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    Alfentanil Hydrochloride

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    2D Structure
    Also known as: 69049-06-5, Alfenta, Rapifen, Alfentanil hcl, R 39209, Alfentanil hydrochloride [usan]
    Molecular Formula
    C21H33ClN6O3
    Molecular Weight
    453.0  g/mol
    InChI Key
    AQORHZJDCHLLJN-UHFFFAOYSA-N
    FDA UNII
    333JTI7A2M
    A short-acting opioid anesthetic and analgesic derivative of FENTANYL. It produces an early peak analgesic effect and fast recovery of consciousness. Alfentanil is effective as an anesthetic during surgery, for supplementation of analgesia during surgical procedures, and as an analgesic for critically ill patients.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl]-N-phenylpropanamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H32N6O3.ClH/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26;/h6-10H,4-5,11-17H2,1-3H3;1H
    2.1.3 InChI Key
    AQORHZJDCHLLJN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCN3C(=O)N(N=N3)CC)COC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    333JTI7A2M
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Alfenta

    2. Alfentanil

    3. Alfentanyl

    4. Fanaxal

    5. Limifen

    6. R 39209

    7. R-39209

    8. R39209

    9. Rapifen

    2.3.2 Depositor-Supplied Synonyms

    1. 69049-06-5

    2. Alfenta

    3. Rapifen

    4. Alfentanil Hcl

    5. R 39209

    6. Alfentanil Hydrochloride [usan]

    7. 333jti7a2m

    8. R-39209

    9. Mls002320667

    10. Ncgc00247354-02

    11. N-[1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl]-n-phenylpropanamide;hydrochloride

    12. Smr001338813

    13. Einecs 273-846-3

    14. Unii-333jti7a2m

    15. Fentalim

    16. R-39,209

    17. Ox-51

    18. Alfentanil Hydrochloride Cii

    19. Dsstox_cid_28853

    20. Dsstox_rid_83122

    21. Dsstox_gsid_48927

    22. Schembl40459

    23. Alfentanil Hydrochloride Solution

    24. Chembl1200531

    25. Dtxsid0048927

    26. Alfentanil Hydrochloride Anhydrous

    27. Tox21_112878

    28. Alfentanil Hydrochloride [mi]

    29. Akos015966535

    30. Sb17330

    31. Alfentanil Hydrochloride [who-dd]

    32. Anhydrous Alfentanil Hydrochloride

    33. N-(1-(2-(4-ethyl-4,5-dihydro-5-oxo-1h-tetrazol-1-yl)ethyl)-4-(methoxymethyl)piperidin-4-yl)-n-phenylpropionamide Hydrochloride

    34. Propanamide, N-(1-(2-(4-ethyl-4,5-dihydro-5-oxo-1h-tetrazol-1-yl)ethyl)-4-(methoxymethyl)-4-piperidinyl)-n-phenyl-, Monohydrochloride

    35. Cas-69049-06-5

    36. Db-055216

    37. Anhydrous Alfentanil Hydrochloride [mart.]

    38. Q27256225

    39. Alfentanil Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    40. N-(1-(2-(4-ethyl-5-oxo-2-tetrazolin-1-yl)-ethyl)-4-(methoxymethyl)-4-piperidyl)propionanilide Monohydrochloride

    41. Propanamide, N-(1-(2-(4-ethyl-4,5-dihydro-5-oxo-1h-tetrazol-1-yl)ethyl)-4-(methoxymethyl)-4-piperidinyl)-n-phenyl, Monohydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 453.0 g/mol
    Molecular Formula C21H33ClN6O3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count9
    Exact Mass452.2302666 g/mol
    Monoisotopic Mass452.2302666 g/mol
    Topological Polar Surface Area81 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity614
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Narcotics

    Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

    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.)

    Anesthetics, Intravenous

    Ultrashort-acting anesthetics that are used for induction. Loss of consciousness is rapid and induction is pleasant, but there is no muscle relaxation and reflexes frequently are not reduced adequately. Repeated administration results in accumulation and prolongs the recovery time. Since these agents have little if any analgesic activity, they are seldom used alone except in brief minor procedures. (From AMA Drug Evaluations Annual, 1994, p174) (See all compounds classified as Anesthetics, Intravenous.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Opioid Agonist [EPC]; Full Opioid Agonists [MoA]