Primaquinbis(phosphat)
Primaquine Diphosphate
Grundinformationen
- CAS
63-45-6- Standard-SMILES
COc1cc(NC(C)CCCN)c2ncccc2c1.O=P(O)(O)O.O=P(O)(O)O- InChIKey
GJOHLWZHWQUKAU-UHFFFAOYSA-N- Summenformel
- C15H27N3O9P2
- Durchschnittliche Molmasse
- 455,34 g/mol
- Monoisotopische Masse
- 455,12225344
Überblick
Primaquine Phosphate is the phosphate salt form of primaquine, a synthetic, 8-aminoquinoline derivative with antimalarial properties. Although its mechanism of action is unclear, primaquine bind to and alter the properties of protozoal DNA. This agent eliminates tissue (exo-erythrocytic) malarial infection, preventing the development of the erythrocytic forms of the parasite which are responsible for relapses in Plasmodium vivax and ovale malaria. Primaquine is active against late hepatic stages (hypnozoites, schizonts).
Namen und Bezeichner
- Bevorzugter Name
- Primaquine Diphosphate
- IUPAC
- 4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine;phosphoric acid
- Lokaler Name
- Primaquinbis(phosphat)
- Englischer Name
- Primaquine diphosphate
- Summenformel
- C15H27N3O9P2
- Molmasse
- 455.34
Namen und Synonyme
primaquine diphosphate63-45-6PRIMAQUINE PHOSPHATEMalquine1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate (1:2)DTXSID6045248CAMDENPrimaquini diphosphasH0982HF78BNSC-149765WR 2975DTXCID4025248
Weitere Namen anzeigen
VST1001VST 1001VST-1001primachinPRIMAQUINEPHOSPHATE,USPPrimaquine diphosphate,98%Primaquine diphosphate CRS
Diphosphate, PrimaquinePhosphate, PrimaquineRefChem:56453NSC27296Primaquine bisphosphatePrimaquine (Diphosphate)N4-(6-methoxyquinolin-8-yl)pentane-1,4-diamine bis(phosphate)CCRIS 1946
Datenbank-Bezeichner
- CAS
63-45-6- PubChem CID
- 6135
- DTXSID
DTXSID6045248- ChEMBL
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 216 Ų
- H-Brücken-Donoren
- 8
- H-Brücken-Akzeptoren
- 12
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 312
Experimentelle und physikochemische Eigenschaften
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-infective Agents; Antiparasitic Agents; Antimalarials; Antiprotozoal Agents
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section161.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 205 · 205-206 °C (dec.)(lit.)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 50 mg/mL, · water: soluble50mg/mL, clear, orange to red
- Aggregatzustand
- Solid
- Farbe
- Red brown to orange
- Wasserlöslichkeit
- moderately soluble
- Merck
- 13 · 13,7833
- BRN
- 3812133 · 3812133
- BCS Class
- 1 · 1 (CLogP), 3 (LogP)
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
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
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Other Safety InformationIMAP assessments - 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate(1:2): Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Primaquine phosphate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Sicherheitsdaten
- F
- 10
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29334900
- RTECS-Nr.
- VA9660000
- risk_code
- 25
- hazard_code
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
PRIMAQUINE PHOSPHATE
Antimalarial [EPC]
MeSH Pharmacological ClassificationAgents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
Anwendungen
VerwendenPrimaquine diphosphate is an established antimalarial drug used in the treatment of persistent liver forms of P. vivax or P. ovale infection for its ability to kill late-stage gametocytes and hypnozoites. In historical terms, this aminoquinoline was the stimulus for the discovery of glucose-6-phosphate (G6P) dehydrogenase deficiency as it induced hemolytic anemia in patients lacking the G6P-metabolizing enzyme.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
1
Notizen zur Verbindung
Wird geladen…