Chemical Component Summary

Name1-hydrazinophthalazine
SynonymsHydralazine; phthalazin-1-ylhydrazine
Identifiersphthalazin-1-ylhydrazine
FormulaC8 H8 N4
Molecular Weight160.176
TypeNON-POLYMER
Isomeric SMILESc1ccc2c(c1)cnnc2NN
InChIInChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)
InChIKeyRPTUSVTUFVMDQK-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count0
Bond Count21
Aromatic Bond Count11

Drug Info: DrugBank

DrugBank IDDB01275 
NameHydralazine
Groups approved
DescriptionOriginally developed in the 1950s as a malaria treatment, hydralazine showed antihypertensive ability and was soon repurposed.[A186841] Hydralazine is a hydrazine derivative vasodilator used alone or as adjunct therapy in the treatment of hypertension and only as adjunct therapy in the treatment of heart failure.[A186820,L8782,L8785] Hydralazine is no longer a first line therapy for these indications since the development of newer antihypertensive medications.[T691] Hydralazine hydrochloride was FDA approved on 15 January 1953.[L8779]
Synonyms
  • Hydralazin
  • Hydrazone 1(2H)-phthalazinone
  • 6-Hydralazine
  • Hypophthalin
  • (2H)-Phthalazinone hydrazone
Brand Names
  • Isosorbide dinitrate and hydralazine hydrochloride
  • hydrALAZINE Hydrochloride
  • PMS-hydralazine
  • Asn-hydralazine
  • Hydralazine-50 Tab
IndicationHydralazine is indicated alone or adjunct to standard therapy to treat essential hypertension.[L8782] A combination product with isosorbide dinitrate is indicated as an adjunct therapy in the treatment of heart failure.[L8785]
Categories
  • Antihypertensive Agents
  • Antihypertensive Agents Indicated for Hypertension
  • Arteriolar Smooth Muscle, Agents Acting On
  • Arteriolar Vasodilation
  • Arteriolar Vasodilator
ATC-Code
  • C02DB02
  • C02LG02
CAS number86-54-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Membrane primary amine oxidaseMNQKTILVLLILAVITIFALVCVLLVGRGGDGGEPSQLPHCPSVSPSAQP...unknowninhibitor
Hypoxia-inducible factor 1-alphaMEGAGGANDKKKISSERRKEKSRDAARSRRSKESEVFYELAHQLPLPHNV...unknowninducer
Prolyl 4-hydroxylase subunit alpha-1MIWYILIIGILLPQSLAHPGFFTSIGQMTDLIHTEKDLVTSLKDYIKAEE...unknowninhibitor
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknowninhibitor
Serum albuminMKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...unknownbinder
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL276832
PubChem 5538708, 3637, 5538709
ChEMBL CHEMBL276832
ChEBI CHEBI:5775
CCDC/CSD HYDLAZ01, HYDLAZ10