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Details

Stereochemistry RACEMIC
Molecular Formula C8H15N5O.2ClH
Molecular Weight 270.159
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PILDRALAZINE DIHYDROCHLORIDE

SMILES

Cl.Cl.CC(O)CN(C)C1=NN=C(NN)C=C1

InChI

InChIKey=ZEJHFYVAMIWPTN-UHFFFAOYSA-N
InChI=1S/C8H15N5O.2ClH/c1-6(14)5-13(2)8-4-3-7(10-9)11-12-8;;/h3-4,6,14H,5,9H2,1-2H3,(H,10,11);2*1H

HIDE SMILES / InChI
Pildralazine is a hydralazinelike antihypertensive vasodilator containing a free hydrazine group. Potency of the compound was shown to be from 6 to 10 times greater than that of hydralazine although, from a qualitative point of view, the two drugs act similarly. Pildralazine was shown to be inactive on nictitating membrane contractions induced by sympathetic stimulation or by adrenaline injection into the lingual artery. However, it antagonized the vascular effects of adrenaline, angiotensin and vasopressin in pithed rats and spinal cats. Pildralazine significantly inhibited the onset of severe hypertension in rats; the combination of pildralazine with moderately effective doses of propranolol or dihydrochlorothiazide completely prevented the blood pressure increase. Whereas a lack of carcinogenic activity has been reported for pildralazine in 1983, a report published in Germany in 1985 states the drug to be mutagenic with auxotrophic mutants of S.Typhimurium and E.coli.

Approval Year

PubMed

PubMed

TitleDatePubMed
Kinetic studies of the tissue binding tendency of the new vasodilator pildralazine.
1987-04
Effects of pildralazine alone and in combination on severe hypertension and cerebrovascular lesions in saline-drinking spontaneously hypertensive rats.
1984
Carcinogenicity study in mice on pildralazine, a hydralazinelike antihypertensive compound.
1983
[Treatment of severe arterial hypertension with propyldazine (ISF 2123) associated with a diuretic and a beta-blocking agent].
1979-03
Quantitative determination of propildazine in rat plasma by gas-liquid chromatography.
1978-11-21
Mechanism of action of hydralazine and ISF 2123 on arterial smooth muscle [proceedings].
1978-03
[Derivatives of 3-hydrazinopyridazine. II. Synthesis and antihypertensive activity of new 3-hydrazino-6-monoalkylaminopyridazines].
1978-02
Characteristics and clinical effects of ISF 2123, a new antihypertensive agent.
1977-01
[Clinical pharmacology of a new hypotensive drug with peripheral vasodilating action (ISF 2123); effects of acute intravenous administration in hypertensive patients].
1977
A new antihypertensive compound: 3 hydrazino-6- [(2-hydroxypropyl)methylamino] pyridazine dihydrochloride (ISF 2123).
1976-06
[Effect of a new derivative of 3-hydrazine pyridazine: ISF 2123 in hypertensive patients. Note 2].
1975-12
[Activity of a new derivative of 3-hydrazinopyridazine: ISF 2123 in patients with hypertension. I].
1975-11
Proceedings: Antihypertensive activity of a new 3-hydrazinopyridazine derivative: ISF 2123.
1974-11
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Rats data
Single dose - 1 mg/kg for 13 weeks
Route of Administration: Oral
Name Type Language
ATENSIL
Preferred Name English
PILDRALAZINE DIHYDROCHLORIDE
Common Name English
ISF-2123
Code English
PILDRALAZINE DIHYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
FDA UNII
MV25JSE3FV
Created by admin on Mon Mar 31 22:30:20 GMT 2025 , Edited by admin on Mon Mar 31 22:30:20 GMT 2025
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EPA CompTox
DTXSID6021161
Created by admin on Mon Mar 31 22:30:20 GMT 2025 , Edited by admin on Mon Mar 31 22:30:20 GMT 2025
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CAS
56393-22-7
Created by admin on Mon Mar 31 22:30:20 GMT 2025 , Edited by admin on Mon Mar 31 22:30:20 GMT 2025
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PUBCHEM
151324
Created by admin on Mon Mar 31 22:30:20 GMT 2025 , Edited by admin on Mon Mar 31 22:30:20 GMT 2025
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MERCK INDEX
m8805
Created by admin on Mon Mar 31 22:30:20 GMT 2025 , Edited by admin on Mon Mar 31 22:30:20 GMT 2025
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