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    Benazepril Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    $ API Ref.Price (USD/KG) : 1,075Xls

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    2D Structure
    Also known as: 86541-74-4, Benazepril hcl, Lotensin, Cibacen, Cibacene, Briem
    Molecular Formula
    C24H29ClN2O5
    Molecular Weight
    460.9  g/mol
    InChI Key
    VPSRQEHTHIMDQM-FKLPMGAJSA-N
    FDA UNII
    N1SN99T69T
    Benazepril Hydrochloride is the hydrochloride salt of benazepril, a carboxyl-containing angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, benazepril is metabolized to its active form benazeprilat. Benazeprilat competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II, resulting in vasodilation. Benazeprilat also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C24H28N2O5.ClH/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28;/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28);1H/t19-,20-;/m0./s1
    2.1.3 InChI Key
    VPSRQEHTHIMDQM-FKLPMGAJSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C(CCC1=CC=CC=C1)NC2CCC3=CC=CC=C3N(C2=O)CC(=O)O.Cl
    2.1.5 Isomeric SMILES
    CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]2CCC3=CC=CC=C3N(C2=O)CC(=O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    N1SN99T69T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Benazapril

    2. Benazepril

    3. Benzazepril

    4. Briem

    5. Cgs-14824-a

    6. Cgs-14824a

    7. Cibacne

    8. Cibacen

    9. Labopal

    10. Lotensin

    2.3.2 Depositor-Supplied Synonyms

    1. 86541-74-4

    2. Benazepril Hcl

    3. Lotensin

    4. Cibacen

    5. Cibacene

    6. Briem

    7. Tensanil

    8. Zinadril

    9. Cibace

    10. Labopol

    11. Cgs 14824a Hcl

    12. Benazepril (hydrochloride)

    13. Cgs 14824a

    14. Nsc-758920

    15. Cgs-14824a Hcl

    16. Chebi:3012

    17. N1sn99t69t

    18. (3s)-3-(((1s)-1-carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1h-1-benzazepine-1-acetic Acid, 3-ethyl Ester, Monohydrochloride

    19. (3s)-3-[[(1s)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1h-1-benzazepine-1-acetic Acid Hydrochloride

    20. 86541-74-4 (hcl)

    21. Cibacen Chf

    22. Dsstox_cid_25922

    23. Dsstox_rid_81225

    24. Dsstox_gsid_45922

    25. 1h-1-benzazepine-1-acetic Acid, 3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-, Monohydrochloride, (s-(r*,r*))-

    26. 2-((s)-3-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)-2-oxo-2,3,4,5-tetrahydro-1h-benzo[b]azepin-1-yl)acetic Acid Hydrochloride

    27. 2-[(3s)-3-[[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3h-1-benzazepin-1-yl]acetic Acid;hydrochloride

    28. 2-[(3s)-3-{[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1h-1-benzazepin-1-yl]acetic Acid Hydrochloride

    29. Smr000469199

    30. Cas-86541-74-4

    31. Mfcd00895734

    32. Unii-n1sn99t69t

    33. Ncgc00095132-01

    34. Lotensin (tn)

    35. 2-((s)-3-((s)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)-2-oxo-2,3,4,5-tetrahydro-1h-benzo[b]azepin-1-yl)acetic Acid Hydrochloride

    36. Benazeprilhydrochloride

    37. Benazepril Hydrochloride [usan:usp:jan]

    38. Benazepril Monohydrochloride

    39. Chembl1694

    40. Schembl42194

    41. Benazepril Hydrochloride,(s)

    42. Mls001076668

    43. Mls001333171

    44. Mls001333172

    45. Mls001401429

    46. Spectrum1505200

    47. Benazepril Hydrochloride- Bio-x

    48. Dtxsid9045922

    49. Benazepril For System Suitability

    50. Hy-b0093a

    51. Bcpp000350

    52. Hms1922l07

    53. Pharmakon1600-01505200

    54. Twt-8154

    55. Benazepril Hydrochloride (jan/usp)

    56. Tox21_111441

    57. Benazepril Hydrochloride [mi]

    58. Ccg-39520

    59. Nsc758920

    60. S1284

    61. Benazepril Hydrochloride [jan]

    62. Akos015888536

    63. Tox21_111441_1

    64. Bcp9000387

    65. Benazepril Hydrochloride [hsdb]

    66. Benazepril Hydrochloride [usan]

    67. Cs-1796

    68. Ks-1397

    69. Nc00211

    70. Nsc 758920

    71. Benazepril Hydrochloride [mart.]

    72. Benazepril Hydrochloride [usp-rs]

    73. Benazepril Hydrochloride [who-dd]

    74. Ncgc00165740-05

    75. (3s)-3-[(1s)-1-ethoxycarbonyl-3-phenylpropyl]amino-2,3,4,5-tetrahydro-2-oxo-1h-1-benzazepine-1-acetic Acid Hydrochloride

    76. 1h-1-benzazepine-1-acetic Acid, 2,3,4,5-tetrahydro-3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2-oxo-, Monohydrochloride, (s-(r*,r*))-

    77. Bb164237

    78. B3611

    79. Sw197591-3

    80. Benazepril Hydrochloride [ep Impurity]

    81. Benazepril Hydrochloride [orange Book]

    82. Benazepril Hydrochloride [usp Impurity]

    83. Benazepril Hydrochloride [usp Monograph]

    84. C07701

    85. D00620

    86. Lotrel Component Benazepril Hydrochloride

    87. Benazepril Hydrochloride, >=98% (hplc), Solid

    88. A841712

    89. Benazepril Hydrochloride Component Cardalis

    90. Benazepril Hydrochloride Component Of Lotrel

    91. Cardalis Component Benazepril Hydrochloride

    92. Sr-01000762893

    93. Sr-01000762893-3

    94. Benazepril Hydrochloride [ema Epar Veterinary]

    95. Fortekor Plus Component Benazepril Hydrochloride

    96. Lotensin Hct Component Benazepril Hydrochloride

    97. Q27105927

    98. Benazepril Hydrochloride Component Of Lotensin Hct

    99. Benazepril Hydrochloride Component Of Fortekor Plus

    100. Benazepril Hydrochloride, Vetranal(tm), Analytical Standard

    101. Benazepril Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    102. Benazepril For System Suitability, European Pharmacopoeia (ep) Reference Standard

    103. Benazepril Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    104. Benazepril Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    105. [(3s)-3-{[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1h-1-benzazepin-1-yl]acetic Acid Hydrochloride

    106. 2-[(3s)-3-[[(1s)-1-ethoxycarbonyl-3-phenyl-propyl]amino]-2-oxo-4,5-dihydro-3h-1-benzazepin-1-yl]acetic Acid Hydrochloride;benazepril Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 460.9 g/mol
    Molecular Formula C24H29ClN2O5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count10
    Exact Mass460.1764997 g/mol
    Monoisotopic Mass460.1764997 g/mol
    Topological Polar Surface Area95.9 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity619
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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 4  
    Drug NameBenazepril hydrochloride
    PubMed HealthBenazepril (By mouth)
    Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
    Drug LabelBenazepril hydrochloride is a white to off-white crystalline powder, soluble (> 100 mg/mL) in water, in ethanol, and in methanol. BenazeprilC24H28N2O5HCl M.W. 460.96Benazeprilat, the active metabolite of benazepril, is a non-sulfhydryl angiotensin-co..
    Active IngredientBenazepril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyRanbaxy; Ivax Sub Teva Pharms; Actavis Labs Fl; Teva; Apotex; Aurobindo Pharma; Zydus Pharms Usa; Biokey; Sandoz; Prinston; Mylan

    2 of 4  
    Drug NameLotensin
    Drug LabelBenazepril hydrochloride is a white to off-white crystalline powder, soluble (>100 mg/mL) in water, in ethanol, and in methanol. Its chemical name is benazepril 3-[[1-(ethoxy-carbonyl)-3-phenyl-(1S)-propyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-(3S)-be..
    Active IngredientBenazepril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyUs Pharms Holdings I

    3 of 4  
    Drug NameBenazepril hydrochloride
    PubMed HealthBenazepril (By mouth)
    Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
    Drug LabelBenazepril hydrochloride is a white to off-white crystalline powder, soluble (> 100 mg/mL) in water, in ethanol, and in methanol. BenazeprilC24H28N2O5HCl M.W. 460.96Benazeprilat, the active metabolite of benazepril, is a non-sulfhydryl angiotensin-co..
    Active IngredientBenazepril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyRanbaxy; Ivax Sub Teva Pharms; Actavis Labs Fl; Teva; Apotex; Aurobindo Pharma; Zydus Pharms Usa; Biokey; Sandoz; Prinston; Mylan

    4 of 4  
    Drug NameLotensin
    Drug LabelBenazepril hydrochloride is a white to off-white crystalline powder, soluble (>100 mg/mL) in water, in ethanol, and in methanol. Its chemical name is benazepril 3-[[1-(ethoxy-carbonyl)-3-phenyl-(1S)-propyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-(3S)-be..
    Active IngredientBenazepril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyUs Pharms Holdings I

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Angiotensin-Converting Enzyme Inhibitors

    A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility. (See all compounds classified as Angiotensin-Converting Enzyme Inhibitors.)

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Angiotensin-converting Enzyme Inhibitors [MoA]; Decreased Blood Pressure [PE]; Angiotensin Converting Enzyme Inhibitor [EPC]