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H1753

Sigma-Aldrich

Hydralazine hydrochloride

Synonyme(s) :

1-Hydrazinophthalazine hydrochloride

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About This Item

Formule empirique (notation de Hill):
C8H8N4 · HCl
Numéro CAS:
304-20-1
Poids moléculaire :
196.64
Numéro CE :
206-151-0
Numéro MDL:
MFCD00135998
Code UNSPSC :
12352200
ID de substance PubChem :
24278461
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Pureté

≥99% (TLC)

Forme

powder

Pf

273 °C

Solubilité

water: 50 mg/mL

Chaîne SMILES 

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-;

Clé InChI

SECXUXOCDLQOBI-MKFZHGHUSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Mahesh P Kate et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 34(1), 81-86 (2013-09-21)
Blood pressure (BP) reduction after intracerebral hemorrhage (ICH) is controversial, because of concerns that this may cause critical reductions in perihematoma perfusion and thereby precipitate tissue damage. We tested the hypothesis that BP reduction reduces perihematoma tissue oxygenation.Acute ICH patients
Philip C Burcham et al.
Molecular pharmacology, 82(5), 876-886 (2012-08-08)
Toxic carbonyls such as acrolein participate in many degenerative diseases. Although the nucleophilic vasodilatory drug hydralazine readily traps such species under "test-tube" conditions, whether these reactions adequately explain its efficacy in animal models of carbonyl-mediated disease is uncertain. We have
Ashley D Hunt et al.
The Journal of organic chemistry, 78(17), 8847-8852 (2013-07-31)
Azomethine imines can be accessed upon heating appropriate alkynylhydrazide precursors. This simple thermal hydroamination approach allows the formation of five- and six-membered dipoles in modest to excellent yields. The structure of the acyl group is important to minimize side reactions
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
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
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