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Details

Stereochemistry ACHIRAL
Molecular Formula C8H10N6.CH4O3S
Molecular Weight 286.311
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDRALAZINE MESYLATE

SMILES

CS(O)(=O)=O.NNC1=C2C=CC=CC2=C(NN)N=N1

InChI

InChIKey=DRFCWYSGNDFNPW-UHFFFAOYSA-N
InChI=1S/C8H10N6.CH4O3S/c9-11-7-5-3-1-2-4-6(5)8(12-10)14-13-7;1-5(2,3)4/h1-4H,9-10H2,(H,11,13)(H,12,14);1H3,(H,2,3,4)

HIDE SMILES / InChI
Dihydralazine is a compound with antihypertensive properties and is in clinical trials, where is studied its effect on kidney function and hormones in healthy individuals.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of acute hypotension and hypertension on serum TSH concentrations in male rats.
1979 Oct
[Rare liver damage caused by an antihypertensive and anti-arrhythmic agents].
1980 Apr 1
Side-effects with long-term labetalol: an open study of 251 patients in a single centre.
1983
Action of vasodilating drugs on small and large arteries of hypertensive patients.
1983 Jul-Aug
Mode of antihypertensive action of nitrendipine.
1984
[Liver lesions induced by dihydralazine and propranolol].
1985
Comparative study on the short-term effects of angiotensin converting enzyme inhibitors (Lopirin, SQUIBB and Tensiomin), and dihydralazine in chronic cardiac failure.
1988
Additive effects of dihydralazine during enflurane or isoflurane hypotensive anaesthesia for spinal fusion.
1988 May
Human cytochrome P450 2E1 is a major autoantigen associated with halothane hepatitis.
1996 Oct-Nov
Ketanserin for the treatment of preeclampsia.
2001
Influence of metabolic activation on the induction of micronuclei by antihypertensive drugs in L929 cells.
2001 Feb
[Hypertensive disorders in pregnancy].
2001 Feb 15
[Effect of Urapidil in antihypertensive therapy of preeclampsia on newborns].
2001 Sep
Immune-mediated drug-induced liver disease.
2002 Aug
Drug-induced lupus as a cause of relapsing inflammatory disease after renal transplantation.
2002 Aug
Aldehyde-sequestering drugs: tools for studying protein damage by lipid peroxidation products.
2002 Dec 27
The impact of maternal plasma volume expansion and antihypertensive treatment with intravenous dihydralazine on fetal and maternal hemodynamics during pre-eclampsia: a clinical, echo-Doppler and viscometric study.
2004 Apr
[Determination of five components in compound hypotensive tablet by HPLC].
2004 Aug
Protein adduct-trapping by hydrazinophthalazine drugs: mechanisms of cytoprotection against acrolein-mediated toxicity.
2004 Mar
Flow injection chemiluminescence determination of dihydralazine sulphate based on permanganate oxidation sensitized by rhodamine B.
2004 Nov-Dec
Therapeutic drugs that behave as mechanism-based inhibitors of cytochrome P450 3A4.
2004 Oct
Flow-injection chemiluminescence determination of dihydralazine sulfate based on hexacyanoferrate(III) oxidation sensitized by eosin Y.
2004 Oct 8
Site-specific 99mTc-labeling of antibody using dihydrazinophthalazine (DHZ) conjugation to Fc region of heavy chain.
2004 Sep
3,6-Bis(2-pyridyl)di-1,2,4-triazolo[3,4-a:4',3'-c]phthalazine.
2004 Sep
Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde.
2004 Sep 21
Clinical outcomes and management of mechanism-based inhibition of cytochrome P450 3A4.
2005 Mar
Evaluation of a strict protocol approach in managing women with severe disease due to hypertension in pregnancy: a before and after study.
2005 Sep 30
Antihypertensive therapy in patients with pre-eclampsia: A prospective randomised multicentre study comparing dihydralazine with urapidil.
2006 Aug
Changes in metabolism and blood flow following catecholamine stimulation in the synovial membrane measured with microdialysis.
2006 Feb
Positive effects of nitric oxide on left ventricular function in humans.
2006 Jul
[Hypertension in pregnancy].
2006 Mar
Dihydralazine treatment limits liver injury after hemorrhagic shock in rats.
2006 Mar
Progress curve analysis of CYP1A2 inhibition: a more informative approach to the assessment of mechanism-based inactivation?
2007 Dec
Method development for dihydralazine with HPLC-MS/MS--an old but tricky substance in human plasma.
2007 Jan 17
Toxicological significance of mechanism-based inactivation of cytochrome p450 enzymes by drugs.
2007 Jun
Nitric oxide-deficiency regulates hepatic heme oxygenase-1.
2008 Feb
Maternal and fetal hemodynamic effects induced by nitric oxide donors and plasma volume expansion in pregnancies with gestational hypertension complicated by intrauterine growth restriction with absent end-diastolic flow in the umbilical artery.
2008 Jan
[Eclampsia at a teaching hospital in Ivory Coast: management, outcome and prognostic factors].
2008 Jul
Regression of glomerulosclerosis in subtotally nephrectomized rats: effects of monotherapy with losartan, spironolactone, and their combination.
2008 Jul
Chemiluminescence investigation of carbon dioxide-enhanced oxidation of dihydralazine sulfate by peroxynitrite and its application to pharmaceutical analysis.
2008 Jun 2
Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development.
2009
Effects of dihydralazine on renal water and aquaporin-2 excretion in humans.
2009
Emitting species in chemiluminescence reactions with acidic potassium permanganate: a re-evaluation based on new spectroscopic evidence.
2009 Sep
Xenobiotic exposure and autoimmune hepatitis.
2010
Hemodynamic, morphometric and autonomic patterns in hypertensive rats - Renin-Angiotensin system modulation.
2010
[Drugs during preeclampsia. Fetal risks and pharmacology].
2010 Apr
Flow-injection chemiluminescence determination of dihydralazine sulfate in serum using luminol and diperiodatocuprate (III) system.
2010 Jan
Suppressive and pro-inflammatory roles for IL-4 in the pathogenesis of experimental drug-induced liver injury: a review.
2010 May
Autoimmune hepatitis triggered by nitrofurantoin: a case series.
2010 Sep 23
A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans.
2014 Jan
Patents

Patents

Sample Use Guides

The influence of a pure afterload reduction on systolic time intervals and various echocardiographic indices was assessed in six healthy volunteers, who underwent a single blind placebo controlled trial of three regimens of intravenous dihydralazine (6.25, 12.5, and 25.0 mg).
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: In mice bone marrow cells, dihydralazine induced a modest but statistically significant increase over controls in the frequency of sister chromatid exchanges, the rank of potencies being in this case dihydralazine greater than endralazine greater than hydralazine. In the Ames reversion test all three drugs behaved as direct-acting mutagens of low potency, whose activity was not influenced by rat liver nor by mouse liver or lung S-9 fractions. Hydralazine and dihydralazine elicited mixed genetic mechanisms of mutations, while endralazine exclusively induced frameshift errors in Salmonella DNA.
Unknown
Name Type Language
DIHYDRALAZINE MESYLATE
Common Name English
PHTHALAZINE, 1,4-DIHYDRAZINYL-, METHANESULFONATE (1:1)
Systematic Name English
Dihydralazine mesilate [WHO-DD]
Common Name English
1,4-PHTHALAZINEDIONE, 2,3-DIHYDRO-, DIHYDRAZONE, MONOMETHANESULPHONATE
Systematic Name English
PHTHALAZINE, 1,4-DIHYDRAZINYL-, METHANESULPHONATE (1:1)
Systematic Name English
1,4-PHTHALAZINEDIONE, 2,3-DIHYDRO-, DIHYDRAZONE, MONOMETHANESULFONATE
Systematic Name English
DIHYDRALAZINE MESILATE
WHO-DD  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
Code System Code Type Description
SMS_ID
100000078029
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
274-013-7
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
CAS
69467-96-5
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
FDA UNII
9V8BVP5X5E
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID70219687
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
NCI_THESAURUS
C97309
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
EVMPD
SUB20331
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY
PUBCHEM
20055439
Created by admin on Fri Dec 15 18:41:57 GMT 2023 , Edited by admin on Fri Dec 15 18:41:57 GMT 2023
PRIMARY