Page last updated: 2024-11-04

nordefrin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Nordefrin is a synthetic sympathomimetic amine with a chemical structure similar to epinephrine. It is a non-selective adrenergic agonist that acts on both alpha and beta receptors. Nordefrin is primarily used as a nasal decongestant, acting to constrict blood vessels in the nasal passages and reduce congestion. It is typically administered topically as a nasal spray. Nordefrin has also been investigated for its potential therapeutic effects in treating conditions such as hypotension, but its use is limited due to potential adverse effects, such as hypertension and cardiac arrhythmias. Research on nordefrin focuses on its pharmacological properties, its mechanisms of action, and its potential clinical applications. '

Nordefrin: A norepinephrine derivative used as a vasoconstrictor agent. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3917
CHEMBL ID764
CHEBI ID81386
SCHEMBL ID249722
MeSH IDM0013653

Synonyms (71)

Synonym
benzyl alcohol, .alpha.-(1-aminoethyl)-3,4-dihydroxy-
1,2-benzenediol, 4-(2-amino-1-hydroxypropyl)-
DIVK1C_006877
nordefrin
isoadrenaline
benzyl alcohol, alpha-(1-aminoethyl)-3,4-dihydroxy-
dihydroxyphenylpropanolamine
dioxynorepinephrine
l-alpha-methylnorepinephrine
3,4-dihydrophenyl-1-amino-2-propanol-1
2-amino-1-(3,4-dihydroxyphenyl)propan-1-ol
alpha-methylnorepinephrine
einecs 229-452-9
methylnoradrenaline
(+-)-3,4-dihydroxynorephedrine
alpha-(1-aminoethyl)-3,4-dihydroxybenzyl alcohol
4-(2-amino-1-hydroxypropyl)-1,2-benzenediol
SPECTRUM_000972
SPECTRUM5_001846
PDSP2_001097
BSPBIO_002766
OPREA1_386938
NCGC00094709-01
NCGC00094709-02
KBIOGR_001854
KBIO2_001452
KBIOSS_001452
KBIO1_001821
KBIO3_001986
KBIO2_004020
KBIO2_006588
SPBIO_001913
SPECTRUM4_001267
PRESTWICK1_000739
PRESTWICK0_000739
SPECTRUM2_001837
SPECPLUS_000781
SPECTRUM3_001093
SPBIO_002637
PRESTWICK2_000739
PDSP1_001113
chebi:81386 ,
dl-corbadrine
CHEMBL764 ,
L000638
nordephrine
6539-57-7
C17925
HMS1570C20
4-(2-amino-1-hydroxypropyl)benzene-1,2-diol
bdbm50027502
alpha-methyl-(+/-)norepinephrine,(+/-)
alpha-methyl-(+)norepinephrine,(+/-)
alpha-methyl-(-)norepinephrine,(+/-)
4-(2-amino-1-hydroxy-propyl)-benzene-1,2-diol
AKOS009158427
(-)-3,4-dihydroxynorephedrine
corbadrin
NCGC00015345-03
NCGC00015345-02
SCHEMBL249722
GEFQWZLICWMTKF-UHFFFAOYSA-N
1,2-benzenediol, 4-(2-amino-1-hydroxypropyl)-, [r-(r*,s*)]-
((-))-.alpha.-(1-aminoethyl)-3,4-dihydroxybenzyl alcohol
mfcd00008080
l-a-methylnorepinephrine
(+/-)-3,4-dihydroxynorephedrine
dl-alpha-methylnorepinephrine
dl-a-methylnorepinephrine
DTXSID10859546
Q27155324

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Dose-response curves were constructed from the data obtained, and the CD50 and LD50 values for each local anesthetic alone and in combination with each of the vasoconstrictors were calculated by probit analysis."( Modification of local anesthetic toxicity by vasoconstrictors.
Dorris, RL; Taylor, SE,
)
0.13

Bioavailability

ExcerptReferenceRelevance
" In part, this appears to be related to the cardioinhibitory and negative chronotropic action of verapamil, but it is also likely to depend on increases in bioavailability of prazosin and higher plasma levels when the drug is given with verapamil."( Clinical pharmacological studies on the interaction between alpha-adrenoceptors and calcium antagonists.
Elliott, HL; Meredith, PA; Pasanisi, F; Reid, JL, 1985
)
0.27

Dosage Studied

The epinephrine dose-response curve was suppressed more than the curves for norephinephrine and nordefrin, which were not significantly different from each other.

ExcerptRelevanceReference
" Systemic administration of alpha-methyldopa to rats for 15 days shifted the log dose-response curves for all three catecholamines, but not vasopressin or potassium chloride, to the right of all three blood vessel types; the maximal contractile responses to these amines were, however, not affected by chronic treatment with alpha-methyldopa."( Pharmacological effects of alpha-methyldopa, alpha-methylnorepinephrine, and octopamine on rat arteriolar, arterial, and terminal vascular smooth.
Altura, BM, 1975
)
0.25
" Dose-response curves to norepinephrine were shifted to the left along the log dose axis (enhanced potency) and the maximum degree of contraction that could be elicited was increased."( Influence of temperature and cocaine on responses of the isolated mouse vas deferens to adrenergic amines.
Bohuski, K; Buckner, CK; Ryan, CF, 1975
)
0.25
" Dose-response curves were constructed from the data obtained, and the CD50 and LD50 values for each local anesthetic alone and in combination with each of the vasoconstrictors were calculated by probit analysis."( Modification of local anesthetic toxicity by vasoconstrictors.
Dorris, RL; Taylor, SE,
)
0.13
"The effect of nifedipine on pressor dose-response curves to phenylephrine, alpha-methylnoradrenaline and angiotensin II was determined in anaesthetized cats pretreated with propranolol and atropine."( Lack of differential inhibition by nifedipine of pressor responses induced by alpha 1- and alpha 2-adrenoceptor agonists and by angiotensin II in anaesthetized cats.
Alabaster, VA; Solca, AM, 1985
)
0.27
" Urotensin I diminished the maximum increase in perfusion pressure and shifted the log dose-response curves to the right for all three agonists."( Differential antagonism of alpha-1 and alpha-2 adrenoceptor-mediated pressor responses by urotensin I, a selective mesenteric vasodilator peptide.
Bolt, GR; Itoh, H; Lederis, K; MacCannell, KL, 1987
)
0.27
" The dosage of adrenergic vasoconstrictors should be limited and gingival retraction cord containing epinephrine avoided entirely."( Hypertensive response to levonordefrin in a patient receiving propranolol: report of case.
Mito, RS; Yagiela, JA, 1988
)
0.57
"In clinical pharmacological studies, where it is not possible to describe the full dose-response curve, the construction of dose-response relationships ideally depends upon achieving a reproducible and readily measurable response for each dose administered."( A pragmatic approach to the pressor dose-response as an index of vascular reactivity and adrenoceptor function in man.
Elliott, HL; Reid, JL; Sumner, DJ; Vincent, J, 1987
)
0.27
" During a control period, the dogs received bolus injections of epinephrine, norepinephrine, and levonordefrin sufficient to construct log-linear dose-response curves for each agent."( Drug interactions and vasoconstrictors used in local anesthetic solutions.
Duffin, SR; Hunt, LM; Yagiela, JA, 1985
)
0.49
" Nifedipine shifted the pressor dose-response curves of all three agonists to the right."( Nifedipine and alpha adrenoceptor antagonism.
Brown, MJ; Dollery, CT; Heavey, DJ; Murphy, MB; Scriven, AJ, 1984
)
0.27
" There was a transient increase in blood pressure, and plasma noradrenaline, 10-20 min after dosing and an associated reduction in heart rate."( Evidence for postjunctional vascular alpha 2-adrenoceptors in peripheral vascular regulation in man.
Elliott, HL; Reid, JL, 1983
)
0.27
" In response to infusions of the relatively selective alpha 2-adrenoceptor agonist alpha-methylnorepinephrine, the pressor dose-response curve shifted to the right with idazoxan."( The alpha adrenoceptor antagonist properties of idazoxan in normal subjects.
Elliott, HL; Jones, CR; Lawrie, CB; Reid, JL; Vincent, J, 1984
)
0.27
" The dose-response curve for alpha-methylnorepinephrine in the presence of prazosin, using Hofstee's plots, revealed alpha 1- and alpha 2-adrenoceptors, respective proportions being 80."( Postjunctional alpha-adrenoceptors. Alpha 1 and alpha 2 subtypes in rat vasculature in vitro and in vivo.
Decker, N; Ehrhardt, JD; Leclerc, G; Schwartz, J, 1984
)
0.27
" The epinephrine dose-response curve was suppressed more than the curves for norephinephrine and nordefrin, which were not significantly different from each other."( Quantitative and qualitative analysis of the pressor effects of levonordefrin.
Gage, TW; Robertson, VJ; Taylor, SE,
)
0.58
" Higher concentrations of yohimbine (above 2 microM) and phentolamine (above 20 microM) failed to produce a further shift in the dose-response curves of these agonists."( Pharmacological evidence for high affinity and low affinity a2-adrenoceptor binding sites in rat vas deferens.
Mottram, DR, 1983
)
0.27
" We employed a hierarchical framework by representing discrete probability models with continuous latent variables that depended on the dosage of drugs for a particular patient."( An Empirically Derived Pediatric Cardiac Inotrope Score Associated With Pediatric Heart Surgery.
Chakraborty, A; Gossett, JM; Gupta, P; Imamura, M; Rettiganti, M; Vuong-Dac, MA; Wilcox, A, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
catecholamine4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency1.41250.003245.467312,589.2998AID2517
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency1.12200.004023.8416100.0000AID485290
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency4.45630.140911.194039.8107AID2451
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency7.07950.177814.390939.8107AID2147
Chain A, ATP-DEPENDENT DNA HELICASE Q1Homo sapiens (human)Potency48.10230.125919.1169125.8920AID2549; AID2708
endonuclease IVEscherichia coliPotency11.22020.707912.432431.6228AID2565
TDP1 proteinHomo sapiens (human)Potency20.59620.000811.382244.6684AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency8.97160.180013.557439.8107AID1460; AID1468
D(2) dopamine receptor isoform longHomo sapiens (human)Potency8.87000.04580.04580.0458AID624453
DNA polymerase kappa isoform 1Homo sapiens (human)Potency3.16230.031622.3146100.0000AID588579
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1136412Displacement of (-)-[3H]alprenolol from adrenergic receptor purified from frog erythrocytes1978Journal of medicinal chemistry, Sep, Volume: 21, Issue:9
Structure-activity study of beta-adrenergic agents using the SIMCA method of pattern recognition.
AID1136413Displacement of (-)-[3H]alprenolol from adrenergic receptor purified from frog erythrocytes relative to isoproterenol1978Journal of medicinal chemistry, Sep, Volume: 21, Issue:9
Structure-activity study of beta-adrenergic agents using the SIMCA method of pattern recognition.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (227)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990136 (59.91)18.7374
1990's37 (16.30)18.2507
2000's37 (16.30)29.6817
2010's17 (7.49)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 16.24

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index16.24 (24.57)
Research Supply Index5.56 (2.92)
Research Growth Index4.17 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials13 (5.28%)5.53%
Reviews14 (5.69%)6.00%
Case Studies3 (1.22%)4.05%
Observational1 (0.41%)0.25%
Other215 (87.40%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (5)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
Evaluation of Healing Process and Blood Sugar Level Following Local Anesthetic Infiltration With and Without Vasoconstrictor for Extraction of Maxillary Teeth in Diabetic Patients Double Blind Randomized Clinical Trial [NCT05875519]40 participants (Actual)Interventional2023-05-01Active, not recruiting
Inferior Alveolar Nerve Block: a Novel Intraoral Technique Depends on Extraoral Landmarks [NCT04093713]65 participants (Anticipated)Interventional2019-09-14Not yet recruiting
2%-Mepivacaine With Two Different Vasoconstrictors; 1:20.000 Levonordefrin or 1:100.000 Epinephrin for Local Anesthesia in Third Molar Surgery: A Comparative Randomized Clinical Trial [NCT02603198]30 participants (Anticipated)Interventional2014-08-31Active, not recruiting
Anesthetic Efficacy of %4Alexadricaine Versus %2 Mepicaine-L for Infiltration Anesthesia in Extraction of Maxillary First Primary Molars in Children [NCT04477317]Phase 310 participants (Actual)Interventional2021-08-01Completed
Effect of Magnesium Sulphate Added to Mepivacaine Hydrochloride on Inferior Alveolar Nerve Block Success in Patients With Symptomatic Irreversible Pulpitis in Mandibular Molars: A Randomized Clinical Trial. [NCT04561921]56 participants (Anticipated)Interventional2020-10-22Not yet recruiting
[information is prepared from clinicaltrials.gov, extracted Sep-2024]