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    Chloroprocaine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    DRUG PRODUCT COMPOSITIONS

    RELATED EXCIPIENT COMPANIES

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    2D Structure
    Also known as: 3858-89-7, Chloroprocaine hcl, Chloroprocaine (hydrochloride), 2-chloroprocaine hydrochloride, Nesacaine, Chebi:3637
    Molecular Formula
    C13H20Cl2N2O2
    Molecular Weight
    307.21  g/mol
    InChI Key
    SZKQYDBPUCZLRX-UHFFFAOYSA-N
    FDA UNII
    LT7Z1YW11H
    Chloroprocaine Hydrochloride is a synthetic, aminoester, local, anesthetic agent. At the injection site, chloroprocaine hydrochloride acts by inhibiting sodium influx through binding to specific membrane sodium ion channels in the neuronal cell membranes, restricting sodium permeability, and blocking nerve impulse conduction. This leads to a loss of sensation. Chloroprocaine hydrochloride is short-acting due to rapid hydrolysis by pseudocholinesterase into para-aminobenzoic acid in plasma.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(diethylamino)ethyl 4-amino-2-chlorobenzoate;hydrochloride
    2.1.2 InChI
    InChI=1S/C13H19ClN2O2.ClH/c1-3-16(4-2)7-8-18-13(17)11-6-5-10(15)9-12(11)14;/h5-6,9H,3-4,7-8,15H2,1-2H3;1H
    2.1.3 InChI Key
    SZKQYDBPUCZLRX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(CC)CCOC(=O)C1=C(C=C(C=C1)N)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    LT7Z1YW11H
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-chloroprocaine

    2. Chlor-procaine

    3. Chloroprocaine

    4. Nesacaine

    5. Nesacaine Mpf

    2.3.2 Depositor-Supplied Synonyms

    1. 3858-89-7

    2. Chloroprocaine Hcl

    3. Chloroprocaine (hydrochloride)

    4. 2-chloroprocaine Hydrochloride

    5. Nesacaine

    6. Chebi:3637

    7. 2-chloroprocaine;halestyn; Piocaine

    8. 2-diethylaminoethyl 4-amino-2-chlorobenzoate Hydrochloride

    9. 2-(diethylamino)ethyl 4-amino-2-chlorobenzoate;hydrochloride

    10. 2-(diethylamino)ethyl 4-amino-2-chlorobenzoate Monohydrochloride

    11. 2-(diethylamino)ethyl 4-amino-2-chlorobenzoate Hydrochloride

    12. Lt7z1yw11h

    13. Chloroprocaine Hydrochloride (usp)

    14. 4-amino-2-chlorobenzoic Acid 2-(diethylamino)ethyl Ester Hydrochloride

    15. Benzoic Acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl Ester, Monohydrochloride

    16. Ncgc00183273-01

    17. Clorotekal (tn)

    18. Nesacaine (tn)

    19. Clorotekal

    20. Chloroprocainhydrochlorid

    21. Chloroprocainehydrochloride

    22. Chembl944

    23. Chlorprocaine Chloride

    24. Dsstox_cid_28521

    25. Dsstox_rid_82793

    26. Dsstox_gsid_48595

    27. Schembl24096

    28. Dtxsid6048595

    29. Hy-b1604

    30. Tox21_112925

    31. S4284

    32. Ccg-267543

    33. Chloroprocaine Hydrochloride [mi]

    34. Cas-3858-89-7

    35. Chloroprocaine Hydrochloride [mart.]

    36. Chloroprocaine Hydrochloride [vandf]

    37. Chloroprocaine Hydrochloride [usp-rs]

    38. Chloroprocaine Hydrochloride [who-dd]

    39. Cs-0013536

    40. Sw220257-1

    41. A14260

    42. D00732

    43. 858c897

    44. A912305

    45. Chloroprocaine Hydrochloride [orange Book]

    46. Chloroprocaine Hydrochloride [usp Monograph]

    47. W-106476

    48. Q27068150

    49. Chloroprocaine Hydrochloride 1000 Microg/ml In Methanol

    50. 2-(diethylamino)ethyl 4-amino-2-chlorobenzoate Hcl

    51. Benzoic Acid,4-amino-2-chloro-,2-(diethylamino)ethyl Ester

    52. [2-(4-amino-2-chloro-benzoyloxy)-ethyl]-diethyl-ammonium; Chloride

    53. 4-amino-2-chlorobenzoicacid2-(diethylamino)ethylesterhydrochloride

    54. Benzoic Acid,4-amino-2-chloro-, 2-(diethylamino)ethyl Ester

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 307.21 g/mol
    Molecular Formula C13H20Cl2N2O2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count7
    Exact Mass306.0901833 g/mol
    Monoisotopic Mass306.0901833 g/mol
    Topological Polar Surface Area55.6 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity259
    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 NameChloroprocaine hydrochloride
    Drug LabelNesacaine and Nesacaine-MPF Injections are sterile non pyrogenic local anesthetics. The active ingredient in Nesacaine and Nesacaine-MPF Injections is chloroprocaine HCL (benzoic acid, 4-amino-2-chloro-2-(diethylamino) ethyl ester, monohydrochloride)...
    Active IngredientChloroprocaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength2%; 3%
    Market StatusPrescription
    CompanyHospira; Eurohlth Intl

    2 of 2  
    Drug NameChloroprocaine hydrochloride
    Drug LabelNesacaine and Nesacaine-MPF Injections are sterile non pyrogenic local anesthetics. The active ingredient in Nesacaine and Nesacaine-MPF Injections is chloroprocaine HCL (benzoic acid, 4-amino-2-chloro-2-(diethylamino) ethyl ester, monohydrochloride)...
    Active IngredientChloroprocaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength2%; 3%
    Market StatusPrescription
    CompanyHospira; Eurohlth Intl

    4.2 Drug Indication

    Intrathecal anaesthesia

    Ocular surface anaesthesia

    Epidural anaesthesia

    Peripheral nerve block (local anaesthesia by perineural injection)

    Intrathecal anaesthesia

    Ocular surface anaesthesia

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anesthetics, Local

    Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Esters [CS]; Local Anesthesia [PE]; Ester Local Anesthetic [EPC]