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    Also known as: 151319-34-5, Sonata, Cl-284846, Skp-1041, N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-n-ethylacetamide, Zal-846
    Molecular Formula
    C17H15N5O
    Molecular Weight
    305.33  g/mol
    InChI Key
    HUNXMJYCHXQEGX-UHFFFAOYSA-N
    FDA UNII
    S62U433RMH
    Zaleplon
    Zaleplon is a nonbenzodiazepine from the pyrazolopyrimidine class with hypnotic, sedative, anxiolytic, and muscle relaxant properties. Zaleplon interacts with the gamma-aminobutyric acid (GABA) -A receptor, thereby affecting the chloride channel ionophore complex and potentiating the inhibitory effects of GABA. In addition, zaleplon binds selectively to the brain omega-1 receptor situated on the alpha subunit of the GABA-A/chloride ion channel receptor complex and potentiates t-butyl-bicyclophosphorothionate (TBPS) binding.
    Zaleplon is a gamma-Aminobutyric Acid A Receptor Agonist. The mechanism of action of zaleplon is as a GABA A Agonist. The physiologic effect of zaleplon is by means of Central Nervous System Depression.
    1 2D Structure

    Zaleplon

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide
    2.1.2 InChI
    InChI=1S/C17H15N5O/c1-3-21(12(2)23)15-6-4-5-13(9-15)16-7-8-19-17-14(10-18)11-20-22(16)17/h4-9,11H,3H2,1-2H3
    2.1.3 InChI Key
    HUNXMJYCHXQEGX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(C1=CC=CC(=C1)C2=CC=NC3=C(C=NN23)C#N)C(=O)C
    2.2 Other Identifiers
    2.2.1 UNII
    S62U433RMH
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3'-(3-cyanopyrazolo(1,5-alpha)pyrimidin-7-yl)-n-ethylacetanilide

    2. Cl 284,846

    3. Cl 284846

    4. Cl-284846

    5. Cl284,846

    6. L 846

    7. L-846

    8. N-(3-(3-cyanopyrazolo(1,5-a)pyrimidin-7-yl)phenyl)-n-ethylacetamide

    9. Skp-1041

    10. Sonata

    11. Starnoc

    12. Zelepion

    2.3.2 Depositor-Supplied Synonyms

    1. 151319-34-5

    2. Sonata

    3. Cl-284846

    4. Skp-1041

    5. N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-n-ethylacetamide

    6. Zal-846

    7. Cl 284,846

    8. Ljc 10846

    9. L846

    10. Cl 284846

    11. Ljc-10846

    12. L-846

    13. Dea No. 2781

    14. Zaleplon Civ

    15. 3'-(3-cyanopyrazolo(1,5-a)pyrimidin-7-yl)-n-ethylacetanilide

    16. N-(3-(3-cyanopyrazolo(1,5-a)pyrimidin-7-yl)phenyl)-n-ethylacetamide

    17. S62u433rmh

    18. Chebi:10102

    19. N-(3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl)-n-ethylacetamide

    20. Ncgc00160525-01

    21. Dsstox_cid_3748

    22. Dsstox_rid_77183

    23. Dsstox_gsid_23748

    24. Zal 846

    25. N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)-n-ethylacetamide

    26. Staccato-zaleplon

    27. Smr000238180

    28. Sonata (tn)

    29. Cas-151319-34-5

    30. Unii-s62u433rmh

    31. Zaleplon Ap

    32. Zaleplon [usan:usp:inn:ban]

    33. 3'-(3-cyanopyrazolo(1,5-alpha)pyrimidin-7-yl)-n-ethylacetanilide

    34. Az-007

    35. Zaleplon [usan]

    36. Zaleplon [inn]

    37. Zaleplon [jan]

    38. Zaleplon [mi]

    39. Zaleplon [vandf]

    40. Zaleplon [mart.]

    41. Zaleplon [who-dd]

    42. Acetamide, N-(3-(3-cyanopyrazolo(1,5-a)pyrimidin-7-yl)phenyl)-n-ethyl-

    43. Zaleplon (jan/usp/inn)

    44. Chembl1521

    45. Zaleplon [ema Epar]

    46. Schembl29118

    47. Mls000759451

    48. Mls001424238

    49. Bidd:gt0046

    50. Zaleplon [orange Book]

    51. Zaleplon Civ [usp-rs]

    52. Gtpl4345

    53. Zinc6300

    54. Dtxsid5023748

    55. Zaleplon [usp Monograph]

    56. Bdbm86521

    57. Zaleplon 1.0 Mg/ml In Methanol

    58. Hms2052j11

    59. Hms3394j11

    60. Hms3713h08

    61. Act04427

    62. Bcp21340

    63. Cas_5719

    64. Nsc_5719

    65. Tox21_111872

    66. N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-n-ethyl-acetamide

    67. Zaleplon, >=98% (hplc), Solid

    68. Acetamide, N-(3-(3-cyanopyrazolo(1,5-alpha)pyrimidin-7-yl)phenyl)-n-ethyl-

    69. Akos000280863

    70. Tox21_111872_1

    71. Ac-2082

    72. Ccg-101187

    73. Db00962

    74. Nc00437

    75. Ss-4571

    76. Ncgc00160525-02

    77. Hy-14265

    78. Db-015068

    79. A12993

    80. C07484

    81. D00530

    82. Ab00640003_03

    83. 319z345

    84. A809159

    85. Q145052

    86. Sr-01000759426

    87. Sr-01000759426-3

    88. Zaleplon, United States Pharmacopeia (usp) Reference Standard

    89. N-[3-(cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-n-ethylacetamide

    90. 3'-(3-cyanopyrazolo(1,5-.alpha.)pyrimidin-7-yl)-n-ethylacetanilide

    91. N-[3-(3-cyanopyrazolo-[1,5-a]-pyrimidin-7-yl)-phenyl]-n-ethyl Acetamide

    92. Acetamide, N-(3-(3-cyanopyrazolo(1,5-.alpha.)pyrimidin-7-yl)phenyl)-n-ethyl-

    93. Zaleplon Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

    94. 1007130-22-4

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 305.33 g/mol
    Molecular Formula C17H15N5O
    XLogP31
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass305.12766012 g/mol
    Monoisotopic Mass305.12766012 g/mol
    Topological Polar Surface Area74.3 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity487
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameSonata
    PubMed HealthZaleplon (By mouth)
    Drug ClassesNonbarbiturate Hypnotic
    Drug LabelZaleplon is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class. The chemical name of zaleplon is N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide. Its empirical formula is C17H15N5O, and its molecular weight is 305.34....
    Active IngredientZaleplon
    Dosage FormCapsule
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyPfizer

    2 of 4  
    Drug NameZaleplon
    PubMed HealthZaleplon (By mouth)
    Drug ClassesNonbarbiturate Hypnotic
    Drug LabelZaleplon is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class. The chemical name of zaleplon is N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide. Its empirical formula is C17H15N5O, and its molecular weight is 305.34....
    Active IngredientZaleplon
    Dosage FormCapsule
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyUpsher Smith; Unichem; Aurobindo Pharma; Cipla; Hikma Pharms; Roxane; Teva Pharms; Orchid Hlthcare; Mylan

    3 of 4  
    Drug NameSonata
    PubMed HealthZaleplon (By mouth)
    Drug ClassesNonbarbiturate Hypnotic
    Drug LabelZaleplon is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class. The chemical name of zaleplon is N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide. Its empirical formula is C17H15N5O, and its molecular weight is 305.34....
    Active IngredientZaleplon
    Dosage FormCapsule
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyPfizer

    4 of 4  
    Drug NameZaleplon
    PubMed HealthZaleplon (By mouth)
    Drug ClassesNonbarbiturate Hypnotic
    Drug LabelZaleplon is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class. The chemical name of zaleplon is N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide. Its empirical formula is C17H15N5O, and its molecular weight is 305.34....
    Active IngredientZaleplon
    Dosage FormCapsule
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyUpsher Smith; Unichem; Aurobindo Pharma; Cipla; Hikma Pharms; Roxane; Teva Pharms; Orchid Hlthcare; Mylan

    4.2 Drug Indication

    For the treatment of short-term treatment of insomnia in adults.

    FDA Label

    Sonata is indicated for the treatment of patients with insomnia who have difficulty falling asleep. It is indicated only when the disorder is severe, disabling or subjecting the individual to extreme distress.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Zaleplon is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class and is indicated for the short-term treatment of insomnia. While Zaleplon is a hypnotic agent with a chemical structure unrelated to benzodiazepines, barbiturates, or other drugs with known hypnotic properties, it interacts with the gamma-aminobutyric acid-benzodiazepine (GABABZ) receptor complex. Subunit modulation of the GABABZ receptor chloride channel macromolecular complex is hypothesized to be responsible for some of the pharmacological properties of benzodiazepines, which include sedative, anxiolytic, muscle relaxant, and anticonvulsive effects in animal models. Zaleplon also binds selectively to the CNS GABAA-receptor chloride ionophore complex at benzodiazepine(BZ) omega-1 (BZ1, 1) receptors.

    5.2 MeSH Pharmacological Classification

    Anticonvulsants

    Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

    Hypnotics and Sedatives

    Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)

    GABA Modulators

    Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here. (See all compounds classified as GABA Modulators.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    ZALEPLON
    5.3.2 FDA UNII
    S62U433RMH
    5.3.3 Pharmacological Classes
    GABA A Agonists [MoA]; gamma-Aminobutyric Acid A Receptor Agonist [EPC]; Central Nervous System Depression [PE]
    5.4 ATC Code

    N05CF03

    N - Nervous system

    N05 - Psycholeptics

    N05C - Hypnotics and sedatives

    N05CF - Benzodiazepine related drugs

    N05CF03 - Zaleplon

    5.5 Absorption, Distribution and Excretion

    Absorption

    Absorption Zaleplon is rapidly and almost completely absorbed following oral administration.

    Route of Elimination

    Zaleplon is metabolized primarily by the liver and undergoes significant presystemic metabolism. After oral administration, zaleplon is extensively metabolized, with less than 1% of the dose excreted unchanged in urine. Renal excretion of unchanged zaleplon accounts for less than 1% of the administered dose.

    Volume of Distribution

    1.4 L/kg

    Clearance

    1 L/h/kg

    5.6 Metabolism/Metabolites

    Zaleplon is primarily metabolized by aldehyde oxidase.

    Zaleplon has known human metabolites that include Dementhylazed-zaleplon.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

    5.7 Biological Half-Life

    Approximately 1 hour

    5.8 Mechanism of Action

    Zaleplon exerts its action through subunit modulation of the GABABZ receptor chloride channel macromolecular complex. Zaleplon also binds selectively to the brain omega-1 receptor located on the alpha subunit of the GABA-A/chloride ion channel receptor complex and potentiates t-butyl-bicyclophosphorothionate (TBPS) binding.

    API Reference Price

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    30-Apr-2024
    KGS
    overview
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

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

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - CAPSULE;ORAL - 10MG

    USFDA APPLICATION NUMBER - 20859

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    DOSAGE - CAPSULE;ORAL - 5MG

    USFDA APPLICATION NUMBER - 20859

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    Excipients by Applications

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    Fillers, Diluents & Binders

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    Direct Compression

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    Thickeners and Stabilizers

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    Granulation

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    Lubricants & Glidants

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    Coating Systems & Additives

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    Co-Processed Excipients

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    Topical

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    Controlled & Modified Release

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    Disintegrants & Superdisintegrants

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    Film Formers & Plasticizers

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    Empty Capsules

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    Taste Masking

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    Solubilizers

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    Chewable & Orodispersible Aids

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    Emulsifying Agents

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    Parenteral

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    Coloring Agents

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    API Stability Enhancers

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    Surfactant & Foaming Agents

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    Rheology Modifiers

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    NEWS #PharmaBuzz

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    Global Sales Information

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    Patents & EXCLUSIVITIES

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    REF. STANDARDS & IMPURITIES

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    USP

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