esmolol Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
beta-adrenoreceptor antagonists 1054 81147-92-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • esmolol
  • brevibloc
  • esmolol hydrochloride
  • esmolol HCl
a beta1-selective (cardioselective) adrenergic receptor blocking agent with rapid onset, a very short duration of action, and no significant intrinsic sympathomimetic or membrane stabilizing activity at therapeutic dosages
  • Molecular weight: 295.38
  • Formula: C16H25NO4
  • CLOGP: 1.72
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 67.79
  • ALOGS: -3.31
  • ROTB: 10

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
2.50 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 20 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.68 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution) 1.20 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 290 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.59 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.15 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1986 FDA BAXTER HLTHCARE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C07AB09 CARDIOVASCULAR SYSTEM
BETA BLOCKING AGENTS
BETA BLOCKING AGENTS
Beta blocking agents, selective
FDA MoA N0000000161 Adrenergic beta-Antagonists
FDA EPC N0000175556 beta-Adrenergic Blocker
MeSH PA D018663 Adrenergic Agents
MeSH PA D018674 Adrenergic Antagonists
MeSH PA D058671 Adrenergic beta-1 Receptor Antagonists
MeSH PA D000319 Adrenergic beta-Antagonists
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:35530 beta-adrenoceptor antagonists
CHEBI has role CHEBI:38070 antiarrhythmic agent

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Supraventricular tachycardia indication 6456007
Atrial fibrillation indication 49436004 DOID:0060224
Perioperative hypertension indication 434711000124103
Perioperative Tachycardia indication
Malignant essential hypertension off-label use 78975002 DOID:10823
Dissection of aorta off-label use 308546005
Acute coronary syndrome off-label use 394659003
Hypertensive urgency off-label use 443482000
Prevention of Hypertension in Pheochromocytoma off-label use
Bronchospasm contraindication 4386001
Anaphylaxis contraindication 39579001
Sinus bradycardia contraindication 49710005
Diabetes mellitus contraindication 73211009 DOID:9351
Pulmonary emphysema contraindication 87433001
Cardiogenic shock contraindication 89138009
Kidney disease contraindication 90708001 DOID:557
Decompensated cardiac failure contraindication 195111005
Heart block contraindication 233916004
Acute exacerbation of asthma contraindication 708038006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.19 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Beta-1 adrenergic receptor GPCR ANTAGONIST Ki 6.90 IUPHAR IUPHAR
Beta-2 adrenergic receptor GPCR Kd 5.20 CHEMBL
Beta-1 adrenergic receptor GPCR Kd 7 CHEMBL

External reference:

IDSource
4019746 VUID
N0000147837 NUI
D00644 KEGG_DRUG
81161-17-3 SECONDARY_CAS_RN
4019349 VANDF
4019746 VANDF
C0591189 UMLSCUI
CHEBI:4856 CHEBI
CHEMBL1201115 ChEMBL_ID
CHEMBL768 ChEMBL_ID
DB00187 DRUGBANK_ID
C036604 MESH_SUPPLEMENTAL_RECORD_UI
59768 PUBCHEM_CID
7178 IUPHAR_LIGAND_ID
5365 INN_ID
MDY902UXSR UNII
151448 RXNORM
3762 MMSL
4681 MMSL
47065 MMSL
d00224 MMSL
001861 NDDF
004745 NDDF
35318005 SNOMEDCT_US
372847006 SNOMEDCT_US
77856005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-2965 INJECTION 10 mg INTRAVENOUS NDA 17 sections
Brevibloc HUMAN PRESCRIPTION DRUG LABEL 1 10019-055 INJECTION 10 mg INTRAVENOUS NDA 24 sections
Brevibloc HUMAN PRESCRIPTION DRUG LABEL 1 10019-075 INJECTION 20 mg INTRAVENOUS NDA 24 sections
Brevibloc HUMAN PRESCRIPTION DRUG LABEL 1 10019-115 INJECTION 10 mg INTRAVENOUS NDA 24 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10019-120 INJECTION 10 mg INTRAVENOUS NDA 25 sections
BREVIBLOC HUMAN PRESCRIPTION DRUG LABEL 1 10019-666 INJECTION 20 mg INTRAVENOUS NDA 25 sections
BREVIBLOC HUMAN PRESCRIPTION DRUG LABEL 1 10019-668 INJECTION 20 mg INTRAVENOUS NDA 25 sections
BREVIBLOC HUMAN PRESCRIPTION DRUG LABEL 1 10019-670 INJECTION 10 mg INTRAVENOUS NDA 25 sections
BREVIBLOC HUMAN PRESCRIPTION DRUG LABEL 1 10019-672 INJECTION 10 mg INTRAVENOUS NDA 25 sections
esmolol hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 25021-308 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 26 sections
esmolol hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 25021-309 INJECTION, SOLUTION 20 mg INTRAVENOUS ANDA 26 sections
esmolol hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 25021-314 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 26 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 44567-811 INJECTION 10 mg INTRAVENOUS NDA 22 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 44567-812 INJECTION 20 mg INTRAVENOUS NDA 22 sections
Esmolol Hydrochloride Human Prescription Drug Label 1 50090-4512 INJECTION, SOLUTION 100 mg INTRAVENOUS ANDA 25 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-4699 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 25 sections
ESMOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51662-1322 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 18 sections
ESMOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51662-1371 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 18 sections
ESMOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51662-1427 INJECTION 10 mg INTRAVENOUS NDA 18 sections
ESMOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51662-1444 INJECTION, SOLUTION 100 mg INTRAVENOUS ANDA 18 sections
Esmolol HUMAN PRESCRIPTION DRUG LABEL 1 52584-017 INJECTION 10 mg INTRAVENOUS NDA 11 sections
Brevibloc HUMAN PRESCRIPTION DRUG LABEL 1 52584-115 INJECTION 10 mg INTRAVENOUS NDA 25 sections
ESMOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 52584-194 INJECTION, SOLUTION 100 mg INTRAVENOUS ANDA 17 sections
Esmolol Hydrochloride Human Prescription Drug Label 1 55150-194 INJECTION, SOLUTION 100 mg INTRAVENOUS ANDA 25 sections
Esmolol Hydrochloride Human Prescription Drug Label 1 63323-652 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 25 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 67457-182 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 25 sections
esmolol hydrochloride in sodium chloride HUMAN PRESCRIPTION DRUG LABEL 1 67457-657 INJECTION 10 mg INTRAVENOUS ANDA 25 sections
esmolol hydrochloride in sodium chloride HUMAN PRESCRIPTION DRUG LABEL 1 67457-658 INJECTION 20 mg INTRAVENOUS ANDA 25 sections
Esmolol Hydrochloride Human Prescription Drug Label 1 68083-211 INJECTION 10 mg INTRAVENOUS ANDA 25 sections
Esmolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 71872-7049 INJECTION, SOLUTION 100 mg INTRAVENOUS ANDA 25 sections