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    Midazolam Maleate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    MARKET PLACE

    PharmaCompass
    $ API Ref.Price (USD/KG) : 4,050Xls

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    2D Structure
    Also known as: 59467-94-6, Midazolam maleate salt, Midazolam maleate [usan], Ro 21-3981/001, Midazolam (as maleate), Nsc-313452
    Molecular Formula
    C22H17ClFN3O4
    Molecular Weight
    441.8  g/mol
    InChI Key
    XYGVIBXOJOOCFR-BTJKTKAUSA-N
    FDA UNII
    77520S18SE
    A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
    2.1.2 InChI
    InChI=1S/C18H13ClFN3.C4H4O4/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;5-3(6)1-2-4(7)8/h2-9H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
    2.1.3 InChI Key
    XYGVIBXOJOOCFR-BTJKTKAUSA-N
    2.1.4 Canonical SMILES
    CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    77520S18SE
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dormicum

    2. Hydrochloride, Midazolam

    3. Maleate, Midazolam

    4. Midazolam

    5. Midazolam Hydrochloride

    6. Ro 21 3981

    7. Ro 21-3981

    8. Ro 213981

    9. Versed

    2.3.2 Depositor-Supplied Synonyms

    1. 59467-94-6

    2. Midazolam Maleate Salt

    3. Midazolam Maleate [usan]

    4. Ro 21-3981/001

    5. Midazolam (as Maleate)

    6. Nsc-313452

    7. Buccolam

    8. Hypnovel

    9. Versed

    10. 8-chloro-6-(o-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Maleate (1:1)

    11. 77520s18se

    12. Ro-213981-003

    13. Dormicum Maleate

    14. Midazolam Maleate (usan)

    15. Ro-21-3981/001

    16. (z)-but-2-enedioic Acid;8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine

    17. 4h-imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (z)-2-butenedioate (1:1)

    18. Einecs 261-775-0

    19. Ro-21-3981/003

    20. Unii-77520s18se

    21. Schembl147776

    22. Midazolam Maleate [mi]

    23. Chembl2106922

    24. Iti-111

    25. Nvd-301

    26. Midazolam Maleate [mart.]

    27. Midazolam Maleate [who-dd]

    28. Nsc313452

    29. Nsc 313452

    30. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Monomaleate

    31. D05028

    32. 467m946

    33. Q27266551

    34. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine Maleate

    35. 4h-imidazo[1,4]benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (z)-2-butenedioate (1:1)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 441.8 g/mol
    Molecular Formula C22H17ClFN3O4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass441.0891619 g/mol
    Monoisotopic Mass441.0891619 g/mol
    Topological Polar Surface Area105 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity590
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of prolonged, acute, convulsive seizures in infants, toddlers, children and adolescents (from three months to less than 18 years).

    Buccolam must only be used by parents / carers where the patient has been diagnosed to have epilepsy.

    For infants between three and six months of age, treatment should be in a hospital setting where monitoring is possible and resuscitation equipment is available.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Anxiety Agents

    Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

    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.)

    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.)

    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.)

    Adjuvants, Anesthesia

    Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)

    5.2 ATC Code

    N05CD08