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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 SUPPLIERS

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    Minakem

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    Certificate Number : R0-CEP 2020-323 - Rev 00

    Issue Date : 2022-03-14

    Type : Chemical

    Substance Number : 2644

    Status : Valid

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    Registrant Name : Mitsubishi Tanabe Pharma Korea Co., Ltd.

    Registration Date : 2014-10-28

    Registration Number : Su2480-16-ND

    Manufacturer Name : Minakem High Potent SA

    Manufacturer Address : Rue Fonds Jean Paques 8, Mont-Saint-Guibert, 1435 Belgium

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    DMF Number : 25811

    Submission : 2011-12-22

    Status : Active

    Type : II

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    Certificate Number : CEP 2018-137 - Rev 01

    Issue Date : 2024-08-06

    Type : Chemical

    Substance Number : 2644

    Status : Valid

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    NDC Package Code : 49812-0190

    Start Marketing Date : 2012-01-01

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

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    Registrant Name : Nosa Chemical Co., Ltd.

    Registration Date : 2014-09-02

    Registration Number : Number 5-1-ND(2)

    Manufacturer Name : Macfarlan Smith Ltd.

    Manufacturer Address : 10 Wheatfield Road, Edinburgh, EH11 2QA, United Kingdom

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    DMF Review : Reviewed

    Rev. Date : 2015-03-30

    Pay. Date : 2014-12-04

    DMF Number : 28106

    Submission : 2014-03-13

    Status : Active

    Type : II

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    Fine Chemicals Corporation PTY Ltd

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    Certificate Number : CEP 2018-240 - Rev 03

    Issue Date : 2024-06-28

    Type : Chemical

    Substance Number : 2644

    Status : Valid

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    NDC Package Code : 48954-724

    Start Marketing Date : 2007-12-01

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

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    Registrant Name : Aging Life Science Co., Ltd.

    Registration Date : 2019-02-26

    Registration Number : No. 181-3-ND(1)

    Manufacturer Name : Fine Chemicals Corporation

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    Rusan Pharma

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    Parand Darou Pharma

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    Virtual BoothParand Darou is a knowledge-based company, focused on the production of Narcotic APIs.

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    Tofigh Daru

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    Yichang Humanwell Pharmaceutical

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    Yichang Humanwell Pharmaceutical

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    GDUFA

    DMF Review : Reviewed

    Rev. Date : 2019-08-21

    Pay. Date : 2018-09-28

    DMF Number : 33151

    Submission : 2018-09-21

    Status : Active

    Type : II

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    Certificate Number : CEP 2018-193 - Rev 01

    Issue Date : 2023-10-30

    Type : Chemical

    Substance Number : 2644

    Status : Valid

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    Registrant Name : Nosa Chemical Co., Ltd.

    Registration Date : 2020-03-25

    Registration Number : 207-28-ND(3)

    Manufacturer Name : Yichang Humanwell Pharmaceutical Co., Ltd.

    Manufacturer Address : No. 19, Dalian Road, Yichang Developing zone, Hubei Province, China

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    [{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q3","strtotime":1659119400,"product":"REMIFENTANIL HYDROCHLORIDE BATCH: A21GS1611,MATERIAL 75343","address":"GF-1,GROUND FLOOR,COMMERCE HOUSE 1 ,,OPP.RAJVANSH APPT,JUDGES","city":"BUNGALOW RD BODAKDEV AHMEDABAD,GUJA","supplier":"CILAG AG","supplierCountry":"SWITZERLAND","foreign_port":"NA","customer":"TROIKAA PHARMACEUTICALS LIMITED","customerCountry":"INDIA","quantity":"0.07","actualQuantity":"0.071","unit":"KGS","unitRateFc":"150000","totalValueFC":"10964","currency":"USD","unitRateINR":"12279103.1","date":"30-Jul-2022","totalValueINR":"871816.32","totalValueInUsd":"10964","indian_port":"AHMEDABAD AIR","hs_no":"29333990","bill_no":"9789945","productDescription":"API","marketType":"REGULATED MARKET","country":"SWITZERLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"GF-1,GROUND FLOOR,COMMERCE HOUSE 1 ,,OPP.RAJVANSH APPT,JUDGES"}]
    30-Jul-2022
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