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    Maropitant Citrate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 359875-09-5, Cerenia, Maropitant citrate hydrate, Maropitant citrate [usan], Cj-11,972, Maropitant citrate monohydrate
    Molecular Formula
    C38H50N2O9
    Molecular Weight
    678.8  g/mol
    InChI Key
    PGVSXRHFXJOMGW-YBZGWEFGSA-N
    FDA UNII
    LXN6S3999X
    Maropitant Citrate is a neurokinin receptor antagonist with antiemetic activity. This agent is approved for veterinary use only.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3S)-2-benzhydryl-N-[(5-tert-butyl-2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine;2-hydroxypropane-1,2,3-tricarboxylic acid;hydrate
    2.1.2 InChI
    InChI=1S/C32H40N2O.C6H8O7.H2O/c1-32(2,3)27-15-16-28(35-4)26(21-27)22-33-30-25-17-19-34(20-18-25)31(30)29(23-11-7-5-8-12-23)24-13-9-6-10-14-24;7-3(8)1-6(13,5(11)12)2-4(9)10;/h5-16,21,25,29-31,33H,17-20,22H2,1-4H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);1H2/t30-,31-;;/m0../s1
    2.1.3 InChI Key
    PGVSXRHFXJOMGW-YBZGWEFGSA-N
    2.1.4 Canonical SMILES
    CC(C)(C)C1=CC(=C(C=C1)OC)CNC2C3CCN(C2C(C4=CC=CC=C4)C5=CC=CC=C5)CC3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O.O
    2.1.5 Isomeric SMILES
    CC(C)(C)C1=CC(=C(C=C1)OC)CN[C@@H]2[C@@H](N3CCC2CC3)C(C4=CC=CC=C4)C5=CC=CC=C5.C(C(=O)O)C(CC(=O)O)(C(=O)O)O.O
    2.2 Other Identifiers
    2.2.1 UNII
    LXN6S3999X
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s,2s)-2-benzhydryl-n-(5-tert-butyl-2-methoxybenzyl)quinuclidin-3-amine Citrate Monohydrate

    2. (2s,3s)-2-benzhydryl-n-(5-(tert-butyl)-2-methoxybenzyl)quinuclidin-3-amine 2-hydroxypropane-1,2,3-tricarboxylate Hydrate

    3. (2s,3s)-2-benzhydryl-n-(5-tert-butyl-2-methoxybenzyl)quinuclidin-3-amine Citrate Monohydrate

    4. 2-benzhydryl-n-(5-tert-butyl-2-methoxybenzyl)quinuclidin-3-amine Citrate Monohydrate

    5. Maropitant

    2.3.2 Depositor-Supplied Synonyms

    1. 359875-09-5

    2. Cerenia

    3. Maropitant Citrate Hydrate

    4. Maropitant Citrate [usan]

    5. Cj-11,972

    6. Maropitant Citrate Monohydrate

    7. Lxn6s3999x

    8. Cj-11972

    9. Maropitant Citrate (usan)

    10. (2s,3s)-2-benzhydryl-n-[(5-tert-butyl-2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine Citrate Hydrate

    11. (2s,3s)-n-(5-(1,1-dimethylethyl)-2-methoxybenzyl)-2-(diphenylmethyl)-1-azabicyclo(2.2.2)octan-3-amine 2-hydroxy-1,2,3-propanetricarboxylate (1:1), Monohydrate

    12. 1-azabicyclo(2.2.2)octan-3-amine, N-((5-(1,1-dimethylethyl)-2-methoxyphenyl)methyl)-2-(diphenylmethyl)-, (2s,3s)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1), Monohydrate

    13. Unii-lxn6s3999x

    14. Starbld0016570

    15. Schembl4184310

    16. Chembl2107353

    17. Dtxsid70957411

    18. Ex-a3585

    19. Bs-49286

    20. Maropitant Citrate Monohydrate [mi]

    21. D04860

    22. E83993

    23. Maropitant Citrate [ema Epar Veterinary]

    24. (2-benzhydryl-1-aza-bicyclo(2.2.2)oct-3-yl)-(5-tert-butyl-2-methoxybenzyl)amine

    25. (2s,3s)-2-benzhydryl-n-(5-tert-butyl-2-methoxybenzyl) Quinuclidin-3-amine Citrate Monohydrate

    26. (2s,3s)-2-benzhydryl-n-[(5-tert-butyl-2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine;2-hydroxypropane-1,2,3-tricarboxylic Acid;hydrate

    27. 2-hydroxypropane-1,2,3-tricarboxylic Acid--n-[(5-tert-butyl-2-methoxyphenyl)methyl]-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octan-3-amine--water (1/1/1)

    2.4 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 678.8 g/mol
    Molecular Formula C38H50N2O9
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count13
    Exact Mass678.35163118 g/mol
    Monoisotopic Mass678.35163118 g/mol
    Topological Polar Surface Area158 Ų
    Heavy Atom Count49
    Formal Charge0
    Complexity848
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Indication

    * Tablets:

    Dogs:

    - For the prevention of nausea induced by chemotherapy.

    - For the prevention of vomiting induced by motion sickness.

    - For the prevention and treatment of vomiting, in conjunction with Cerenia solution for injection and in combination with other supportive measures.

    * Solution for injection:

    Dogs:

    - For the treatment and prevention of nausea induced by chemotherapy.

    - For the prevention of vomiting except that induced by motion sickness.

    - For the treatment of vomiting, in combination with other supportive measures.

    - For the prevention of perioperative nausea and vomiting and improvement in recovery from general anaesthesia after use of the -opiate receptor agonist morphine.

    Cats:

    - For the prevention of vomiting and the reduction of nausea, except that induced by motion sickness.

    - For the treatment of vomiting, in combination with other supportive measures.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiemetics

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

    5.2 ATC Code

    QA04AD90