Grundinformationen
- Standard-SMILES
Nc1cc(Cl)c(NC2=NCCN2)c(Cl)c1- InChIKey
IEJXVRYNEISIKR-UHFFFAOYSA-N- Summenformel
- C9H10Cl2N4
- Durchschnittliche Molmasse
- 245,11 g/mol
- Monoisotopische Masse
- 244,02825168
Überblick
Apraclonidine is an imidazoline that is 2-amino 4,5-dihydro-1H-imidazoline in which one of the exocyclic amino hydrogens has been replaced by a 4-amino-2,6-dichlorophenyl group. It has a role as a diagnostic agent, a beta-adrenergic agonist, an alpha-adrenergic agonist, an antiglaucoma drug and an ophthalmology drug. It is a dichlorobenzene, a member of guanidines and a member of imidazolines. It is a conjugate base of an apraclonidine(1+).
Namen und Bezeichner
- Bevorzugter Name
- Apraclonidine
- IUPAC
- 2,6-dichloro-1-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine
- Englischer Name
- Apraclonidine
- Summenformel
- C9H10Cl2N4
- Molmasse
- 245.11
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
66711-21-5- PubChem CID
- 2216
- DTXSID
DTXSID1048415- ChEMBL
CHEMBL647- ChEBI
CHEBI:2788- UNII
- 843CEN85DI
- EC Number
- 636-293-2
- Nikkaji
- J247.956G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,3
- Polarare Oberfläche (TPSA)
- 62,4 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 246
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 230 ° · >230°
- Siedepunkt
- 395.5 · 395.5±52.0 °C(Predicted)
- Dichte
- 1.63 · 1.63±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- 45 % · 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.4 mg/mL Solutions may be stored for several days at 4°C
- pka
- 9.26 · 9.26±0.50(Predicted)
- Aggregatzustand
- solid
- Farbe
- white
- CAS Datenbank
- 66711 · 66711-21-5(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Toxikologische Informationen
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 1
- risk_code
- 23/24/25
- hazard_code
- T
- safety_code
- 22-36/37/39-45
Chemie und Industrie
Pharmakologische Informationen
ATC Code
S01EA03
S - Sensory organs
QS - Sensory organs
Mechanism of Action
Apraclonidine is a relatively selective alpha2 adrenergic receptor agonist that stimulates alpha1 receptors to a lesser extent. It has a peak ocular hypotensive effect occurring at two hours post-dosing. The exact mechanism of action is unknown, but fluorophotometric studies in animals and humans suggest that Apraclonidine has a dual mechanism of action by reducing aqueous humor production through the constriction of afferent ciliary process vessels, and increasing uveoscleral outflow.
FDA Pharmacological Classification
843CEN85DI
APRACLONIDINE
Mechanisms of Action [MoA] - Adrenergic alpha-Agonists
Established Pharmacologic Class [EPC] - alpha-Adrenergic Agonist
Apraclonidine is an alpha-Adrenergic Agonist. The mechanism of action of apraclonidine is as an Adrenergic alpha-Agonist.
APRACLONIDINE
Absorption, Distribution and Excretion
Topical use of apraclonidine ophthalmic solution leads to systemic absorption. Studies of apraclonidine (0.5% ophthalmic solution) dosed one drop three times a day in both eyes for 10 days in normal volunteers yielded mean peak and trough concentrations of 0.9 ng/mL and 0.5 ng/mL, respectively.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter14 Anbieter
Ergänzende Hinweise
DefinitionChEBI: An imidazoline compound having a 4-amino-2,6-dichloroanilino group at the 2-position.
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