General Information of Drug (ID: DMOUC09)

Drug Name
Norepinephrine
Synonyms
norepinephrine; L-Noradrenaline; Levarterenol; 51-41-2; L-Norepinephrine; Levophed; (-)-Norepinephrine; L-arterenol; (R)-Noradrenaline; (R)-Norepinephrine; Levonor; Levonorepinephrine; Adrenor; Aktamin; Levonoradrenaline; Sympathin E; (R)-(-)-Norepinephrine; 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol; Noradrenalin; Norepirenamine; norepinephrinum; Noradrenalinum; Levoarterenol; Norartrinal; Nor-Epirenan; L-3,4-dihydroxyphenylethanolamine; Levarterenolo; Noreinefrina; Norepinefrina; Norepinephrinum; Levarterenolo [DCIT]; Nor adrenalin; Noradrenalina [Italian]; Norepinephrine Noradrenalin; LT03330026; ALBB-006229; Nor adrenalin (TN); Noradrenaline (JP15); Noreinefrina [INN-Spanish]; Norepinephrine (INN); Norepinephrine [INN:JAN]; Norepinephrinum [INN-Latin]; Norepinephrine l-Tartrate (1:1); D-(-)-Noradrenaline; D53D5E3A-2360-4CA9-8031-6C2CD4062FD5; L-alpha-(aminomethyl)-3,4-dihydroxybenzyl alcohol; L-1-(3,4-Dihydroxyphenyl)-2-aminoethanol; L-2-Amino-1-(3,4-dihydroxyphenyl)ethanol; (-)-(R)-Norepinephrine; (-)-Arterenol free base; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-(9CI); 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol; Ecteinascidins
Indication
Disease Entry ICD 11 Status REF
Sepsis 1G40-1G41 Approved [1], [2]
Therapeutic Class
Vasoconstrictor Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 169.18
Topological Polar Surface Area (xlogp) -1.2
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C8H11NO3
IUPAC Name
4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
Canonical SMILES
C1=CC(=C(C=C1[C@H](CN)O)O)O
InChI
InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChIKey
SFLSHLFXELFNJZ-QMMMGPOBSA-N
Cross-matching ID
PubChem CID
439260
ChEBI ID
CHEBI:18357
CAS Number
51-41-2
DrugBank ID
DB00368
TTD ID
D07MOX
VARIDT ID
DR00268

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adrenergic receptor beta-1 (ADRB1) TTR6W5O ADRB1_HUMAN Stimulator [3]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Sodium- and chloride-dependent glycine transporter 2 (SLC6A5) DTE8R17 SC6A5_HUMAN Substrate [4]
Vesicular amine transporter 2 (SLC18A2) DTT7VPB VMAT2_HUMAN Substrate [5]
Vesicular amine transporter 1 (SLC18A1) DTM953D VMAT1_HUMAN Substrate [5]
Sodium-dependent noradrenaline transporter (SLC6A2) DT9JBVI SC6A2_HUMAN Substrate [6]
Organic cation transporter 3 (SLC22A3) DT6201N S22A3_HUMAN Substrate [7]
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [8]
Organic cation transporter 2 (SLC22A2) DT9IDPW S22A2_HUMAN Substrate [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Norepinephrine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Methylene blue DMJAPE7 Moderate Additive hypertensive effects by the combination of Norepinephrine and Methylene blue. Acquired methaemoglobinaemia [3A93] [44]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Norepinephrine and Droxidopa. Autonomic nervous system disorder [8D87] [45]
Linezolid DMGFPU2 Major Increased risk of hyperpyrexia by the combination of Norepinephrine and Linezolid. Bacterial infection [1A00-1C4Z] [46]
Levomilnacipran DMV26S8 Moderate Increased risk of rapid heart rate by the combination of Norepinephrine and Levomilnacipran. Chronic pain [MG30] [47]
Selegiline DM6034S Moderate Additive hypertensive effects by the combination of Norepinephrine and Selegiline. Depression [6A70-6A7Z] [44]
Duloxetine DM9BI7M Moderate Increased risk of rapid heart rate by the combination of Norepinephrine and Duloxetine. Depression [6A70-6A7Z] [47]
Isocarboxazid DMAF1NB Moderate Additive hypertensive effects by the combination of Norepinephrine and Isocarboxazid. Depression [6A70-6A7Z] [44]
Milnacipran DMBFE74 Moderate Increased risk of rapid heart rate by the combination of Norepinephrine and Milnacipran. Depression [6A70-6A7Z] [48]
Tranylcypromine DMGB5RE Moderate Additive hypertensive effects by the combination of Norepinephrine and Tranylcypromine. Depression [6A70-6A7Z] [44]
Desvenlafaxine DMHD4PE Moderate Increased risk of rapid heart rate by the combination of Norepinephrine and Desvenlafaxine. Depression [6A70-6A7Z] [47]
Phenelzine DMHIDUE Moderate Additive hypertensive effects by the combination of Norepinephrine and Phenelzine. Depression [6A70-6A7Z] [44]
Ergotamine DMKR3C5 Major Additive hypertensive effects by the combination of Norepinephrine and Ergotamine. Headache [8A80-8A84] [49]
Procarbazine DMIK367 Moderate Additive hypertensive effects by the combination of Norepinephrine and Procarbazine. Hodgkin lymphoma [2B30] [44]
Sibutramine DMFJTDI Moderate Increased risk of rapid heart rate by the combination of Norepinephrine and Sibutramine. Obesity [5B80-5B81] [50]
Opicapone DM1BKA6 Moderate Decreased metabolism of Norepinephrine caused by Opicapone mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [51]
Rasagiline DM3WKQ4 Moderate Additive hypertensive effects by the combination of Norepinephrine and Rasagiline. Parkinsonism [8A00] [44]
Entacapone DMLBVKQ Moderate Decreased metabolism of Norepinephrine caused by Entacapone mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [51]
Ergonovine DM0VEC1 Major Additive hypertensive effects by the combination of Norepinephrine and Ergonovine. Postpartum haemorrhage [JA43] [49]
⏷ Show the Full List of 18 DDI Information of This Drug

References

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