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Promethazinhydrochlorid

Promethazine Hydrochloride

HCID 6014
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Grundinformationen

CAS
58-33-3
Standard-SMILES
CC(CN1c2ccccc2Sc2ccccc21)N(C)C.Cl
InChIKey
XXPDBLUZJRXNNZ-UHFFFAOYSA-N
Summenformel
C17H20N2S.ClH
Durchschnittliche Molmasse
320,9 g/mol
Monoisotopische Masse
320,11139735

Überblick

Promethazine hydrochloride is an odorless white to faint yellow crystalline powder. Bitter taste. A 10% solution in water has a pH of 3.5-5.0. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Promethazine Hydrochloride
IUPAC
N,N-dimethyl-1-phenothiazin-10-ylpropan-2-amine;hydrochloride
Lokaler Name
Promethazinhydrochlorid
Englischer Name
Promethazine hydrochloride
Summenformel
C17H21ClN2S
Molmasse
320.88

Namen und Synonyme

PROMETHAZINE HYDROCHLORIDE58-33-3Promethazine HclRemsedPromethaconPrometheganDiprasineFellozineGanphenPlletiaPrometh FortisPrometh Plain
Weitere Namen anzeigen
PhenaPHENERGANpromineN,N-Dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine hydrochlorideatosilhl8700
Mymethazine FortisAnergan 25KinetosinPromantinePhencenPrimineDormePromethazine chloride

Datenbank-Bezeichner

CAS
58-33-3
PubChem CID
6014
DTXSID
DTXSID3021192
ChEMBL
CHEMBL1200750
ChEBI
CHEBI:8462
UNII
R61ZEH7I1I
EC Number
200-375-2

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

Polarare Oberfläche (TPSA)
31,8 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
21
Formalladung
0
Komplexität
298

Experimentelle und physikochemische Eigenschaften

Solubilitygreater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
Human Drugs · 3 Einträge

Breast Feeding; Lactation; Milk, Human; Antiemetics; Antipruritics; Phenothiazines

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point446 to 450 °F (decomposes) (NTP, 1992)
Physical DescriptionPromethazine hydrochloride is an odorless white to faint yellow crystalline powder. Bitter taste. A 10% solution in water has a pH of 3.5-5.0. (NTP, 1992)
Collision Cross Section162.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
230 · 230-232°C
Flammpunkt
9 ℃ · 9℃
storage temp.
2 · 2-8°C
Löslichkeit
Very soluble in water, freely soluble in ethanol (96 per cent) and in methylene chloride.
Aggregatzustand
Solid
Farbe
White to Almost white
PH
pH (50g/L, 25℃) : 4.0~6.0
Geruch (Odor)
Odorless
Merck
14 · 14,7786
BRN
4166397 · 4166397
BCS Class
1 · 1,3
Major Application
pharmaceutical (small molecule)
InChI
InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
InChIKey
XXPDBLUZJRXNNZ-UHFFFAOYSA-N
SMILES
N1(CC(C)N(C)C)C2C=CC=CC=2SC2=CC=CC=C12.Cl
CAS Datenbank
58 · 58-33-3(CAS DataBase Reference)
EPA chemische Informationen
Promethazine hydrochloride (58-33-3)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 0.7% (1 of 142) of reports.

Danger

H302 (92.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 142 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information10H-Phenothiazine-10-ethanamine, N,N,.alpha.-trimethyl-, monohydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 10H-Phenothiazine-10-ethanamine, N,N,.alpha.-trimethyl-, monohydrochloride: Environment tier I assessment
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 Eintrag

SYMPTOMS: Symptoms of exposure to this compound include excitement, sleepiness, convulsions and rigidity. Other symptoms include leukopenia, agranulocytosis, drowsiness, confusion and stupor. Acute transitory myopia may occur. Central nervous system effects may also occur. It may cause an increase in blood pressure, mild hypotension, jaundice, extra-pyramidal reactions and photosensitivity. It may also cause dizziness, central nervous system depression, vomiting, local anesthesia, abdominal pain, diarrhea and dryness of the mouth, throat and nose. Symptoms of exposure to this type of compound include muscular weakness, tachycardia, nausea, sedation, tinnitus, lassitude, incoordination, fatigue, blurred vision, diplopia, euphoria, nervousness, insomnia, tremors, loss of appetite, epigastric distress, constipation, cough, urinary retention or frequency, dysuria, palpitation, headache, tightness of the chest, tingling, heaviness and weakness of the hands, allergic dermatitis, fever, hemolytic anemia (rare), fixed and dilated pupils, and flushing. In children, exposure can cause hallucinations, excitement, ataxia, incoordination, athetosis and convulsions.

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 Eintrag

PROMETHAZINE HYDROCHLORIDE is sensitive to light. In aqueous solution, it is degraded by heat and light (more rapidly in air or oxygen). Incompatible with alkalis and alkaline solutions such as those of aminophylline, soluble barbiturates and phenytoin sodium. Iron(III) and copper(III) accelerate the degradation (NTP, 1992).

Air and Water ReactionsSlowly oxidizes in air, acquiring a blue color. Also turns blue on exposure to moisture. Water soluble.
Hazard Classes and CategoriesAcute Tox. 4 (92.3%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. If symptoms (such as redness or irritation) develop, immediately transport the victim to a hospital.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.

Toxikologische Informationen

Exposure RoutesOn average, 88% of a promethazine dose is absorbed after oral administration; however, the absolute bioavailability is only 25% because of first-pass clearance.
Toxicity Summary · 1 Eintrag

Like other H1-antagonists, promethazine competes with free histamine for binding at H1-receptor sites in the GI tract, uterus, large blood vessels, and bronchial muscle. The relief of nausea appears to be related to central anticholinergic actions and may implicate activity on the medullary chemoreceptor trigger zone.

Signs and Symptoms · 1 Eintrag

Symptoms of overdose include mild depression of the central nervous system and cardiovascular system to profound hypotension, respiratory depression, unconsciousness, and sudden death. Other reported reactions include hyperreflexia, hypertonia, ataxia, athetosis, and extensor-plantar reflexes (Babinski reflex).

Carcinogen Classification · 6 Einträge

Promethazine Hydrochloride

TR-425: Toxicology and Carcinogenesis Studies of Promethazine Hydrochloride (CASRN 58-33-3) in F344/N Rats and B6C3F1 Mice (Gavage Studies) (1993 )

12/01/92

No Evidence

No Evidence

No Evidence

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Promethazine hydrochloride

vLess-DILI-concern

5

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Toxicity DataIV, Mouse: LD<sub>50</sub>=55mg/kg

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29343000
RTECS-Nr.
SO8225000
risk_code
22-36/37/38-51/53-43-20/22
Toxizität
LD50 i.v. in mice: 55.0 mg/kg (Rajsner)
hazard_code
Xn,N
safety_code
26-36-61-60-36/37/39-28-22
hazard_class
6.1(b)
packing_group
III
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 OralAquatic Chronic 2Eye Dam. 1Skin Sens. 1

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesHepatic Route of Elimination: Promethazine hydrochloride is metabolized in the liver, with the sulfoxides of promethazine and N-desmethylpromethazine being the predominant metabolites appearing in the urine. Half Life: 16-19 hours
FDA Pharmacological Classification · 6 Einträge

PROMETHAZINE HCI

Phenothiazine [EPC]; Phenothiazines [CS]

PROMETHAZINE HCL

Phenothiazines [CS]; Phenothiazine [EPC]

PROMETHAZINE HYDROCHLORIDE

Phenothiazines [CS]; Phenothiazine [EPC]

MeSH Pharmacological Classification · 3 Einträge

Agents, usually topical, that relieve itching (pruritus).

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

Verwendung und Herstellung

UsesFor the treatment of allergic disorders, and nausea/vomiting.
General Manufacturing Information10H-Phenothiazine-10-ethanamine, N,N,.alpha.-trimethyl-, hydrochloride (1:1): INACTIVE
Anwendungen · 1 Eintrag

VerwendenPromethazine hydrochloride is used as antihistamine; antiemetic; central nervous system depressant; sedative; anticholinergic; antiserotoninergic; local anesthetic; in the treatment of motion sickness, cough linctuses, nausea, and allergic conditions; used to control Parkinsonian symptoms and as central nervous system depressant; in pills, syrup, injections and suppositories.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Phenothiazin

Ergänzende Hinweise

DefinitionChEBI: The hydrochloride salt of promethazine.

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