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Melatonin

N05C - Hypnotics and sedatives ATC N05CH01 Small molecule approved 2007 Oral Natural product

JFDA label: Melaton Fast Dissolving Tablets

Mechanism of Action

Agonist of Melatonin receptor — Melatonin receptor agonist

TargetActionGene / class
Melatonin receptor efficacy AGONIST

Indications

Approved

  • Autistic Disorder — autism
  • Sleep Initiation and Maintenance Disorders — insomnia

Off-label

  • Acute Kidney Injury
  • Alcohol-Related Disorders
  • Anxiety
  • Aortic Aneurysm
  • Atrial Fibrillation
  • Attention Deficit Disorder with Hyperactivity
  • Barrett Esophagus
  • Bipolar Disorder
  • Brain Injuries
  • Breast Neoplasms
  • Burns
  • Carcinoma, Non-Small-Cell Lung
  • Child Development Disorders, Pervasive
  • Cognitive Dysfunction
  • Colitis, Ulcerative
  • Delirium
  • Dementia
  • Dengue
  • Depressive Disorder
  • Depressive Disorder, Major
  • Dermatitis, Atopic
  • Enuresis
  • Epilepsy
  • Essential Hypertension
  • Eye Neoplasms
  • Fatigue
  • Fibromyalgia
  • Gastroesophageal Reflux
  • Head and Neck Neoplasms
  • Hemorrhage
  • Hypertension
  • Irritable Bowel Syndrome
  • Keratosis, Actinic
  • Melanoma
  • Menopause
  • Metabolic Syndrome
  • Migraine Disorders
  • Multiple Sclerosis, Relapsing-Remitting
  • Myocardial Infarction
  • Neoplasms
  • Pain
  • Parkinson Disease
  • Periodontitis
  • Prediabetic State
  • Prognathism
  • Reperfusion Injury
  • Schizophrenia
  • Severe Acute Respiratory Syndrome
  • Sleep Wake Disorders
  • Squamous Cell Carcinoma of Head and Neck
  • Stroke
  • Tooth Diseases
  • Uveal Melanoma
  • Wounds and Injuries

Adverse Reactions

Very Common >10%Common 1–10%Uncommon 0.1–1% Rare 0.01–0.1%Very Rare <0.01%Not Known

Cardiac disorders (3)

Not Known Angina pectoris · Cardiac disorder · Palpitations

Vascular disorders (2)

Not Known Hot flush · Hypertension

Nervous system disorders (8)

Not Known Dizziness · Headache · Loss of consciousness · Memory impairment · Migraine · Paraesthesia · Somnolence · Syncope

Hepatobiliary disorders (4)

Not Known Hepatic enzyme increased · Hepatobiliary disease · Hyperbilirubinaemia · Liver function test abnormal

Renal and urinary disorders (4)

Not Known Haematuria · Polyuria · Proteinuria · Urinary tract disorder

Blood and lymphatic system disorders (2)

Not Known Leukopenia · Thrombocytopenia

Immune system disorders (2)

Not Known Hypersensitivity · Immune system disorder

Metabolism and nutrition disorders (3)

Not Known Hypertriglyceridaemia · Hypocalcaemia · Hyponatraemia

Gastrointestinal disorders (15)

Not Known Abdominal discomfort · Abdominal pain · Abdominal pain upper · Dry mouth · Dyspepsia · Flatulence · Gastrointestinal disorder · Gastrointestinal pain · Gastrointestinal sounds abnormal · Gastrointestinal tract irritation · Gastrooesophageal reflux disease · Nausea · Stomatitis · Thirst · Vomiting

Skin and subcutaneous tissue disorders (13)

Not Known Angioedema · Dermatitis · Dry skin · Eczema · Erythema · Hand dermatitis · Nail disorder · Oral mucosal blistering · Pruritus · Pruritus generalised · Rash · Rash generalised · Skin disorder

Musculoskeletal and connective tissue disorders (6)

Not Known Arthralgia · Arthritis · Back pain · Connective tissue disorder · Muscle spasms · Musculoskeletal discomfort

Psychiatric disorders (13)

Not Known Abnormal dreams · Aggression · Agitation · Anxiety · Depressed mood · Disorientation · Insomnia · Irritability · Libido increased · Mental disorder · Mood swings · Nightmare · Terminal insomnia

Eye disorders (4)

Not Known Eye disorder · Lacrimation increased · Vision blurred · Visual acuity reduced

Ear and labyrinth disorders (2)

Not Known Vertigo · Vertigo positional

Reproductive system and breast disorders (3)

Not Known Breast disorder · Galactorrhoea · Priapism

Infections and infestations (3)

Not Known Herpes zoster · Infection · Nasopharyngitis

Investigations (4)

Not Known Blood triglycerides increased · Laboratory test abnormal · Urine output increased · Weight increased

General disorders and administration site conditions (38)

Not Known Affect lability · Angiopathy · Asthenia · Breath odour · Chest pain · Disturbance in attention · Disturbance in sexual arousal · Dreamy state · Fatigue · Gastric disorder · Gastritis · Glycosuria · Infestation · Lethargy · Malnutrition · Menopausal symptoms · Mouth ulceration · Neck pain · Nervous system disorder · Nervousness · Night sweats · Nocturia · Oedema mouth · Pain · Pain in extremity · Prostatitis · Protein urine present · Prurigo · Psoriasis · Restless legs syndrome · Salivary hypersecretion · Shock · Stress · Tension · Tongue disorder · Tongue oedema · Tongue ulceration · Urethral disorder

Dosing

Source: openFDA

Adults and children 5 to 10 drops orally, 1 time daily or as otherwise directed by a health care professional. If symptoms persist for more than 7 days, consult your health care professional. Consult a physician for use in children under 12 years of age.

Warnings & Precautions

Source: openFDA

Warnings & Precautions

If pregnant or breast-feeding, ask a health professional before use. Keep out of reach of children. In case of overdose, get medical help or contact a Poison Control Center right away. Do not use if tamper evident seal is broken or missing. Store in a cool, dry place.

Pregnancy & Lactation

Lactation

Caution Hale L3

Melatonin has no specific use during breastfeeding, and no data exist on the safety of maternal use of melatonin during breastfeeding.

Chemistry & Properties

2D structure
FormulaC13H16N2O2
Molecular weight232.28 g/mol
IUPAC nameN-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
CAS73-31-4
PubChem CID896
InChIKeyDRLFMBDRBRZALE-UHFFFAOYSA-N
logP1.86 (XLogP 0.8)
Polar surface area54.12 Ų
H-bond acceptors / donors2 / 2
Drug-likeness (QED)0.84
Lipinski violations0
SMILESCOc1ccc2[nH]cc(CCNC(C)=O)c2c1

Biology & Pharmacokinetics

Pharmacokinetics predicted

Bioavailability70.0%
Half-life0.839 h
Volume of distribution1.027 L/kg
Protein binding51.2%
BBB penetrantNo

Enzyme interactions

EnzymeRoleDetail
CYP1A2Inhibitor Ki 12.000000000000007 µM
CYP1A2Substrate
CYP2B6Substrate
CYP2C19Substrate
CYP2C9Substrate
CYP2D6Substrate
CYP3A4Inhibitor

Receptor binding (top 7)

TargetActionAffinity
MT1R Binding pKi 10.0
MT2R Binding pKi 9.8
Melatonin 1B (MTNR1B) Binding pKi 9.6
Melatonin Binding pKi 9.4
Melatonin 1A (MTNR1A) Binding pKi 9.4
5-HT2B (HTR2B) Binding pKi 5.2
5-HT2B receptor (HTR2B) Antagonist pKi 5.2

Transporters

BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)MRP2 (Inhibitor)MRP3 (Inhibitor)MRP4 (Inhibitor)OAT3 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)Transporter(unspecified) (Substrate)

Drug–drug interactions (17, DDInter)

Interacting drugSeverityManagement
Alpelisib moderate
Anagrelide moderate
Deferasirox moderate
Ifosfamide moderate
Lorlatinib moderate
Olaparib moderate
Osimertinib moderate
Rucaparib moderate
Teriflunomide moderate
Vemurafenib moderate
Warfarin moderate
Caffeine minor
Cimetidine minor
Diethylstilbestrol minor
Ethinylestradiol minor
Obeticholic acid minor
Osilodrostat minor

Registered Products (7)

BrandForm / strengthPackAgentCitizen (JOD)
Melaton Fast Dissolving Tablets Tablet 3.0 mg 10 tab pack varies Itqan Pharmaceutical Industries 2.080
Melaton Fast Dissolving Tablets Tablet 5.0 mg 10 tab pack varies Itqan Pharmaceutical Industries 2.630
Melaton Fast Dissolving Tablets Tablet 5.0 mg 20 tab pack varies Itqan Pharmaceutical Industries 4.970
Melaton Fast Dissolving Tablets Tablet 3.0 mg 30 tab pack varies Itqan Pharmaceutical Industries 5.890
Meladaat Tablet 5 mg/1BOX 30 tab Nairoukh Drug Store 7.450
Melaton Fast Dissolving Tablets Tablet 5.0 mg 30 tab pack varies Itqan Pharmaceutical Industries 7.450
JP Melatonin 5mg softgel Capsules Capsule melatonin 5 mg 60 cap Land Of Medicine Drug Store 23.680