GRADE & PURITY 2mM in Water

Synonyms

HYDRALAZINE HYDROCHLORIDE|304-20-1|HYDRALAZINE HCL|Apresoline|1-Hydrazinophthalazine hydrochloride|1-Hydrazinylphthalazine hydrochloride|Aiselazine|Dralzine|Hyperazin|Hyperex|Lopress|Hydralazine chloride|Slow-Apresolin|Apresine|Rolazine|Hydralazine monohy

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Hydralazine HCl is a hydrochloride salt of hydralazine (Apresoline) that is a direct-acting smooth muscle relaxant with an IC50 of 1.9 mM.
An inhibitor of Dnmt, MAO-A/B, and amine oxidase.

Specifications

Synonyms

HYDRALAZINE HYDROCHLORIDE | 304-20-1 | HYDRALAZINE HCL | Apresoline | 1-Hydrazinophthalazine hydrochloride | 1-Hydrazinylphthalazine hydrochloride | Aiselazine | Dralzine | Hyperazin | Hyperex | Lopress | Hydralazine chloride | Slow-Apresolin | Apresine | Rolazine | Hydralazine monohy

Specifications & Purity

2mM in Water

Biochemical and Physiological Mechanisms

1-Hydrazinophthalazine Hydrochloride is a DNA methyltransferase (Dnmt) inhibitor which modulates epigenetic regulation of gene expression. 1-Hydrazinophthalazine Hydrochloride also acts as a non-selective MAO-A/B inhibitor and semicarbazide sensitive amin

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C=NN=C2NN.Cl
• IUPAC Name: phthalazin-1-ylhydrazine;hydrochloride
• InChIKey: ZUXNZUWOTSUBMN-UHFFFAOYSA-N
• 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
• Isomeric SMILES: C1=CC=C2C(=C1)C=NN=C2NN.Cl
• WGK Germany: 3
• RTECS: TH9000000
• Molecular Weight: 196.64
• Reaxy-Rn: 3568329
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3568329&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phthalazines
• Alternative Parents: Pyridazines and derivatives Imidolactams Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives Hydrazines and derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalazine - Imidolactam - Benzenoid - Pyridazine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Hydrazine derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalazines. These are compounds containing a phthalazine moiety, which consists of a benzene ring fused to a pyridazine, forming a 2,3-benzodiazine skeleton.
• External Descriptors: hydrochloride

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (0 Activities)

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MPO Tchem Myeloperoxidase (0 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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MDH1 Tchem Malate dehydrogenase cytoplasmic (119 Activities)

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NR1I2 Tchem Pregnane X receptor (6667 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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Homo sapiens (32628 Activities)

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MCF7 (126967 Activities)

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MDA-MB-468 (9477 Activities)

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HEK293 (82097 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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GOT1 Tbio Aspartate aminotransferase, cytoplasmic (118 Activities)

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OGG1 Tchem N-glycosylase/DNA lyase (81 Activities)

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NTHL1 Tbio Endonuclease III-like protein 1 (51 Activities)

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Cavia porcellus (23802 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

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Gabrp GABA-A receptor; anion channel (5731 Activities)

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SARS-CoV-2 (38078 Activities)

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mutM Formamidopyrimidine-DNA glycosylase (36 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 273°C(dec.)(lit.)
• Molecular Weight: 196.640 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 196.052 Da
• Monoisotopic Mass: 196.052 Da
• Topological Polar Surface Area: 63.800 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 150.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Xia Wang, Chenqian Zhou, Bingnan He, Baida Kong, Lai Wei, Rong Wang, Jiajia Lin, Yiyan Shao, Jianbo Zhu, Yuanxiang Jin, Zhengwei Fu.  (2019)  8:2 Fluorotelomer alcohol causes G1 cell cycle arrest and blocks granulocytic differentiation in HL-60 cells.  ENVIRONMENTAL TOXICOLOGY,  34  (5): (666-673).  [PMID:30794351] [10.1002/tox.22733]

2. Baida Kong, Xia Wang, Bingnan He, Lai Wei, Jianbo Zhu, Yuanxiang Jin, Zhengwei Fu.  (2018)  8:2 fluorotelomer alcohol inhibited proliferation and disturbed the expression of pro-inflammatory cytokines and antigen-presenting genes in murine macrophages.  CHEMOSPHERE,      [PMID:30558807] [10.1016/j.chemosphere.2018.12.091]

3. Zejian Kuang, Hongjun Luo, Hui Li, Yongyin Zhou, Zhexuan Lin, Wenhong Luo.  (2025)  Hydralazine Attenuates Lipopolysaccharide-Induced Murine Myocardial Dysfunction by Inhibition of Semicarbazide-Sensitive Amine Oxidase.  Antioxidants,  14  (12):   [PMID:41462702] [10.3390/antiox14121502]