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HCID 3947Erstellt: 3. November 2026

Lofepramin

Amplit · Leo 640 · Gamanil · Lopramine · Lofepramine · Lofepramine - Bio-X ? · Lofepramine in methanol · Lofepramine, 10 mM in DMSO

https://huagongshe.com/de/chemical/3947

Molekülstruktur von Lofepramin

Identifikatoren & physikalische Daten

CAS No.23047-25-8
SummenformelC26H27ClN2O
Durchschnittliche Molmasse419 g/mol
Monoisotopische Masse418,1811912 g/mol
SMILESCN(CCCN1c2ccccc2CCc2ccccc21)CC(=O)c1ccc(Cl)cc1
InChIKeySAPNXPWPAUFAJU-UHFFFAOYSA-N
PubChem CID3947
ChEMBLCHEMBL87708
ChEBICHEBI:47782
EC No.245-396-8
DTXSIDDTXSID2023220
Lokaler NameLofepramin

Chemische & physikalische Eigenschaften

XLogP6,8
Polarare Oberfläche (TPSA)23,6
H-Brücken-Donoren0
H-Brücken-Akzeptoren3
Frei drehbare Bindungen7
Schwere Atome30
Formalladung0
Komplexität523
LogP (Verteilungskoeffizient)log Kow = 7.3 /Estimated/
Color/FormCrystals from methanol or acetone
LöslichkeitIn water, 1.4X10-2 mg/L @ 25 °C /Estimated/Chloroform (Slightly), Methanol (Slightly)2.04mg/L at 25℃
Human DrugsPharmaceuticals
Schmelzpunkt104-406 °C103-105°C
Dampfdruck1.5X10-9 mm Hg @ 25 °C /Estimated/0Pa at 25℃
Henry-KonstanteHenry's Law constant = 2.0X10-11 atm-cu m/mol @ 25 °C /Estimated/
Other Experimental PropertiesEasily oxidized by air and other oxidizing agents to desipramine and p-chlorbenzoic acidMW: 455.43crystals from butanonemp: 152-154 °Csol in methanol, ethanol, chloroformpractically insol in water. /Hydrochloride/Hydroxyl radical reaction rate constant = 3.0X10-10 cu cm/molec-sec @ 25 °C /Estimated/
LagerbedingungenStore at +4°C
AggregatzustandSolid
FarbeLight Yellow to Light Beige
StabilitätUnstable in Solution

Sicherheit & Vorschriften

GHS-EinstufungDangerH336 (100%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposureNarcotic effects]P260, P261, P264, P270, P271, P304+P340, P308+P316, P319, P321, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische InformationenREACH registered substance: Lofepramine (EC: 245-396-8)
Special ReportsLancaster SG, Gonzalez JPLofepramine: A Review of its Pharmacodynamic and Pharmacokinetic Properties, and Therapeutic Efficacy in Depressive IllnessDrugs 37: 123-140 (1989)
Hazard Classes and CategoriesSTOT SE 3 (100%)
WechselwirkungenLofepramine may potentiate alcohol sedation.Seizures or arrhythmias may be precipitated /SRP: by flumazenil/ in patients with a serious cyclic antidepressant overdose. /Flumazenil/
Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ Lofepramine overdose in humans may be associated with tachycardia, hypertension, dry mouth, dilated pupils, ileus, blurred vision, dizziness, flushing, hypersalivation, muscle weakness, and vomiting. Only 1 of 55 cases studied had deep coma requiring ventilation. Hypotension, convulsion, and cardiac arrhythmias were not reported./SIGNS AND SYMPTOMS/ Twenty-one patients ingested between 0.14 and 4.9 g of lofepramine. Seven were asymptomatic (mean dose 1.85 g) and 14 patients had mild symptoms. One had a deep coma, suffered from respiration depression, and required ventilation for 36 hours. Five had mild hypertension, 5 had tachycardia, and several had anticholinergic symptoms. Hypotension, convulsion, and cardiac arrhythmias were not reported. When lofepramine was ingested with other drugs, hypotension, arrhythmias, and coma were observed.
Antidote and Emergency TreatmentMeasures such as hemodialysis and hemoperfusion are not likely to be of value in view of the high degree of protein binding and the extensive volume of distribution.Treatment of lofepramine overdose is largely symptomatic and supportive. Intubation and ventilation should be provided where indicated.

Anwendungen & Verwendung

Beschreibung

Lofepramine is a first generation tricyclic antidepressant that is extensively metabolized to desipramine. It potently inhibits serotonin and norepinephrine transporters (Kds = 70 and 5.4 nM, respectively) and less potently antagonizes serotonin, histamine, and muscarinic receptors.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
Physostigmine should not be used as an antidote for cyclic antidepressant overdose because it may worsen cardiac conduction disturbances, cause bradyarrhythmias or asystole, and aggravate or precipitate seizures. /Physostigmine/
Non-Human Toxicity ValuesLD50 Mouse oral >2500 mg/kg /Lofepramine hydrochloride/LD50 Mouse ip 920 mg/kg /Lofepramine hydrochloride/LD50 Mouse sc >1000 mg/kg /Lofepramine hydrochloride/LD50 Rat oral >1000 mg/kg /Lofepramine hydrochloride/For more Non-Human Toxicity Values (Complete) data for LOFEPRAMINE (6 total), please visit the HSDB record page.
Gefahrstoffdaten23047-25-8(Hazardous Substances Data)