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Dyclonine

HCID 3180
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Grundinformationen

CAS
586-60-7
Standard-SMILES
CCCCOc1ccc(C(=O)CCN2CCCCC2)cc1
InChIKey
BZEWSEKUUPWQDQ-UHFFFAOYSA-N
Summenformel
C18H27NO2
Durchschnittliche Molmasse
289,4 g/mol
Monoisotopische Masse
289,2041791

Überblick

Dyclonine is N-Ethylpiperidine in which one of the hydrogens attached to the methyl group is substituted by a 4-butoxybenzoyl group. It has a role as a topical anaesthetic. It is a member of piperidines and an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name
Dyclonine
IUPAC
1-(4-butoxyphenyl)-3-piperidin-1-ylpropan-1-one
Englischer Name
DYCLONINE
Summenformel
C18H27NO2
Molmasse
289.41

Namen und Synonyme

dyclonineDyclocaine586-60-7DicloninaDycloninum1-(4-butoxyphenyl)-3-(piperidin-1-yl)propan-1-one4'-Butoxy-3-piperidinopropiophenone3-Piperidino-4'-butoxypropiophenone2-(1-piperidyl)ethyl p-butoxyphenyl ketone4-butoxy-beta-piperidinopropiophenone1-(4-Butoxyphenyl)-3-(1-piperidinyl)-1-propanone4-n-butoxy-beta-(1-piperidyl)propiophenone
Weitere Namen anzeigen
ycloninedycloninDacronineDyclonine HCIDYCLONINE USP/EP/BP4'-Butoxy-β-piperidinopropiophenone
078A24Q30OCHEBI:4724DTXSID60478641-propanone, 1-(4-butoxyphenyl)-3-(1-piperidinyl)1-Propanone,1-(4-butoxyphenyl)-3-(1-piperidinyl)-RefChem:55082DTXCID6027840N01BX02

Datenbank-Bezeichner

CAS
586-60-7
PubChem CID
3180
DTXSID
DTXSID6047864

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,6
Polarare Oberfläche (TPSA)
29,5 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
8
Schwere Atome
21
Formalladung
0
Komplexität
292

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP3.7
Solubility · 2 Einträge

Soluble (HCl salt)

4.60e-02 g/L

Human Drugs · 2 Einträge

Breast Feeding; Lactation; Anesthetics, Local

Pharmaceuticals

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point174-175
Physical DescriptionSolid
Dissociation Constants9
Collision Cross Section178.11 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Sicherheit und Regulatorisches

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

Toxikologische Informationen

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 4 Einträge

N - Nervous system

R - Respiratory system

QR - Respiratory system

QN - Nervous system

Pharmacodynamics · 1 Eintrag

Dyclonine is an oral anasthetic. If substantial quantities of local anesthetics are absorbed through the mucosa, actions on the central nervous system (CNS) may cause CNS stimulation and/or CNS depression. Actions on the cardiovascular system may cause depression of cardiac conduction and excitability and, with some of these agents, peripheral vasodilation.

Mechanism of Action · 1 Eintrag

Local anesthetics block both the initiation and conduction of nerve impulses by decreasing the neuronal membrane's permeability to sodium ions. This reversibly stabilizes the membrane and inhibits depolarization, resulting in the failure of a propagated action potential and subsequent conduction blockade.

Biological Half-LifeApproximately 30 to 60 minutes.
MeSH Pharmacological Classification · 1 Eintrag

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

Absorption, Distribution and Excretion · 1 Eintrag

Readily absorbed through mucous membranes into the systemic circulation. The rate of absorption is influenced by the vascularity or rate of blood flow at the site of application, the total dosage (concentration and volume) administered, and the duration of exposure. Absorption from mucous membranes of the throat or respiratory tract may be especially rapid.

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
ChEMBL
CHEMBL1201217
ChEBI
CHEBI:4724
UNII
078A24Q30O
Nikkaji
J6.738E
Siedepunkt
424.5 · 424.5±25.0 °C(Predicted)
Dichte
1.017 · 1.017±0.06 g/cm3(Predicted)
pka
8.68 · 8.68±0.10(Predicted)
Cellular Locations
Extracellular

Verwendung und Herstellung

Use ClassificationPharmaceuticals

Anwendungen

Verwendenanesthetic (local)

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

HydrogenchloridPiperidin-hydrochloridParaformaldehyde

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Ergänzende Hinweise

DefinitionChEBI: N-Ethylpiperidine in which one of the hydrogens attached to the methyl group is substituted by a 4-butoxybenzoyl group.