, [s-(r*,r*)]-, Hydrochloride

    83. Palonosetron Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    84. (3as)-2-[(3s)-1-azabicyclo[2.2.2]oct-3-yl]-2,3,3a,4,5,6-hexahydro-1h-benz[de]isoquinolin-1-one Hydrochloride

    85. (3as)-2-[(3s)-1-azabicyclo[2.2.2]octan-3-yl]-2,3,3a,4,5,6-hexahydro-1h-benzo[de]isoquinolin-1-one--hydrogen Chloride (1/1)

    86. (3as)-2-[(3s)-1-azabicyclo[2.2.2]octan-3-yl]-3a,4,5,6-tetrahydro-3h-benzo[de]isoquinolin-1-one;hydrochloride.

    87. (3as)-2-[(s)-1-azabicyclo[2.2.2]oct-3-yl]-2,3,3a,4,5,6-hexahydro-1-oxo-1h-benz[de]isoquinoline Hydrochloride

    88. (3s)-3-[(3as)-1-oxo-3a,4,5,6-tetrahydro-1h-benzo[de]isoquinolin-2(3h)-yl]-1-azabicyclo[2.2.2]octan-1-ium Chloride

    89. (5s)-3-[(3s)-1-azabicyclo[2.2.2]octan-3-yl]-3-azatricyclo[7.3.1.0?,(1)(3)]trideca-1(13),9,11-trien-2-one Hydrochloride

    90. 1h-benz(de)isoquinolin-1-one, 2-(3s)-1-azabicyclo(2.2.2)oct-3-yl-2,3,3a,4,5,6-hexahydro-, Monohydrochloride, (3as)-

    2.4 Create Date
    2006-07-28
    3 Chemical and Physical Properties
    Molecular Weight 332.9 g/mol
    Molecular Formula C19H25ClN2O
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count1
    Exact Mass332.1655411 g/mol
    Monoisotopic Mass332.1655411 g/mol
    Topological Polar Surface Area23.6 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity456
    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 NamePalonosetron hydrochloride
    Drug LabelALOXI (palonosetron hydrochloride) is an antiemetic and antinauseant agent. It is a serotonin-3 (5-HT3) receptor antagonist with a strong binding affinity for this receptor. Chemically, palonosetron hydrochloride is: (3aS)-2-[(S)-1-Azabicyclo [2.2.2]...
    Active IngredientPalonosetron hydrochloride
    Dosage FormInjectable
    Routeinjection
    Strength0.25mg/0.25ml; 0.25mg/5ml; 0.05mg/ml; 0.075mg/1.5ml
    Market StatusTentative Approval
    CompanyTeva Pharms; Dr Reddys Labs

    2 of 2  
    Drug NamePalonosetron hydrochloride
    Drug LabelALOXI (palonosetron hydrochloride) is an antiemetic and antinauseant agent. It is a serotonin-3 (5-HT3) receptor antagonist with a strong binding affinity for this receptor. Chemically, palonosetron hydrochloride is: (3aS)-2-[(S)-1-Azabicyclo [2.2.2]...
    Active IngredientPalonosetron hydrochloride
    Dosage FormInjectable
    Routeinjection
    Strength0.25mg/0.25ml; 0.25mg/5ml; 0.05mg/ml; 0.075mg/1.5ml
    Market StatusTentative Approval
    CompanyTeva Pharms; Dr Reddys Labs

    4.2 Drug Indication

    Aloxi is indicated in adults for:

    - the prevention of acute nausea and vomiting associated with highly emetogenic cancer chemotherapy,

    - the prevention of nausea and vomiting associated with moderately emetogenic cancer chemotherapy.

    Aloxi is indicated in paediatric patients 1 month of age and older for:

    - the prevention of acute nausea and vomiting associated with highly emetogenic cancer chemotherapy and prevention of nausea and vomiting associated with moderately emetogenic cancer chemotherapy.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    Serotonin 5-HT3 Receptor Antagonists

    Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS. (See all compounds classified as Serotonin 5-HT3 Receptor Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin-3 Receptor Antagonist [EPC]; Serotonin 3 Receptor Antagonists [MoA]
    5.3 ATC Code

    A04AA05

    API Reference Price

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    04-Jan-2021
    09-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - CAPSULE;ORAL - 300MG;EQ 0.5MG BASE

    USFDA APPLICATION NUMBER - 205718

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    DOSAGE - SOLUTION;INTRAVENOUS - EQ 0.25MG BAS...DOSAGE - SOLUTION;INTRAVENOUS - EQ 0.25MG BASE/5ML (EQ 0.05MG BASE/ML)

    USFDA APPLICATION NUMBER - 208109

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    DOSAGE - POWDER;INTRAVENOUS - EQ 235MG BASE/V...DOSAGE - POWDER;INTRAVENOUS - EQ 235MG BASE/VIAL;EQ 0.25MG BASE/VIAL

    USFDA APPLICATION NUMBER - 210493

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    DOSAGE - SOLUTION;INTRAVENOUS - EQ 235MG BASE...DOSAGE - SOLUTION;INTRAVENOUS - EQ 235MG BASE/20ML (EQ 11.75MG BASE/ML);EQ 0.25MG BASE/20ML (EQ 0.0125MG BASE/ML)

    USFDA APPLICATION NUMBER - 210493

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    DOSAGE - INJECTABLE;INTRAVENOUS - EQ 0.075MG ...DOSAGE - INJECTABLE;INTRAVENOUS - EQ 0.075MG BASE/1.5ML (EQ 0.05MG BASE/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21372

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    DOSAGE - INJECTABLE;INTRAVENOUS - EQ 0.25MG B...DOSAGE - INJECTABLE;INTRAVENOUS - EQ 0.25MG BASE/5ML (EQ 0.05MG BASE/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21372

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    DOSAGE - CAPSULE;ORAL - EQ 0.5MG BASE **Feder...DOSAGE - CAPSULE;ORAL - EQ 0.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 22233

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