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    Promethazine molecular structure

    Promethazine Stats & Data

    Phenergan Promethazine hcl
    Chemical Class medicine
    Psychoactive Class Depressant

    Pharmacology

    DrugBank
    State Solid

    Description

    Promethazine, originally known as 3,277 R.P., is an N-dimethylaminopropyl derivative of phenothiazine that was developed in France in 1946. Promethazine antagonizes a variety of receptors, allowing it to be used for a number of indications including allergic reactions, pain, sedation, nausea, and vomiting. Promethazine was granted FDA approval before 29 March 1951.

    Mechanism of Action

    Promethazine is a an antagonist of histamine H1, post-synaptic mesolimbic dopamine, alpha adrenergic, muscarinic, and NMDA receptors. The antihistamine action is used to treat allergic reactions. Antagonism of muscarinic and NMDA receptors contribute to its use as a sleep aid, as well as for anxiety and tension. Antagonism of histamine H1, muscarinic, and dopamine receptors in the medullary vomiting center make promethazine useful in the treatment of nausea and vomiting.

    Pharmacodynamics

    Promethazine is is a histamine H1 antagonist that can be used for it's ability to induce sedation, reduce pain, and treat allergic reactions. Promethazine's effects generally last 4-6h but can last up to 12h. Patients should be counselled regarding CNS and respiratory depression, reduce seizure threshold, and bone marrow depression.

    Metabolism

    Promethazine is predominantly metabolized to promethazine sulfoxide, and minorly to desmethylpromethazine and a hydroxy metabolite. Hydroxylation of promethazine is predominantly mediated by CYP2D6.

    Absorption

    A 25mg dose of intramuscular promethazine reaches a Cmax of 22ng/mL. Intravenous promethazine reaches a Cmax of 10.0ng/mL, with a Tmax of 4-10h, and an AUC of 14,466ng\*h/mL. Oral promethazine is only 25% bioavailable due to first pass metabolism. Oral promethazine reaches a Cmax of 2.4-18.0ng/mL, with a Tmax of 1.5-3h, and an AUC of 11,511ng\*h/mL.

    Toxicity

    The intraperitoneal LD50 in rats is 170mg/kg and in mice is 160mg/kg. The subcutaneous LD50 in rats is 400mg/kg and in mice is 240mg/kg. The oral LD50 in mice is 255mg/kg. Patients experiencing an overdose of promethazine may present with mild central nervous system and cardiovascular depression, hypotension, respiratory depression, unconciousness, hyperreflexia, hypertonia, ataxia, athetosis, extensor-plantar reflexes, convulsions, dry mouth, flushing, gastrointestinal symptoms, and fixed, dilated pupils. Treat overdoses with symptomatic and supportive treatment, which may include activated charcoal, sodium sulfate, magnesium sulfate, controlled ventilation, diazepam, intravenous fluids, vasopressors, norepinephrine, phenylephrine, anticholinergic antiparkinsonian agents, diphenhydramine, barbiturates, or oxygen.

    Indication

    Promethazine tablets and suppositories are indicated to treat rhinitis, allergic conjunctivitis, allergic reactions to blood or plasma, dermographism, anaphylactic reactions, sedation, nausea, vomiting, pain, motion sickness, and allergic skin reactions. Promethazine cough syrup with phenylephrine and codeine is indicated to relieve cough and upper respiratory symptoms, and nasal congestion associated with allergy or the common cold.

    Half-life

    The elimination half life of promethazine is approximately 12-15h.

    Protein Binding

    Promethazine is 93% protein bound in serum, mostly to albumin.

    Elimination

    An intravenous dose of promethazine is 0.64% eliminated in the urine as the unchanged parent drug, 0.02-2.02% in the urine as desmethylpromethazine, 10% in the urine as promethazine sulfoxide.

    Volume of Distribution

    The volume of distribution of promethazine is approximately 970L or 30L/kg.

    Clearance

    The intravenous clearance of promethazine is approximately 1.14L/min. The renal clearance of promethazine is 5.9mL/min and the renal clearance of promethazine sulfoxide is 90.4mL/min.

    Tolerance & Pharmacokinetics

    drugs.wiki

    Tolerance Decay

    Full tolerance 3d Half tolerance 4d Baseline ~5d

    Experience Report Analysis

    Erowid
    35 Reports
    2000–2020 Date Range
    10 With Age Data
    20 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid

    Effects aggregated from 35 experience reports (35 Erowid)

    35 Reports
    20 Effects Detected
    10 Positive
    5 Adverse
    5 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 10

    Sedation 45.7% 70%
    Euphoria 28.6% 70%
    Stimulation 22.9% 70%
    Anxiety Suppression 20.0% 70%
    Focus Enhancement 17.1% 70%
    Music Enhancement 17.1% 70%
    Tactile Enhancement 14.3% 70%
    Pain Relief 8.6% 70%
    Color Enhancement 8.6% 70%
    Empathy 8.6% 70%

    Adverse Effects 5

    Nausea 25.7% 70%
    Confusion 11.4% 70%
    Motor Impairment 11.4% 70%
    Memory Suppression 8.6% 70%
    Muscle Tension 8.6% 70%

    Dosage Distribution

    Dose distribution from experience reports

    Median: 75.0 mg IQR: 25.0–100.0 mg n=16

    Real-World Dose Distribution

    62K Doses

    From 56 individual dose entries

    Oral (n=44)

    Median: 50.0mg 25th: 25.0mg 75th: 100.0mg 90th: 108.4mg
    mg/kg median: 0.712 mg/kg 75th: 1.253

    Common Combinations

    Most co-occurring substances in experience reports

    Form / Preparation

    Most common forms and preparations reported

    Body-Weight Dosing

    Dose relative to body weight from reports with weight data

    Median: 0.984 mg/kg IQR: 0.424–1.225 mg/kg n=16

    Redose Patterns

    Redosing behavior across 22 reports

    18.2% Redosed
    1.3 Avg Doses
    60m Median Interval
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