Rilmenidine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Rilmenidine is an I1-imidazoline receptor agonist used to treat hypertension.

Generic Name
Rilmenidine
DrugBank Accession Number
DB11738
Background

Rilmenidine has been used in trials studying the treatment of Hypertension and Chronic Kidney Disease.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Thumb
Weight
Average: 180.251
Monoisotopic: 180.126263143
Chemical Formula
C10H16N2O
Synonyms
  • HYPERIUM
  • Rilmenidine

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAlpha-2A adrenergic receptorNot AvailableHumans
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
Adverseeffects
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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
AcebutololThe therapeutic efficacy of Rilmenidine can be decreased when used in combination with Acebutolol.
AceclofenacThe therapeutic efficacy of Rilmenidine can be decreased when used in combination with Aceclofenac.
AcemetacinThe therapeutic efficacy of Rilmenidine can be decreased when used in combination with Acemetacin.
Acetylsalicylic acidAcetylsalicylic acid may decrease the antihypertensive activities of Rilmenidine.
AclidiniumThe risk or severity of Tachycardia can be increased when Aclidinium is combined with Rilmenidine.
AdenosineThe risk or severity of Tachycardia can be increased when Adenosine is combined with Rilmenidine.
AlclofenacThe therapeutic efficacy of Rilmenidine can be decreased when used in combination with Alclofenac.
AldesleukinAldesleukin may increase the hypotensive activities of Rilmenidine.
AlfentanilAlfentanil may decrease the antihypertensive activities of Rilmenidine.
AlfuzosinAlfuzosin may increase the hypotensive activities of Rilmenidine.
Interactions
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Food Interactions
  • Avoid alcohol. Concomitant use is not recommended as alcohol may increase the sedative effects of rilmenidine.
  • Take with food. However, the bioavailability of rilmenidine is not affected by food.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Rilmenidine Phosphate59QD64Q32M85409-38-7ZJCOWRFWZOAVFY-UHFFFAOYSA-N

Categories

ATC Codes
C02AC06 — Rilmenidine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as oxazolines. These are organic compounds containing 1,3-oxazoline, a five-membered ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. Additionally, it contains two double bonds.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azolines
Sub Class
Oxazolines
Direct Parent
Oxazolines
Alternative Parents
Isoureas / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Carboximidamides / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Hydrocarbon derivatives
Substituents
Aliphatic heteromonocyclic compound / Azacycle / Carboximidamide / Hydrocarbon derivative / Isourea / Organic 1,3-dipolar compound / Organic nitrogen compound / Organic oxygen compound / Organonitrogen compound / Organooxygen compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
isourea (CHEBI:8862)
Affected organisms
Not Available

Chemical Identifiers

UNII
P67IM25ID8
CAS number
54187-04-1
InChI Key
CQXADFVORZEARL-UHFFFAOYSA-N
InChI
InChI=1S/C10H16N2O/c1-2-7(1)9(8-3-4-8)12-10-11-5-6-13-10/h7-9H,1-6H2,(H,11,12)
IUPAC Name
N-(dicyclopropylmethyl)-4,5-dihydro-1,3-oxazol-2-amine
SMILES
C1CC1C(NC1=NCCO1)C1CC1

References

General References
  1. TITCK Product Information: Hyperium (rilmenidine) oral tablets [Link]
KEGG Compound
C11120
PubChem Compound
68712
PubChem Substance
347828096
ChemSpider
61963
BindingDB
50070328
RxNav
55679
ChEBI
8862
ChEMBL
CHEMBL289480
ZINC
ZINC000000009708
Wikipedia
Rilmenidine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4WithdrawnTreatmentChronic Kidney Disease (CKD) / High Blood Pressure (Hypertension)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet
Tablet, coatedOral1 mg
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.34 mg/mLALOGPS
logP1.43ALOGPS
logP1.58ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)7.11ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.62 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.79 m3·mol-1ChemAxon
Polarizability20.38 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
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

Targets

Drugtargets2
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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thioesterase binding
Specific Function
Alpha-2 adrenergic receptors mediate the catecholamine-induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazo...
Gene Name
ADRA2A
Uniprot ID
P08913
Uniprot Name
Alpha-2A adrenergic receptor
Molecular Weight
48956.275 Da
References
  1. Zhu QM, Lesnick JD, Jasper JR, MacLennan SJ, Dillon MP, Eglen RM, Blue DR Jr: Cardiovascular effects of rilmenidine, moxonidine and clonidine in conscious wild-type and D79N alpha2A-adrenoceptor transgenic mice. Br J Pharmacol. 1999 Mar;126(6):1522-30. [Article]

Drug created on October 20, 2016 20:43 / Updated on May 27, 2021 02:57