CHEBI:5775 - hydralazine

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ChEBI Name hydralazine
ChEBI ID CHEBI:5775
Definition The 1-hydrazino derivative of phthalazine; a direct-acting vasodilator that is used as an antihypertensive agent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000535385354
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Hydralazine, sold under the brand name Apresoline among others, is a medication used to treat high blood pressure and heart failure. This includes high blood pressure in pregnancy and very high blood pressure resulting in symptoms. It has been found to be particularly useful in heart failure, together with isosorbide dinitrate, for treatment of people of African descent. It is given by mouth or by injection into a vein. Effects usually begin around 15 minutes and last up to six hours. Common side effects include headache and fast heart rate. It is not recommended in people with coronary artery disease or in those with rheumatic heart disease that affects the mitral valve. In those with kidney disease a low dose is recommended. Hydralazine is in the vasodilator family of medications, so it is believed to work by causing the dilation of blood vessels. Hydralazine was discovered while scientists at Ciba were looking for a treatment for malaria. It was patented in 1949. It is on the World Health Organization's List of Essential Medicines. In 2022, it was the 121st most commonly prescribed medication in the United States, with more than 5 million prescriptions.
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Formula C8H8N4
Net Charge 0
Average Mass 160.17590
Monoisotopic Mass 160.07490
InChI InChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)
InChIKey RPTUSVTUFVMDQK-UHFFFAOYSA-N
SMILES NNc1nncc2ccccc12
Roles Classification
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing hydralazine (CHEBI:5775) has role antihypertensive agent (CHEBI:35674)
hydralazine (CHEBI:5775) has role vasodilator agent (CHEBI:35620)
hydralazine (CHEBI:5775) is a ortho-fused heteroarene (CHEBI:52362)
hydralazine (CHEBI:5775) is a azaarene (CHEBI:50893)
hydralazine (CHEBI:5775) is a hydrazines (CHEBI:24631)
hydralazine (CHEBI:5775) is a phthalazines (CHEBI:38768)
Incoming hydralazine hydrochloride (CHEBI:31672) has part hydralazine (CHEBI:5775)
IUPAC Name
1-hydrazinophthalazine
INNs Sources
hidralazina ChemIDplus
hydralazine KEGG DRUG
hydralazinum ChemIDplus
Synonyms Sources
(1Z)-1(2H)-Phthalazinone hydrazone NIST Chemistry WebBook
(2H)-Phthalazinone hydrazone ChemIDplus
1-Hydrazinophthalazine ChemIDplus
1-Phthalazinylhydrazine ChemIDplus
6-Hydralazine ChemIDplus
Hydralazin ChemIDplus
Hydrallazine NIST Chemistry WebBook
Hydrazinophthalazine ChemIDplus
Hydrazone 1(2H)-phthalazinone ChemIDplus
Hypophthalin ChemIDplus
Idralazina ChemIDplus
phthalazin-1-ylhydrazine DrugBank
Manual Xrefs Databases
1384 DrugCentral
C07040 KEGG COMPOUND
D08044 KEGG DRUG
DB01275 DrugBank
Hydralazine Wikipedia
LSM-15370 LINCS
US2484029 Patent
View more database links
Registry Numbers Types Sources
132615 Beilstein Registry Number Beilstein
4337 Gmelin Registry Number Gmelin
86-54-4 CAS Registry Number ChemIDplus
86-54-4 CAS Registry Number NIST Chemistry WebBook
Citation
Last Modified
22 February 2017