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    Chemistry

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    Also known as: Ultiva, Remifentanil hcl, 132539-07-2, Gi 87084b, Gi-87084b, Remifentanil hydrochloride [usan]
    Molecular Formula
    C20H29ClN2O5
    Molecular Weight
    412.9  g/mol
    InChI Key
    WFBMIPUMYUHANP-UHFFFAOYSA-N
    FDA UNII
    5V444H5WIC
    Remifentanil
    A piperidine-propionate derivative and opioid analgesic structurally related to FENTANYL. It functions as a short-acting MU OPIOID RECEPTOR agonist, and is used as an analgesic during induction or maintenance of general anesthesia, following surgery, during childbirth, and in mechanically ventilated patients under intensive care.
    1 2D Structure

    Remifentanil

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methyl 1-(3-methoxy-3-oxopropyl)-4-(N-propanoylanilino)piperidine-4-carboxylate;hydrochloride
    2.1.2 InChI
    InChI=1S/C20H28N2O5.ClH/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2;/h5-9H,4,10-15H2,1-3H3;1H
    2.1.3 InChI Key
    WFBMIPUMYUHANP-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC(=O)OC)C(=O)OC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    5V444H5WIC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-(4-methoxycarbonyl-4-((1-oxopropyl)phenylamino)-1-piperidine)propanoic Acid Methyl Ester

    2. Gi 87084b

    3. Gi-87084b

    4. Gi87084b

    5. Remifentanil

    6. Remifentanil Monohydrochloride

    7. Ultiva

    2.3.2 Depositor-Supplied Synonyms

    1. Ultiva

    2. Remifentanil Hcl

    3. 132539-07-2

    4. Gi 87084b

    5. Gi-87084b

    6. Remifentanil Hydrochloride [usan]

    7. 5v444h5wic

    8. 4-carboxy-4-(n-phenylpropionamido)-1-piperidine Propionic Acid, Dimethyl Ester, Monohydrochloride

    9. 132539-07-2 (hcl)

    10. Ultiva (tn)

    11. Methyl 1-(3-methoxy-3-oxopropyl)-4-(n-propanoylanilino)piperidine-4-carboxylate;hydrochloride

    12. 1-piperidinepropanoic Acid, 4-(methoxycarbonyl)-4-((1-oxopropyl)phenylamino)-, Methyl Ester, Monohydrochloride

    13. Chebi:32091

    14. Unii-5v444h5wic

    15. Schembl41242

    16. Chembl1201120

    17. Dtxsid50157614

    18. Remifentanil Hydrochloride (jan/usan)

    19. Remifentanil Hydrochloride [mi]

    20. Sb17332

    21. Remifentanil Hydrochloride [jan]

    22. Remifentanil Hydrochloride [mart.]

    23. Remifentanil Hydrochloride [vandf]

    24. Remifentanil Hydrochloride [who-dd]

    25. D01177

    26. Remifentanil Hydrochloride [orange Book]

    27. Remifentanil Hydrochloride [ep Monograph]

    28. Remifentanil Hydrochloride (1.0 Mg/ml Acetonitrile)

    29. Remifentanil Hydrochloride, >=97% (hplc), Powder

    30. Q27114780

    31. Remifentanil Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    32. Remifentanil Hydrochloride Solution, 100 Mug/ml In Methanol (as Free Base), Certified Reference Material

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 412.9 g/mol
    Molecular Formula C20H29ClN2O5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count9
    Exact Mass412.1764997 g/mol
    Monoisotopic Mass412.1764997 g/mol
    Topological Polar Surface Area76.2 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity523
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 NameUltiva
    PubMed HealthRemifentanil (Injection)
    Drug ClassesAnalgesic, Anesthetic Adjunct
    Drug LabelULTIVA (remifentanil hydrochloride) for Injection is a -opioid agonist chemically designated as a 3-[4-methoxycarbonyl-4-[(1-oxopropyl)phenylamino]-1-piperidine]propanoic acid methyl ester, hydrochloride salt, C20H28N2O5HCl, with a molecular wei...
    Active IngredientRemifentanil hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 1mg base/vial; eq 5mg base/vial; eq 2mg base/vial
    Market StatusPrescription
    CompanyMylan Institutional

    2 of 2  
    Drug NameUltiva
    PubMed HealthRemifentanil (Injection)
    Drug ClassesAnalgesic, Anesthetic Adjunct
    Drug LabelULTIVA (remifentanil hydrochloride) for Injection is a -opioid agonist chemically designated as a 3-[4-methoxycarbonyl-4-[(1-oxopropyl)phenylamino]-1-piperidine]propanoic acid methyl ester, hydrochloride salt, C20H28N2O5HCl, with a molecular wei...
    Active IngredientRemifentanil hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 1mg base/vial; eq 5mg base/vial; eq 2mg base/vial
    Market StatusPrescription
    CompanyMylan Institutional

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Analgesics, Opioid

    Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Opioid Agonist [EPC]; Full Opioid Agonists [MoA]

    API Reference Price

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    24-Aug-2022
    24-Apr-2023
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