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Details

Stereochemistry RACEMIC
Molecular Formula C8H15N5O
Molecular Weight 197.2376
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PILDRALAZINE

SMILES

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

InChI

InChIKey=KYIAWOXNPBANEW-UHFFFAOYSA-N
InChI=1S/C8H15N5O/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)

HIDE SMILES / InChI

Molecular Formula C8H15N5O
Molecular Weight 197.2376
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:18:48 GMT 2025
Edited
by admin
on Mon Mar 31 18:18:48 GMT 2025
Record UNII
FU2BGC781U
Record Status Validated (UNII)
Record Version
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Name Type Language
PILDRALAZINE
INN   MI  
INN  
Official Name English
PILDRALAZINE [MI]
Preferred Name English
pildralazine [INN]
Common Name English
(±)-1-((6-HYDRAZINO-3-PYRIDAZINYL)METHYLAMINO)-2-PROPANOL
Systematic Name English
3(2H)-PYRIDAZINONE, 6-((2-HYDROXYPROPYL)METHYLAMINO)-, HYDRAZONE
Systematic Name English
PROPYLDAZINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID7043746
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PRIMARY
MERCK INDEX
m8805
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL2107172
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PRIMARY
FDA UNII
FU2BGC781U
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
PRIMARY
MESH
C009978
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
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WIKIPEDIA
Pildralazine
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EVMPD
SUB09833MIG
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CAS
64000-73-3
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PUBCHEM
68829
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
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NCI_THESAURUS
C66383
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DRUG CENTRAL
3471
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PRIMARY
SMS_ID
100000081948
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PRIMARY
INN
5202
Created by admin on Mon Mar 31 18:18:48 GMT 2025 , Edited by admin on Mon Mar 31 18:18:48 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY