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    Chemistry

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    Also known as: 304-20-1, 1-hydrazinophthalazine hydrochloride, Hydralazine hcl, Apresoline, 1-hydrazinylphthalazine hydrochloride, Aiselazine
    Molecular Formula
    C8H9ClN4
    Molecular Weight
    196.64  g/mol
    InChI Key
    ZUXNZUWOTSUBMN-UHFFFAOYSA-N
    FDA UNII
    FD171B778Y
    Hydralazine Hydrochloride
    A direct-acting vasodilator that is used as an antihypertensive agent.
    1 2D Structure

    Hydralazine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    phthalazin-1-ylhydrazine;hydrochloride
    2.1.2 InChI
    InChI=1S/C8H8N4.ClH/c9-11-8-7-4-2-1-3-6(7)5-10-12-8;/h1-5H,9H2,(H,11,12);1H
    2.1.3 InChI Key
    ZUXNZUWOTSUBMN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C2C(=C1)C=NN=C2NN.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    FD171B778Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apresoline

    2. Apressin

    3. Apressoline

    4. Hydralazine

    5. Hydralazine Mono Hydrochloride

    6. Hydralazine Mono-hydrochloride

    7. Hydrallazin

    8. Hydrazinophthalazine

    9. Hydrochloride, Hydralazine

    10. Mono-hydrochloride, Hydralazine

    11. Nepresol

    2.3.2 Depositor-Supplied Synonyms

    1. 304-20-1

    2. 1-hydrazinophthalazine Hydrochloride

    3. Hydralazine Hcl

    4. Apresoline

    5. 1-hydrazinylphthalazine Hydrochloride

    6. Aiselazine

    7. Dralzine

    8. Hydralazine Chloride

    9. Hyperazin

    10. Hyperex

    11. Lopress

    12. Slow-apresolin

    13. Hydralazine Monohydrochloride

    14. Apresoline Hydrochloride

    15. 1-hydrazinophthalazine Monohydrochloride

    16. Hydralazine (hydrochloride)

    17. 1(2h)-phthalazinone, Hydrazone, Monohydrochloride

    18. Phthalazin-1-ylhydrazine;hydrochloride

    19. Praparat 5968

    20. Nsc-89394

    21. Phthalazine, 1-hydrazino-, Monohydrochloride

    22. Chebi:31672

    23. Fd171b778y

    24. Mc-1101

    25. Apresine

    26. Rolazine

    27. Apresoline-esidrix

    28. Dsstox_cid_24645

    29. Dsstox_rid_80373

    30. Dsstox_gsid_44645

    31. Phthalazine, 1-hydrazinyl-, Hydrochloride (1:1)

    32. 1044569-46-1

    33. Nor-press 25

    34. Hydrallazine Hydrochloride

    35. Ccris 334

    36. Hsdb 434

    37. Hydralazine Hydrochloride [jan]

    38. Sr-01000075903

    39. Ncgc00015501-02

    40. 1(2h)-phthalazinone, Hydrazone, Hydrochloride

    41. Cas-304-20-1

    42. Einecs 206-151-0

    43. Nsc 89394

    44. Apressinum

    45. Phthalazinone, Hydrazone, Monohydrochloride

    46. Unii-fd171b778y

    47. Apresoline (tn)

    48. Prestwick_610

    49. Hydralazine Hydrochloride [usp:jan]

    50. Hydralazinhydrochlorid

    51. Mfcd00135998

    52. 1-hydrazinyl-phthalazine Hydrochloride

    53. Ophthazin Impurity 2

    54. Hydralazinehydrochloride

    55. Hydralazini Hydrochloridum

    56. 1-hydrazinophthalazine Hcl

    57. Apressinum [who-ip]

    58. Schembl36271

    59. Phthalazine, Monohydrochloride

    60. Spectrum1500334

    61. Chembl542541

    62. Phthalazinone, Monohydrochloride

    63. Dtxsid1044645

    64. Bpi-103

    65. Pra 027

    66. Hms1568b19

    67. Hms1920d17

    68. Pharmakon1600-01500334

    69. Hy-b0464

    70. Nsc89394

    71. Wln: T66 Cnnj Bmz & Gh

    72. 1(2h)-phthalazinone, Hydrochloride

    73. Tox21_110163

    74. Tox21_302496

    75. Tox21_500593

    76. Ccg-40185

    77. Nsc757058

    78. S2562

    79. 1-hydrazinophthalazinemonohydrochloride

    80. Hydralazine Hydrochloride [mi]

    81. Akos008968535

    82. Akos025116605

    83. Akos028109609

    84. Hydralazine Hydrochloride (jp17/usp)

    85. Tox21_110163_1

    86. 1(2h)-phthalazinone, Monohydrochloride

    87. Ccg-266561

    88. Lp00593

    89. Nsc-757058

    90. Hydralazine Hydrochloride [hsdb]

    91. Phthalazinone Hydrazone Monohydrochloride

    92. Hydralazine Hydrochloride [mart.]

    93. Hydralazine Hydrochloride [vandf]

    94. Ncgc00015501-09

    95. Ncgc00093972-01

    96. Ncgc00093972-02

    97. Ncgc00093972-03

    98. Ncgc00093972-04

    99. Ncgc00256719-01

    100. Ncgc00261278-01

    101. Ac-18050

    102. Hydralazine Hydrochloride [usp-rs]

    103. Hydralazine Hydrochloride [who-dd]

    104. Hydralazine Hydrochloride [who-ip]

    105. 1(2h)-phthalazinone Hydrazone Hydrochloride

    106. Eu-0100593

    107. Ft-0669283

    108. H0409

    109. En300-03637

    110. Bidil Component Hydralazine Hydrochloride

    111. D01302

    112. H 1753

    113. Hydralazine Hydrochloride [orange Book]

    114. Hydralazine Hydrochloride [usp Impurity]

    115. Hydralazine Hydrochloride [usp Monograph]

    116. Hydralazini Hydrochloridum [who-ip Latin]

    117. A820366

    118. Dralserp Component Hydralazine Hydrochloride

    119. Hydralazine Hydrochloride Component Of Bidil

    120. Unipres Component Hydralazine Hydrochloride

    121. Apresazide Component Hydralazine Hydrochloride

    122. Cam-ap-es Component Hydralazine Hydrochloride

    123. Hydrap-es Component Hydralazine Hydrochloride

    124. Q-201208

    125. Ser-a-gen Component Hydralazine Hydrochloride

    126. Ser-ap-es Component Hydralazine Hydrochloride

    127. Sr-01000075903-1

    128. Sr-01000075903-5

    129. (z)-1-hydrazono-1,2-dihydrophthalazine Hydrochloride

    130. Hydra-zide Component Hydralazine Hydrochloride

    131. Hydralazine Hydrochloride Component Of Dralserp

    132. Hydralazine Hydrochloride Component Of Unipres

    133. Q27114606

    134. Z57980178

    135. Hydralazine Hydrochloride Component Of Apresazide

    136. Hydralazine Hydrochloride Component Of Cam-ap-es

    137. Hydralazine Hydrochloride Component Of Hydra-zide

    138. Hydralazine Hydrochloride Component Of Hydrap-es

    139. Hydralazine Hydrochloride Component Of Ser-a-gen

    140. Hydralazine Hydrochloride Component Of Ser-ap-es

    141. Apresoline-esidrix Component Hydralazine Hydrochloride

    142. Hydralazine Hydrochloride Component Of Apresoline-esidrix

    143. Serpasil-apresoline Component Hydralazine Hydrochloride

    144. Hydralazine Hydrochloride Component Of Serpasil-apresoline

    145. Hydroserpine Plus (r-h-h) Component Hydralazine Hydrochloride

    146. Hydralazine Hydrochloride Component Of Hydroserpine Plus (r-h-h)

    147. Hydralazine Hydrochloride Component Of Hydralazine Hydrochloride-hydrochlorothiazide-reserpine

    148. Hydralazine Hydrochloride-hydrochlorothiazide-reserpine Component Hydralazine Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 196.64 g/mol
    Molecular Formula C8H9ClN4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count1
    Exact Mass196.0515740 g/mol
    Monoisotopic Mass196.0515740 g/mol
    Topological Polar Surface Area63.8 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity150
    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 NameHydralazine hydrochloride
    Drug LabelHydrALAZINE hydrochloride, USP, is an antihypertensive, for oral administration. Its chemical name is 1-hydrazinophthalazine monohydrochloride, and its structural formula is:C8H8N4HClHydrALAZINE hydrochloride, USP is a white to off-white, odorless cr...
    Active IngredientHydralazine hydrochloride
    Dosage FormTablet; Injectable
    RouteInjection; Oral
    Strength20mg/ml; 25mg; 100mg; 50mg; 10mg
    Market StatusPrescription
    CompanyNavinta; Glenmark Pharms; Cadila Pharms; Alkem Labs; Hetero Labs Ltd Iii; Invagen Pharms; Par Pharm; Actavis Grp Ptc; Strides Pharma; Fresenius Kabi Usa; Luitpold; Pliva; Mylan; Heritage Pharms; Akorn

    2 of 2  
    Drug NameHydralazine hydrochloride
    Drug LabelHydrALAZINE hydrochloride, USP, is an antihypertensive, for oral administration. Its chemical name is 1-hydrazinophthalazine monohydrochloride, and its structural formula is:C8H8N4HClHydrALAZINE hydrochloride, USP is a white to off-white, odorless cr...
    Active IngredientHydralazine hydrochloride
    Dosage FormTablet; Injectable
    RouteInjection; Oral
    Strength20mg/ml; 25mg; 100mg; 50mg; 10mg
    Market StatusPrescription
    CompanyNavinta; Glenmark Pharms; Cadila Pharms; Alkem Labs; Hetero Labs Ltd Iii; Invagen Pharms; Par Pharm; Actavis Grp Ptc; Strides Pharma; Fresenius Kabi Usa; Luitpold; Pliva; Mylan; Heritage Pharms; Akorn

    4.2 Therapeutic Uses

    Antihypertensive Agents; Vasodilator Agents

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    MEDICATION (VET): Use in exptl medicine and surgery. Use in dogs with hydrocortisone in hemorrhagic Shock or endotoxic shock markedly promoted survival. Increases renal blood flow.

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 263

    Hydralazine is indicated orally in the treatment of hypertension. Hydralazine is indicated intravenously when oral therapy cannot be given or when there is an urgent need to lower blood pressure, such as in hypertensive crisis or pre-eclampsia or eclampsia. /Included in US product labeling/

    MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 22nd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2002. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 1661

    Hydralazine combined with isosorbide dinitrate (nonspecific vasodilator therapy) has been used as a supplement to the traditional congestive heart failure treatment of digitalis and diuretics. /NOT included in US or Canadian product labeling/

    MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 22nd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2002. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 1661

    For more Therapeutic Uses (Complete) data for HYDRALAZINE HYDROCHLORIDE (6 total), please visit the HSDB record page.

    4.3 Drug Warning

    Following parenteral administration to patients with coronary artery disease, the myocardial ischemia may be sufficiently severe and protracted to cause frank myocardial infarction. For this reason, parenteral administration of hydralazine is contraindicated in hypertensive patients with coronary artery disease and inadvisable for most hypertensive patients over 40 years old. In addition, if the drug is used alone, there may be salt retention with development of high-output congestive heart failure.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    VET: Chronic use may cause various collagen diseases & a lupus erythematosus syndrome (rats, dogs).

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 263

    Maternal Medication usually Compatible with Breast-Feeding: Hydralazine: Reported Sign or Symptom in Infant or Effect on Lactation: None. /from Table 6/

    Report of the American Academy of Pediatrics Committee on Drugs in Pediatrics 93 (1): 141 (1994)

    Use of hydralazine alone /for congestive heart failure/ is not recommended, although it may improve cardiac performance in some patients with intractable left ventricular failure.

    USP Convention. USPDI - Drug Information for the Health Care Professional. 16th ed. Volume I. Rockville, MD: U.S. Pharmaceutical Convention, Inc. 1996 (Plus updates)., p. 1629

    For more Drug Warnings (Complete) data for HYDRALAZINE HYDROCHLORIDE (18 total), please visit the HSDB record page.

    4.4 Minimum/Potential Fatal Human Dose

    Highest known dose survived: adults, 10 g orally.

    Medical Economics Co; Physicians Desk Reference Generics 2nd ed p. 1553 (1996)

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    Vasodilator Agents

    Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Arteriolar Vasodilator [EPC]; Arteriolar Vasodilation [PE]
    5.3 Absorption, Distribution and Excretion

    Hydralazine is well absorbed through the GI tract, but the systemic bioavailability is low (16% in fast acetylators and 35% in slow acetylators).

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    The peak concentration of hydralazine in plasma and the peak hypotensive effect of the drug occur within 30 to 120 minutes of ingestion. Although its half-life in plasma is about an hour, the duration of the hypotensive effect of hydralazine can last as long as 12 hours. There is no clear explanation for this discrepancy.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    5.4 Metabolism/Metabolites

    Compound /3-methyltriazolo(5,1-b)phthalazine/ is one of the major metabolites of hydralazine in human subjects.

    The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 2: A Review of the Literature Published Between 1970 and 1971. London: The Chemical Society, 1972., p. 180

    Hydralazine is N-acetylated in the bowel and/or the liver. The rate of acetylation is genetically determined; about half of the people in the United States acetylate rapidly and half do so slowly.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    Since the systemic clearance exceeds hepatic blood flow, extrahepatic metabolism must occur. ... Hydralazine rapidly combines with circulating alpha-keto acids to form hydrazones, and the major metabolite recovered from the plasma is hydralazine pyruvic acid hydrazone.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    ... Pharmacokinetic data indicate hydralazine ... has an extensive and complex metabolism depending on acetylator status: slow acetylators undergo primary oxidative metabolism, while rapid acetylators are acetylated. ...

    PMID:2656046 Mulrow JP, Crawford MH; Clin Pharmacokinet 16 (2): 86-9 (1989)

    5.5 Biological Half-Life

    The half-life of hydralazine is 1 hour, and the systemic clearance of the drug is about 50 ml/kg per minute.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

    5.6 Mechanism of Action

    Hydralazine causes direct relaxation of arteriolar smooth muscle. The molecular mechanism of this effect is not known. It is not a dilator of capacitance vessels (e.g., the epicardial coronary arteries) and does not relax venous smooth muscle. Hydralazine-induced vasodilatation is associated with powerful stimulation of the sympathetic nervous system, which results in increased heart rate and contractility, increased plasma renin activity, and fluid retention; all of these effects counteract the antihypertensive effect of hydralazine. Although most of the sympathetic activity is due to a baroreceptor-mediated reflex, hydralazine may stimulate the release of norepinephrine from sympathetic nerve terminals and augment myocardial contractility directly.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 885

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    13-Jan-2021
    28-Sep-2024
    KGS
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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 - TABLET;ORAL - 37.5MG;20MG

    USFDA APPLICATION NUMBER - 20727

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    DOSAGE - TABLET;ORAL - 25MG

    USFDA APPLICATION NUMBER - 88467

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    DOSAGE - TABLET;ORAL - 50MG

    USFDA APPLICATION NUMBER - 88468

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    Excipients by Applications

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    Fillers, Diluents & Binders

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    Coating Systems & Additives

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    Direct Compression

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    Controlled & Modified Release

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    Thickeners and Stabilizers

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    Granulation

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    Co-Processed Excipients

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    Disintegrants & Superdisintegrants

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    Lubricants & Glidants

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    Solubilizers

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    Taste Masking

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    Topical

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    Chewable & Orodispersible Aids

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    Parenteral

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    Film Formers & Plasticizers

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    Emulsifying Agents

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    API Stability Enhancers

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    Empty Capsules

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    Vegetarian Capsules

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    Coloring Agents

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    Rheology Modifiers

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    Surfactant & Foaming Agents

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    NEWS #PharmaBuzz

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    REF. STANDARDS & IMPURITIES

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    USP

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