Pildralazine

Pildralazine
Clinical data
Other names	ISF-2123
Routes of; administration	Oral
ATC code	None;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 1-[(6-Hydrazinylpyridazin-3-yl)(methyl)amino]propan-2-ol;
CAS Number	64000-73-3;
PubChem CID	68829;
ChemSpider	62062;
UNII	FU2BGC781U;
CompTox Dashboard (EPA)	DTXSID7043746 ;
Chemical and physical data
Formula	C8H15N5O
Molar mass	197.242 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES n1nc(NN)ccc1N(C)CC(O)C;
	InChI 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); Key:KYIAWOXNPBANEW-UHFFFAOYSA-N;

Pildralazine (Atensil), also known as propyldazine or propildazine, is an antihypertensive and vasodilator.^[1]

Synthesis

The reaction between 3,6-Dichloropyridazine [141-30-0] (1) and 1-(Methylamino)-2-propanol [16667-45-1] (2) gives CID:12237595 (3). Reaction with hydrazine completes the synthesis of Pidralazine (4).

References

^ Ganellin CR, Triggle DJ, Macdonald F (1997). Dictionary of pharmacological agents. CRC Press. p. 1603. ISBN 978-0-412-46630-4. Retrieved 25 November 2011.
^ Pifferi G, Parravicini F, Carpi C, Dorigotti L (July 1975). "Synthesis and antihypertensive properties of new 3-hydrazinopyridazine derivatives". Journal of Medicinal Chemistry. 18 (7): 741–746. doi:10.1021/jm00241a020. PMID 1151996.
^ DE2154245 idem G Pifferi, U.S. patent 3,769,278 (1973 to Isf Spa).

[GanellinTriggle1997-1] Ganellin CR, Triggle DJ, Macdonald F (1997). Dictionary of pharmacological agents. CRC Press. p. 1603. ISBN 978-0-412-46630-4. Retrieved 25 November 2011.

[2] Pifferi G, Parravicini F, Carpi C, Dorigotti L (July 1975). "Synthesis and antihypertensive properties of new 3-hydrazinopyridazine derivatives". Journal of Medicinal Chemistry. 18 (7): 741–746. doi:10.1021/jm00241a020. PMID 1151996.

[3] DE2154245 idem G Pifferi, U.S. patent 3,769,278 (1973 to Isf Spa).

[1]

[2]

[3]

v t e Nonsympatholytic vasodilatory antihypertensives (C02)
Nitrovasodilator (arterioles and venules)	Nitroprusside #
Hydrazinophthalazines (arterioles)	Hydralazine # Dihydralazine Endralazine Cadralazine Pildralazine
Potassium channel openers (arterioles)	Minoxidil Diazoxide
Calcium channel blockers (arterioles)	see list
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III