(1Z)-1-hydrazinylidene-1,2-dihydrophthalazine hydrochloride

• ChemBase ID: 73106
• Molecular Formular: C8H9ClN4
• Molecular Mass: 196.63686
• Monoisotopic Mass: 196.05157399
• SMILES: c1cc2c(cc1)/c(=N/N)/[nH]nc2.Cl
• Canonical SMILES: N/N=c/1\[nH]ncc2c1cccc2.Cl
• InChI: InChI=1S/C8H8N4.ClH/c9-11-8-7-4-2-1-3-6(7)5-10-12-8;/h1-5H,9H2,(H,11,12);1H
• InChIKey: ZUXNZUWOTSUBMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1Z)-1-hydrazinylidene-1,2-dihydrophthalazine hydrochloride
• IUPAC Traditional name: (1Z)-1-hydrazinylidene-2H-phthalazine hydrochloride
• Synonyms: Apresoline; Hydralazine hydrochloride

Database IDs

• CAS Number: 304-20-1
• PubChem SID: 162038026
• PubChem CID: 9351

CALCULATED PROPERTIES

• Acid pKa: 10.915381
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.6238609
• LogD (pH = 7.4): 0.82464707
• Log P: 0.82807475
• Molar Refractivity: 59.3336 cm^3
• Polarizability: 17.269878 Å^3
• Polar Surface Area: 62.77 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: hydrochloride

DETAILS

Selleck Chemicals - S2562

Research Area: Cardiovascular Disease
Biological Activity:
Hydralazine hydrochloride is a hydrochloride salt of hydralazine (Apresoline) that is a direct-acting smooth muscle relaxant with an IC50 of 1.9 mM. Hydralazine (Apresoline) is used to treat high blood pressure. Hydralazine hydrochloride works by relaxing the blood vessels so that blood can flow more easily through the body. Hydralazine hydrochloride increases guanosine monophosphate levels, decreasing the action of the second messenger IP3, limiting calcium release from the sarcoplasmic reticulum of smooth muscle. This results in vessel relaxation. Hydralazine hydrochloride dilates arterioles more than veins. Hydralazine hydrochloride recently has been identified as a nitric oxide donor. Activation of hypoxia-inducible factors has been suggested as a mechanism. Hydralazine hydrochloride relaxes vascular smooth muscles of arteries and arterioles, causing peripheral vasodilation and decreasing peripheral vascular resistance. These actions decrease blood pressure and increase heart rate, stroke volume, and cardiac output. [1][2][3][4]

REFERENCES

• Leitch IM et al. Clin Exp Pharmacol Physiol. 1994 Aug; 21(8):615-22.