Hydracarbazine

Identification

Generic Name
Hydracarbazine
DrugBank Accession Number
DB09243
Background

Hydracarbazine is a pyridazine that has found use as an antihypertensive agent 1 It was once marketed in France under the tradename Normatensyl.

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 153.145
Monoisotopic: 153.065059865
Chemical Formula
C5H7N5O
Synonyms
  • Hydracarbazine
External IDs
  • TH-2151

Pharmacology

Indication

Was used for the treatment of hypertension 1.

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Relaxes vascular smooth muscle 1.

Mechanism of action

Likely acts similarly to hydralazine, a related compound, which interferes with calcium release from the sarcoplasmic reticulum in response to inositol 2.

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Medicalerrors
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
1,2-BenzodiazepineThe risk or severity of adverse effects can be increased when Hydracarbazine is combined with 1,2-Benzodiazepine.
AbciximabThe risk or severity of bleeding and hemorrhage can be increased when Hydracarbazine is combined with Abciximab.
AcarboseHydracarbazine may increase the hypoglycemic activities of Acarbose.
AcebutololHydracarbazine may increase the hypotensive activities of Acebutolol.
AceclofenacThe risk or severity of hypertension can be increased when Aceclofenac is combined with Hydracarbazine.
AcemetacinThe risk or severity of hypertension can be increased when Hydracarbazine is combined with Acemetacin.
AcenocoumarolThe risk or severity of bleeding and hemorrhage can be increased when Hydracarbazine is combined with Acenocoumarol.
AcetazolamideThe risk or severity of adverse effects can be increased when Acetazolamide is combined with Hydracarbazine.
AcetohexamideHydracarbazine may increase the hypoglycemic activities of Acetohexamide.
AcetophenazineThe risk or severity of extrapyramidal symptoms can be increased when Acetophenazine is combined with Hydracarbazine.
Interactions
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Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 2-heteroaryl carboxamides. These are compounds containing a heteroaromatic ring that carries a carboxamide group.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Carboxylic acid derivatives
Direct Parent
2-heteroaryl carboxamides
Alternative Parents
Pyridazines and derivatives / Imidolactams / Heteroaromatic compounds / Primary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives / Hydrazines and derivatives
Substituents
2-heteroaryl carboxamide / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrazine derivative / Hydrocarbon derivative / Imidolactam / Organic nitrogen compound / Organic oxide / Organic oxygen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
6CTK2FB9QM
CAS number
3614-47-9
InChI Key
WRYZEGZNBYOMLE-UHFFFAOYSA-N
InChI
InChI=1S/C5H7N5O/c6-5(11)3-1-2-4(8-7)10-9-3/h1-2H,7H2,(H2,6,11)(H,8,10)
IUPAC Name
6-hydrazinylpyridazine-3-carboxamide
SMILES
[H]N([H])N([H])C1=NN=C(C=C1)C(=O)N([H])[H]

References

General References
  1. Francis JE: Antihypertensives acting by a peripheral mechanism ACS Symposium Series. 1976 June 01;27:55-79. [Article]
  2. 22. (2012). In Rang and Dale's Pharmacology (7th ed., pp. 273). Edinburgh: Elsevier/Churchill Livingstone. [ISBN:978-0-7020-3471-8]
PubChem Compound
71653
PubChem Substance
310265146
ChemSpider
64713
ChEBI
136055
ChEMBL
CHEMBL2106246
ZINC
ZINC000005842953
Wikipedia
Hydracarbazine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.3 mg/mLALOGPS
logP-0.95ALOGPS
logP-1ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)13.88ChemAxon
pKa (Strongest Basic)6.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.92 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.49 m3·mol-1ChemAxon
Polarizability14.15 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Drug created on October 23, 2015 22:06 / Updated on February 21, 2021 18:52