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    Dipivefrin Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 64019-93-8, Dipivefrine hydrochloride, Dipivefrin hcl, Dipivefrin (hydrochloride), Akpro, 5qth9uhv0k
    Molecular Formula
    C19H30ClNO5
    Molecular Weight
    387.9  g/mol
    InChI Key
    VKFAUCPBMAGVRG-UHFFFAOYSA-N
    FDA UNII
    5QTH9UHV0K
    Dipivefrin Hydrochloride is an ester with sympathomimetic activities. Dipivefrin hydrochloride is a prodrug of epinephrine that, due to its greater lipophilicity, allows for better penetration into the anterior chamber. Once inside the eye, dipivefrin hydrochloride is converted by hydrolysis to epinephrine. Epinephrine enhances the outflow of aqueous humor and decreases the production of aqueous humor by vasoconstriction. This leads to a reduction in intraocular pressure.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [2-(2,2-dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl] 2,2-dimethylpropanoate;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H29NO5.ClH/c1-18(2,3)16(22)24-14-9-8-12(13(21)11-20-7)10-15(14)25-17(23)19(4,5)6;/h8-10,13,20-21H,11H2,1-7H3;1H
    2.1.3 InChI Key
    VKFAUCPBMAGVRG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)(C)C(=O)OC1=C(C=C(C=C1)C(CNC)O)OC(=O)C(C)(C)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    5QTH9UHV0K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (+)-dipivefrin

    2. (-)-dipivefrin

    3. (r)-dipivefrine

    4. (rs)-4-(1-hydroxy-2-(methylamino)ethyl)-o-phenylene Dipivalate Hydrochloride

    5. (s)-dipivefrin

    6. (s)-dipivefrine

    7. Adrenaline Dipivalate

    8. Akpro

    9. Apo-dipivefrin

    10. D Epifrin

    11. Diopine

    12. Dipivaloylepinephrine

    13. Dipivalyl Epinephrine

    14. Dipivefrin

    15. Dipivefrin Acetate, (+-)-isomer

    16. Dipivefrin Citrate (1:1), (+-)-isomer

    17. Dipivefrin Hcl

    18. Dipivefrin Hydrochloride, (+-)-isomer

    19. Dipivefrin Hydrochloride, (r)-

    20. Dipivefrin Hydrochloride, (s)-

    21. Dipivefrin Monophosphate, (+-)-isomer

    22. Dipivefrin Monosulfate, (+-)-isomer

    23. Dipivefrin Nitrate, (+-)-isomer

    24. Dipivefrin Perchlorate

    25. Dipivefrin Propanoate, (+-)-isomer

    26. Dipivefrin Tartrate (1:1), (+-)-(r-(r*,r*))-isomer

    27. Dipivefrin Tartrate (1:1), (r)-(r-(r*,r*))-isomer

    28. Dipivefrin, (r)-isomer

    29. Dipivefrine

    30. Dipivefrine Hydrochloride

    31. Dipivefrine Hydrochloride, (r)-

    32. Dipivefrine Hydrochloride, (s)-

    33. Dipivefrine, (r)-

    34. Dipoquin

    35. Glaucothil

    36. Glaudrops

    37. Pms-dipivefrin

    38. Propanoic Acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Ester, (+-)-

    39. Propanoic Acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Ester, (r)-

    40. Propanoic Acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Ester, (s)-

    41. Propine

    42. Ratio-dipivefrin

    2.3.2 Depositor-Supplied Synonyms

    1. 64019-93-8

    2. Dipivefrine Hydrochloride

    3. Dipivefrin Hcl

    4. Dipivefrin (hydrochloride)

    5. Akpro

    6. 5qth9uhv0k

    7. Dipivefrine (hydrochloride)

    8. Chebi:4647

    9. (1)-4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Dipivalate Hydrochloride

    10. 64019-93-8 (hcl)

    11. Dipivalyl Epinephrine Hydrochloride

    12. Einecs 264-609-5

    13. Unii-5qth9uhv0k

    14. Dipivefrine Hcl

    15. Dipivefrin Hydrochloride [jan]

    16. Dipivefrin Hydrochloride [usp:jan]

    17. Propine (tn)

    18. Ncgc00016906-01

    19. Cas-64019-93-8

    20. (+-)-3,4-dihydroxy-alpha-((methylamino)methyl)benzyl Alcohol 3,4-dipivalate Hydrochloride

    21. Dsstox_cid_25494

    22. Dsstox_rid_80914

    23. Dsstox_gsid_45494

    24. Schembl41350

    25. Mls002153922

    26. Chembl1200833

    27. Dtxsid2045494

    28. Dipivefrine For System Suitability

    29. Hms1569p06

    30. Bcp13649

    31. Hy-b1323

    32. Dipivefrin Hydrochloride (jan/usp)

    33. Tox21_110675

    34. Dipivefrin Hydrochloride [mi]

    35. Akos037515482

    36. Ccg-220632

    37. Dipivefrine Hydrochloride [jan]

    38. Dipivalylepinephrine Hydrochloride

    39. Dipivefrin Hydrochloride [vandf]

    40. Dipivefrine Hydrochloride [mart.]

    41. [2-(2,2-dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl] 2,2-dimethylpropanoate;hydrochloride

    42. Dipivefrine Hydrochloride [who-dd]

    43. Propanoic Acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Ester, Hydrochloride, (+-)-

    44. Smr001233266

    45. Cs-0013083

    46. Dipivefrin Hydrochloride [orange Book]

    47. D01017

    48. Dipivefrin Hydrochloride [usp Monograph]

    49. Dipivefrine Hydrochloride [ep Monograph]

    50. 019d938

    51. Sr-01000838856

    52. Sr-01000838856-2

    53. Q27106427

    54. 1-(3',4'-dipivaloyloxyphenyl)-2-methylamino-1-ethanol Hydrochloride

    55. (rs)-4-(1-hydroxy-2-(methylamino)ethyl)-o-phenylene Dipivalate Hydrochloride

    56. 2-{3,4-bis[(2,2-dimethylpropanoyl)oxy]phenyl}-2-hydroxy-n-methylethanaminium Chloride

    57. (+/-)-3,4-dihydroxy-.alpha.-((methylamino)methyl)benzyl Alcohol 3,4-dipivalate Hydrochloride

    58. 2-[(2,2-dimethylpropanoyl)oxy]-4-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate Hydrochloride

    59. 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diyl Bis(2,2-dimethylpropanoate) Hydrochloride

    60. Propanoic Acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene Ester, (+/-)-, Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 387.9 g/mol
    Molecular Formula C19H30ClNO5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count9
    Exact Mass387.1812508 g/mol
    Monoisotopic Mass387.1812508 g/mol
    Topological Polar Surface Area84.9 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity463
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Adrenergic Agonists

    Drugs that bind to and activate adrenergic receptors. (See all compounds classified as Adrenergic Agonists.)