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Hydralazine information


Hydralazine
Skeletal formula of hydralazine
Ball-and-stick model of the hydralazine molecule
Clinical data
Trade namesApresoline, BiDil, others
AHFS/Drugs.comMonograph
MedlinePlusa682246
License data
  • US DailyMed: Hydralazine
Pregnancy
category
  • AU: C
Routes of
administration
By mouth, intravenous
ATC code
  • C02DB02 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability26–50%
Protein binding85–90%
MetabolismLiver
Onset of action5 to 30 min[2]
Elimination half-life2–8 hours, 7–16 hours (renal impairment)
Duration of action2 to 6 hrs[2]
ExcretionUrine
Identifiers
IUPAC name
  • 1-hydrazinylphthalazine
CAS Number
  • 86-54-4 checkY
PubChem CID
  • 3637
IUPHAR/BPS
  • 7326
DrugBank
  • DB01275 checkY
ChemSpider
  • 3511 checkY
UNII
  • 26NAK24LS8
KEGG
  • D08044 checkY
ChEBI
  • CHEBI:5775 checkY
ChEMBL
  • ChEMBL276832 checkY
CompTox Dashboard (EPA)
  • DTXSID4023129 Edit this at Wikidata
ECHA InfoCard100.001.528 Edit this at Wikidata
Chemical and physical data
FormulaC8H8N4
Molar mass160.180 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • NNc1c2ccccc2cnn1
InChI
  • InChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12) checkY
  • Key:RPTUSVTUFVMDQK-UHFFFAOYSA-N checkY
  (verify)

Hydralazine, sold under the brand name Apresoline among others, is a medication used to treat high blood pressure and heart failure.[2] This includes high blood pressure in pregnancy and very high blood pressure resulting in symptoms.[3] It has been found to be particularly useful in heart failure, together with isosorbide dinitrate, for treatment of people of African descent.[2] It is given by mouth or by injection into a vein.[3] Effects usually begin around 15 minutes and last up to six hours.[2]

Common side effects include headache and fast heart rate.[2] It is not recommended in people with coronary artery disease or in those with rheumatic heart disease that affects the mitral valve.[2] In those with kidney disease a low dose is recommended.[3] Hydralazine is in the vasodilator family of medications, so it is believed to work by causing the dilation of blood vessels.[2]

Hydralazine was discovered while scientists at Ciba were looking for a treatment for malaria.[4] It was patented in 1949.[5] It is on the World Health Organization's List of Essential Medicines.[6] In 2021, it was the 106th most commonly prescribed medication in the United States, with more than 6 million prescriptions.[7][8]

  1. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  2. ^ a b c d e f g h "Hydralazine Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  3. ^ a b c World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 280. hdl:10665/44053. ISBN 9789241547659.
  4. ^ Wermuth CG (2 May 2011). The Practice of Medicinal Chemistry. Academic Press. p. 12. ISBN 9780080568775. Archived from the original on 26 February 2017.
  5. ^ Progress in Drug Research/Fortschritte der Arzneimittelforschung/Progrés des recherches pharmaceutiques. Birkhäuser. 2013. p. 206. ISBN 9783034870948. Archived from the original on 20 December 2016.
  6. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  7. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  8. ^ "Hydralazine - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Hydralazine

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Vasodilation

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(especially the arterioles), allowing the vessel to dilate (widen). hydralazine minoxidil Hydralazine may cause headaches, swelling around the eyes, heart palpitations...

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Isosorbide dinitrate

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particularly useful in heart failure due to systolic dysfunction together with hydralazine. It is taken by mouth or under the tongue. Common side effects include...

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Dihydralazine

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hydrazinophthalazine chemical class. It has very similar effects to hydralazine. Headache Loss of Appetite Nausea Vomiting Diarrhea Palpitations Increased...

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chemistry after administration and can cause lymph node enlargement. Hydralazine and Allopurinol are medications that are prescribed to patients to lower...

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Priapism

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fistula. Anticoagulants (heparin and warfarin). Antihypertensives (i.e., hydralazine, guanethidine and propranolol). Hormones (i.e., gonadotropin releasing...

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Acetone hydrazone

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one of the metabolic products of the antihypertensive pharmaceutical hydralazine, and itself also have antihypertensive effects. "Acetone hydrazone"....

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Mitral regurgitation

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used agents are ACE inhibitors and hydralazine. Studies have shown that the use of ACE inhibitors and hydralazine can delay surgical treatment of MR....

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Hydrazinophthalazine

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Hydrazinophthalazines are a class of antihypertensive drugs including: Hydralazine Dihydralazine Cadralazine Endralazine Chemically, the latter two aren't...

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Heart failure

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ARB or who have significant kidney dysfunction, the use of combined hydralazine and a long-acting nitrate, such as isosorbide dinitrate, is an effective...

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Valproate

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González-Fierro A, Trejo-Becerril C, Taja-Chayeb L, et al. (April 2011). "Hydralazine and magnesium valproate as epigenetic treatment for myelodysplastic syndrome...

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Arteriolar vasodilator

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tissues, leading to vasodilatory edema. Arteriolar vasodilators include: hydralazine minoxidil nitroprusside Messerli, F (September 2001). "Vasodilatory edema:...

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Hypertensive emergency

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phentolamine, clonidine). Medications include labetalol, nicardipine, hydralazine, sodium nitroprusside, esmolol, nifedipine, minoxidil, isradipine, clonidine...

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Pharmaceutical industry

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discovered the first orally available vasodilator, hydralazine. A major shortcoming of hydralazine monotherapy was that it lost its effectiveness over...

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Tobacco

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Non-selective: Benmoxin Caroxazone Echinopsidine Furazolidone Guineesine Hydralazine Indantadol Iproclozide Iproniazid Isocarboxazid Isoniazid Linezolid Mebanazine...

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Minoxidil

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beta-adrenergic blockade in hypertension. A comparative study of minoxidil and hydralazine". Circulation. 45 (3): 571–582. doi:10.1161/01.CIR.45.3.571. PMID 4401051...

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Pericarditis

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Cancer Side effect of some medications, e.g. isoniazid, cyclosporine, hydralazine, warfarin, and heparin Radiation induced Aortic dissection Postpericardiotomy...

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Pyridazine

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several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. In the course of his classic investigation on the Fischer indole synthesis...

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Hypertension

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effective of which were tetramethylammonium chloride, hexamethonium, hydralazine, and reserpine (derived from the medicinal plant Rauvolfia serpentina)...

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Hapten

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p-aminobenzoic acid). Some haptens can induce autoimmune disease. An example is hydralazine, a blood pressure-lowering drug that occasionally can produce drug-induced...

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Tachyphylaxis

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demonstrates tachyphylaxis, requiring drug-free intervals of 6 to 8 hours. Hydralazine displays tachyphylaxis if given as a monotherapy for antihypertensive...

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ATC code C02

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C02CC07 Guanoxabenz C02DA01 Diazoxide C02DB01 Dihydralazine C02DB02 Hydralazine C02DB03 Endralazine C02DB04 Cadralazine C02DC01 Minoxidil C02DD01 Nitroprusside...

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Eclampsia

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generally safe. Treatment options include blood pressure medications such as hydralazine and emergency delivery of the baby either vaginally or by cesarean section...

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Cardiology

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these landmark trials include: V-HeFT (1986) — use of vasodilators (hydralazine & isosorbide dinitrate) in heart failure ISIS-2 (1988) — use of aspirin...

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Hydrazines

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