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Details

Stereochemistry ACHIRAL
Molecular Formula C8H10N6.H2O4S
Molecular Weight 288.284
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDRALAZINE SULFATE

SMILES

OS(O)(=O)=O.NNC1=NN=C(NN)C2=C1C=CC=C2

InChI

InChIKey=BWHAMWGGORIDBK-UHFFFAOYSA-N
InChI=1S/C8H10N6.H2O4S/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);(H2,1,2,3,4)

HIDE SMILES / InChI

Molecular Formula C8H10N6
Molecular Weight 190.2052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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.
2014-01
Autoimmune hepatitis triggered by nitrofurantoin: a case series.
2010-09-23
Suppressive and pro-inflammatory roles for IL-4 in the pathogenesis of experimental drug-induced liver injury: a review.
2010-05
[Drugs during preeclampsia. Fetal risks and pharmacology].
2010-04
Flow-injection chemiluminescence determination of dihydralazine sulfate in serum using luminol and diperiodatocuprate (III) system.
2010-01
Xenobiotic exposure and autoimmune hepatitis.
2010
Hemodynamic, morphometric and autonomic patterns in hypertensive rats - Renin-Angiotensin system modulation.
2010
Emitting species in chemiluminescence reactions with acidic potassium permanganate: a re-evaluation based on new spectroscopic evidence.
2009-09
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
[Eclampsia at a teaching hospital in Ivory Coast: management, outcome and prognostic factors].
2008-07
Regression of glomerulosclerosis in subtotally nephrectomized rats: effects of monotherapy with losartan, spironolactone, and their combination.
2008-07
Chemiluminescence investigation of carbon dioxide-enhanced oxidation of dihydralazine sulfate by peroxynitrite and its application to pharmaceutical analysis.
2008-06-02
Nitric oxide-deficiency regulates hepatic heme oxygenase-1.
2008-02
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.
2008-01
Progress curve analysis of CYP1A2 inhibition: a more informative approach to the assessment of mechanism-based inactivation?
2007-12
Toxicological significance of mechanism-based inactivation of cytochrome p450 enzymes by drugs.
2007-06
Method development for dihydralazine with HPLC-MS/MS--an old but tricky substance in human plasma.
2007-01-17
Antihypertensive therapy in patients with pre-eclampsia: A prospective randomised multicentre study comparing dihydralazine with urapidil.
2006-08
Positive effects of nitric oxide on left ventricular function in humans.
2006-07
[Hypertension in pregnancy].
2006-03
Dihydralazine treatment limits liver injury after hemorrhagic shock in rats.
2006-03
Changes in metabolism and blood flow following catecholamine stimulation in the synovial membrane measured with microdialysis.
2006-02
Evaluation of a strict protocol approach in managing women with severe disease due to hypertension in pregnancy: a before and after study.
2005-09-30
Morbidity and development in childhood of infants born after temporising treatment of early onset pre-eclampsia.
2005-07
Clinical outcomes and management of mechanism-based inhibition of cytochrome P450 3A4.
2005-03
Isolated sarcoid granulomatous interstitial nephritis responding to infliximab therapy.
2005-02
Hypertension in children with chronic renal failure.
2005
Mechanism-based inhibition of cytochrome P450 3A4 by therapeutic drugs.
2005
Flow injection chemiluminescence determination of dihydralazine sulphate based on permanganate oxidation sensitized by rhodamine B.
2004-10-28
Flow-injection chemiluminescence determination of dihydralazine sulfate based on hexacyanoferrate(III) oxidation sensitized by eosin Y.
2004-10-08
Therapeutic drugs that behave as mechanism-based inhibitors of cytochrome P450 3A4.
2004-10
Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde.
2004-09-21
Site-specific 99mTc-labeling of antibody using dihydrazinophthalazine (DHZ) conjugation to Fc region of heavy chain.
2004-09
3,6-Bis(2-pyridyl)di-1,2,4-triazolo[3,4-a:4',3'-c]phthalazine.
2004-09
[Determination of five components in compound hypotensive tablet by HPLC].
2004-08
Plasma volume and blood pressure regulation in hypertensive pregnancy.
2004-07
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.
2004-04
Protein adduct-trapping by hydrazinophthalazine drugs: mechanisms of cytoprotection against acrolein-mediated toxicity.
2004-03
[Reversible loss of vision in severe preeclampsia: case report and review of the literature].
2003-12-23
[When hypertension becomes an emergency case: lower the blood pressure, but slowly!].
2003-05-29
Human cytochrome P450 2E1 is a major autoantigen associated with halothane hepatitis.
1996-10-01
Additive effects of dihydralazine during enflurane or isoflurane hypotensive anaesthesia for spinal fusion.
1988-05
Comparative study on the short-term effects of angiotensin converting enzyme inhibitors (Lopirin, SQUIBB and Tensiomin), and dihydralazine in chronic cardiac failure.
1988
[Liver lesions induced by dihydralazine and propranolol].
1985
Mode of antihypertensive action of nitrendipine.
1984
Action of vasodilating drugs on small and large arteries of hypertensive patients.
1983-07-01
Side-effects with long-term labetalol: an open study of 251 patients in a single centre.
1983
[Rare liver damage caused by an antihypertensive and anti-arrhythmic agents].
1980-04-01
Effects of acute hypotension and hypertension on serum TSH concentrations in male rats.
1979-10
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
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:32:56 GMT 2025
Edited
by admin
on Mon Mar 31 17:32:56 GMT 2025
Record UNII
1C2B1W91NK
Record Status Validated (UNII)
Record Version
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Name Type Language
DIHYDRALAZINE SULFATE
MART.   WHO-DD  
Common Name English
DIHYDRALAZINE SULFATE [MART.]
Preferred Name English
DIHYDRALAZINE SULPHATE
Common Name English
DIHYDRALAZINE SULFATE [MI]
Common Name English
Dihydralazine sulfate [WHO-DD]
Common Name English
1,4-DIHYDRAZINOPHTHALAZINE HYDROGEN SULFATE
Systematic Name English
1,4-DIHYDRAZINOPHTHALAZINE HYDROGEN SULPHATE
Systematic Name English
Code System Code Type Description
EVMPD
SUB130439
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
ALTERNATIVE
RXCUI
235959
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY RxNorm
MERCK INDEX
m4457
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL35505
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
FDA UNII
1C2B1W91NK
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
EVMPD
SUB01702MIG
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID10223501
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
SMS_ID
100000092770
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
PUBCHEM
81764
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
DRUG BANK
DBSALT002931
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
CAS
7327-87-9
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
NCI_THESAURUS
C81520
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
230-808-0
Created by admin on Mon Mar 31 17:32:56 GMT 2025 , Edited by admin on Mon Mar 31 17:32:56 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS
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ACTIVE MOIETY