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H1753

Sigma-Aldrich

Hydralazine hydrochloride

Synonym(s):

1-Hydrazinophthalazine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C8H8N4 · HCl
CAS Number:
304-20-1
Molecular Weight:
196.64
EC Number:
206-151-0
MDL number:
MFCD00135998
UNSPSC Code:
12352200
PubChem Substance ID:
24278461
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

100

Assay

≥99% (TLC)

form

powder

mp

273 °C

solubility

water: 50 mg/mL

SMILES string

Cl[H].N\N=C1/N=NC=C2C=CC=CC12

InChI

1S/C8H8N4.ClH/c9-11-8-7-4-2-1-3-6(7)5-10-12-8;/h1-5,7H,9H2;1H/b11-8-;

InChI key

SECXUXOCDLQOBI-MKFZHGHUSA-N

Gene Information

human ... MAOA(4128) , MAOB(4129)

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Application

Hydralazine hydrochloride has been used:
  • as a vasodilator to study its effects on hypertension in T-cell frequencies in juvenile rats
  • as a semicarbazide-sensitive amine oxidase (SSAO) inhibitor to study its effects on myocardial ischemia-reperfusion (I/R) injury
  • as a vasodilator to study its effects on insulin secretion and glucose tolerance

Biochem/physiol Actions

Hydralazine hydrochloride has therapeutic effects against heart failure and high blood pressure.
Inhibits DNA methyltransferase and modulates epigenetic regulation of gene expression. Non-selective MAO-A/B inhibitor; antihypertensive; semicarbazide-sensitive amine oxidase inhibitor.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

H1753-50G:
H1753-VAR:
H1753-10G:
H1753-100G:
H1753-5G:
H1753-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT3552
MKCQ8899
MKCR9220
MKCQ2237
MKCM6376

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Nadine S Sauter et al.
Diabetes, 64(4), 1273-1283 (2014-10-30)
Pathological activation of the renin-angiotensin system (RAS) is associated with the metabolic syndrome, and the new onset of type 2 diabetes can be delayed by RAS inhibition. In animal models of type 2 diabetes, inhibition of the RAS improves insulin
Ruijia Feng et al.
Gut microbes, 16(1), 2390164-2390164 (2024-08-18)
Non-alcoholic fatty liver disease (NAFLD) has emerged as a global health concern, lacking specific therapeutic strategies. Time-restricted feeding (TRF) regimen demonstrated beneficial effects in NAFLD; however, the underlying mechanisms remain unclear. In this study, we established a NAFLD mouse model
Urmila P Kodavanti et al.
Toxicology and applied pharmacology, 268(2), 232-240 (2013-02-19)
Exposure to diesel exhaust (DE) and associated gases is linked to cardiovascular impairments; however, the susceptibility of hypertensive individuals is poorly understood. The objectives of this study were (1) to determine cardiopulmonary effects of gas-phase versus whole-DE and (2) to
Mara Colzani et al.
ChemMedChem, 11(16), 1778-1789 (2016-02-19)
Reactive carbonyl species (RCS) are endogenous or exogenous byproducts involved in the pathogenic mechanisms of different oxidative-based disorders. Detoxification of RCS by carbonyl quenchers is a promising therapeutic strategy. Among the most studied quenchers are aminoguanidine, hydralazine, pyridoxamine, and carnosine;
Dirk Westermann et al.
Basic research in cardiology, 107(6), 308-308 (2012-11-03)
Sildenafil inhibits cyclic GMP-specific phosphodiesterase type-5A (PDE5A) and can prevent cardiac hypertrophy and left ventricular (LV) dysfunction in mice subjected to severe pressure-overload. The pathophysiological role of sildenafil in adverse remodeling in the hypertensive heart after chronic renin-angiotensin aldosterone system
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