Epinephrine
alpha-Adrenergic Agonist — ALIMENTARY TRACT AND METABOLISM
Also known as: (-)-adrenaline, epinephrine bitartrate, epinephrine hydrochloride, nephridine, renoform, suprarenin, vasoconstrictine
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Epinephrine is an ofp drug in the alpha-Adrenergic Agonist class catalogued in DrugCentral. It was first approved by the FDA in 1948. Its mechanism of action is classified as Adrenergic alpha-Agonists and Adrenergic beta-Agonists. DrugCentral lists 24 molecular targets, including Adra2b|Adra2c|Adra2a, ADRA1D and ADRA2A. Recorded indications include Acute exacerbation of asthma, Administration of Local Anesthetic Nerve Block, Allergic Reactions and Anaphylaxis.
- Approval status: ofp (first approved 1948 by the FDA).
- Drug class: alpha-Adrenergic Agonist; beta-Adrenergic Agonist.
- Mechanism of action: Adrenergic alpha-Agonists; Adrenergic beta-Agonists.
- Molecular targets: Adra2b|Adra2c|Adra2a, ADRA1D, ADRA2A and ADRB3 (24 listed in DrugCentral).
- Indications: Acute exacerbation of asthma, Administration of Local Anesthetic Nerve Block, Allergic Reactions, Anaphylaxis and Asthma management and others.
- ATC code: A01AD01 (Other agents for local oral treatment).
- Molecular formula: C9H13NO3; molecular weight 183.21 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (15)
- Acute exacerbation of asthma
- Administration of Local Anesthetic Nerve Block
- Allergic Reactions
- Anaphylaxis
- Asthma management
- Bronchiectasis
- Bronchitis
- Dyspnea
- Exacerbation of asthma
- Hypotension associated with septic shock
- Local anesthesia, by infiltration
- Low blood pressure
- Open-angle glaucoma
- Pulmonary emphysema
- Wheezing
Off-label uses (4)
- Asthma
- Cardiac arrest
- Local anesthesia
- Ventricular fibrillation
Contraindications (56)
- Acute nephropathy
- Angina pectoris
- Angle-closure glaucoma
- Anterior uveitis
- Aphakia
- Atrial fibrillation
- Bacterial septicemia
- Benign prostatic hyperplasia
- Bleeding
- Bradycardia
- Cardiogenic shock
- Cerebral arteriosclerosis
- Chronic heart failure
- Chronic myocardial ischemia
- Complete atrioventricular block
- Conduction disorder of the heart
- Decreased respiratory function
- Deficiency of cholinesterase
- Denuded skin
- Diabetes mellitus
- Disease of liver
- Disorder of cardiovascular system
- Disorder of coronary artery
- Heart block
- Hepatic failure
- Hypercapnia
- Hypertensive disorder
- Hyperthyroidism
- Hypokalemia
- Hypovolemia
- + 26 more
Mechanism & targets
| Mechanism of action (MoA) | Adrenergic alpha-Agonists; Adrenergic beta-Agonists |
|---|---|
| Established pharmacologic class | alpha-Adrenergic Agonist; beta-Adrenergic Agonist; Catecholamine |
Molecular targets (24)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Adrenergic receptor alpha-2 | Adra2b|Adra2c|Adra2a | unknown | Ki 7.89 |
| Alpha-1D adrenergic receptor | ADRA1D | agonist | Ki 6.66 |
| Alpha-2A adrenergic receptor | ADRA2A | agonist | Ki 6.56 |
| Beta-3 adrenergic receptor | ADRB3 | agonist | EC50 6.50 |
| Alpha-1B adrenergic receptor | ADRA1B | agonist | Ki 6.50 |
| Alpha-2C adrenergic receptor | ADRA2C | agonist | Ki 6.45 |
| Alpha-2B adrenergic receptor | ADRA2B | agonist | Ki 6.40 |
| Alpha-1D adrenergic receptor | Adra1d | agonist | Ki 6.30 |
| Alpha-1A adrenergic receptor | Adra1a | unknown | IC50 6.20 |
| Beta-2 adrenergic receptor | ADRB2 | agonist | Kd 6.20 |
| Beta-2 adrenergic receptor | ADRB2 | unknown | Ki 6.18 |
| Beta-2 adrenergic receptor | Adrb2 | unknown | Ki 6.14 |
| D(2) dopamine receptor | DRD2 | unknown | Ki 6.04 |
| Alpha-1B adrenergic receptor | Adra1b | unknown | Ki 6.01 |
| Beta-1 adrenergic receptor | Adrb1 | unknown | Ki 5.96 |
| Alpha-1A adrenergic receptor | ADRA1A | agonist | Ki 5.70 |
| M18 aspartyl aminopeptidase | — | unknown | IC50 5.52 |
| Beta-1 adrenergic receptor | ADRB1 | unknown | Ki 5.52 |
| Arachidonate 15-lipoxygenase | ALOX15 | unknown | IC50 5.48 |
| Sodium-dependent noradrenaline transporter | SLC6A2 | unknown | Ki 5.43 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1948-11-19 | FDA | — | — |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
A01AD01 | ALIMENTARY TRACT AND METABOLISM › STOMATOLOGICAL PREPARATIONS › STOMATOLOGICAL PREPARATIONS › Other agents for local oral treatment |
B02BC09 | BLOOD AND BLOOD FORMING ORGANS › ANTIHEMORRHAGICS › VITAMIN K AND OTHER HEMOSTATICS › Local hemostatics |
C01CA24 | CARDIOVASCULAR SYSTEM › CARDIAC THERAPY › CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES › Adrenergic and dopaminergic agents |
R01AA14 | RESPIRATORY SYSTEM › NASAL PREPARATIONS › DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE › Sympathomimetics, plain |
R03AA01 | RESPIRATORY SYSTEM › DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES › ADRENERGICS, INHALANTS › Alpha- and beta-adrenoreceptor agonists |
R03AK01 | RESPIRATORY SYSTEM › DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES › ADRENERGICS, INHALANTS › Adrenergics in combination with corticosteroids or other drugs, excl. anticholinergics |
S01EA01 | SENSORY ORGANS › OPHTHALMOLOGICALS › ANTIGLAUCOMA PREPARATIONS AND MIOTICS › Sympathomimetics in glaucoma therapy |
S01EA51 | SENSORY ORGANS › OPHTHALMOLOGICALS › ANTIGLAUCOMA PREPARATIONS AND MIOTICS › Sympathomimetics in glaucoma therapy |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Local anaesthetic systemic toxicity | 2046.0 |
| Device failure | 1523.9 |
| Hereditary angioedema | 1327.7 |
| Anaphylactic reaction | 1316.8 |
| Cardiac arrest | 998.8 |
| Anaphylactic shock | 986.9 |
| Stress cardiomyopathy | 930.8 |
| Drug ineffective | 860.5 |
| Pemphigus | 676.2 |
| Liquid product physical issue | 635.4 |
| Hand deformity | 621.8 |
| Anaesthetic complication | 616.4 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Epinephrine is on its molecule page.
| Molecular formula | C9H13NO3 |
|---|---|
| Molecular weight | 183.21 g/mol |
| CAS number | — |
| InChIKey | UCTWMZQNUQWSLP-VIFPVBQESA-N |
| PubChem CID | 5816 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Epinephrine used for?
DrugCentral lists the following indications for Epinephrine: Acute exacerbation of asthma, Administration of Local Anesthetic Nerve Block, Allergic Reactions, Anaphylaxis, Asthma management, Bronchiectasis, Bronchitis and Dyspnea and others.
How does Epinephrine work?
Epinephrine is classified as Adrenergic alpha-Agonists and Adrenergic beta-Agonists; its molecular targets in DrugCentral include Adra2b|Adra2c|Adra2a, ADRA1D (agonist), ADRA2A (agonist) and ADRB3 (agonist).
When was Epinephrine first approved?
Epinephrine was first approved by the FDA in 1948.
What drug class does Epinephrine belong to?
Epinephrine is in the alpha-Adrenergic Agonist class.
What is the chemical formula of Epinephrine?
Epinephrine has the molecular formula C9H13NO3 and a molecular weight of 183.21 g/mol.
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Sources
- DrugCentral drug card 1028 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL1256958 — compound record and bioactivity
- PubChem CID 5816 — chemical identifiers
- DrugBank DB00668 — drug record
- FDA UNII YKH834O4BH — substance identity
- DailyMed: FDA labels for Epinephrine — current prescribing information (label search)
- UniProt P25100 (ADRA1D) — target protein
- UniProt P08913 (ADRA2A) — target protein
- UniProt P13945 (ADRB3) — target protein
- UniProt P35368 (ADRA1B) — target protein
- UniProt P18825 (ADRA2C) — target protein
- UniProt P18089 (ADRA2B) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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