Spartein
Sparteine
Grundinformationen
- CAS
90-39-1- Standard-SMILES
C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@@H]34)[C@H]2C1- InChIKey
SLRCCWJSBJZJBV-ZQDZILKHSA-N- Summenformel
- C15H26N2
- Durchschnittliche Molmasse
- 234,38 g/mol
- Monoisotopische Masse
- 234,20959884
Überblick
Sparteine is a quinolizidine alkaloid and a quinolizidine alkaloid fundamental parent.
Namen und Bezeichner
- Bevorzugter Name
- Sparteine
- IUPAC
- (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
- Lokaler Name
- Spartein
- Englischer Name
- (-)-SPARTEINE
- Summenformel
- C15H26N2
- Molmasse
- 234.38
Namen und Synonyme
Sparteine(-)-Sparteine90-39-1L-SPARTEINEEsparteinaLupinidinSparteinaSparteinumGenisteine AlkaloidDTXSID40235916beta,7alpha,9alpha,11alpha-Pachycarpine6-beta,7-alpha,9-alpha,11-alpha-Pachycarpine
Weitere Namen anzeigen
(?)-SparteineSpartineLUPINIDINESparteineulexineLupinindin1-Sparteine(-)-spartein
(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecaneDTXCID403591298897D62SCHEBI:28827alpha Isosparteine7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7alpha,7aalpha,14alpha,14abeta)]-beta Isosparteine
Datenbank-Bezeichner
- CAS
90-39-1- PubChem CID
- 644020
- DTXSID
DTXSID4023591- ChEMBL
CHEMBL1908847
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,5
- Polarare Oberfläche (TPSA)
- 6,5 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 263
Experimentelle und physikochemische Eigenschaften
SpringerMaterials PropertiesCrystal structure
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Collision Cross Section158.37 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 30.5 °C · 30.5°C
- Siedepunkt
- 137 · 137-138 °C1 mm Hg(lit.)
- Dichte
- 1.02 g/mL · 1.02 g/mL at 25 °C(lit.)
- Brechungsindex
- 20 · n20/D 1.528(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Chloroform (Slightly), Ethanol (Slightly)
- Aggregatzustand
- liquid
- pka
- 2.24 · 2.24, 9.46(at 20℃)
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationRegulation (EC) No 178/2002 (amended)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- 3140
- hs_code
- 2933399990
- RTECS-Nr.
- WG5950000
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 36
- hazard_class
- 6.1(b)
- packing_group
- III
- Speicherklasse
- 10 - Combustible liquids
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Metabolism/MetabolitesSparteine has known human metabolites that include 14-Hydroxysparteine, Retamine, and Sparteine, 13-hydroxy.
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157)
Verwendung und Herstellung
Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Anwendungen
VerwendenSparteine occurs in yellow and black lupinbeans (Lupinus luteus L. and L. niger). Italso occurs in other Lupinus species aswell as in Cytisus and Spartium species.Therapeutically, it is used as an oxytocicagent.
Zugehörige Reaktionen
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