Apraclonidine

HCID 2216CAS 66711-21-5

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is an imidazoline that is 2-amino 4,5-dihydro-1H-imidazoline in which one of the exocyclic amino hydrogens has been replaced by a 4-amino-2,6-dichlorophenyl group.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

apraclonidine66711-21-54-AminoclonidineApraclonidinaApraclonidinump-aminoclonidine2,6-dichloro-1-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine843CEN85DICHEBI:2788DTXSID10484151,4-Benzenediamine, 2,6-dichloro-N'-(4,5-dihydro-1H-imidazol-2-yl)-para-aminoclonidine
Weitere Namen anzeigen
NC-14ApraclonldineApraclondine HclApraclonidine USP/EP/BPApraclonidine - API Standards2-((4-Amino-2,6-dichlorophenyl)imino)imidazolidine2,6-Dichloro-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine
Iopimax2-(4-amino-2,6-dichloro)phenyliminoimidazolidineRefChem:57693DTXCID9028388S01EA03AplonidineApraclonidinum [INN-Latin]Apraclonidina [INN-Spanish]

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

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP1.4
Solubility4.09e-01 g/L
Human DrugsBreast Feeding; Lactation; Adrenergic alpha-2 Receptor Agonists; Antiglaucoma Agents
Physical DescriptionSolid

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)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Toxikologische Informationen

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

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 · 3 Einträge

S01EA03

S - Sensory organs

QS - Sensory organs

Protein Binding98.7%
PharmacodynamicsApraclonidine significantly lowers intraocular pressure with minimal effects on cardiovascular and pulmonary parameters. It lowers intraocular pressure by reducing aqueous humor production and increasing uveoscleral outflow.
Mechanism of Action · 1 Eintrag

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.

Biological Half-Life8 hours
FDA Pharmacological Classification · 6 Einträge

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

Anbieter14 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: An imidazoline compound having a 4-amino-2,6-dichloroanilino group at the 2-position.

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