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[3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat)

PROTOVERATRINE A Struktur
143-57-7
CAS-Nr.
143-57-7
Bezeichnung:
[3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat)
Englisch Name:
PROTOVERATRINE A
Synonyma:
Nsc7526;protalba;Pro-AMid;Puroverin;Puroverine;protoveratrin;PROTOVERATRINE A;Protofecaterine a;PROTOVERATRINE A (RG);HYTGGNIMZXFORS-MGYKWWNKSA-N
CBNumber:
CB3753611
Summenformel:
C41H63NO14
Molgewicht:
793.94
MOL-Datei:
143-57-7.mol

[3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat) Eigenschaften

Schmelzpunkt:
267-269°C
alpha 
D25 -40.5° (pyridine); D25 -10.5° (chloroform)
Siedepunkt:
747.91°C (rough estimate)
Dichte
1.36±0.1 g/cm3 (20 ºC 760 Torr)
Brechungsindex
1.6220 (estimate)
storage temp. 
2-8°C
Löslichkeit
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Aggregatzustand
powder
pka
10.74±0.70(Predicted)
Farbe
White

Sicherheit

Kennzeichnung gefährlicher T+
R-Sätze: 26/27/28
S-Sätze: 22-36/37/39-45
RIDADR  UN 1544 6.1/PG 1
WGK Germany  3
RTECS-Nr. FL5750100
HazardClass  6.1(a)
PackingGroup  I
Toxizität LD50 s.c. in male mice: 0.29 mg/kg (Tanaka)

[3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat) Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Beschreibung

A further alkaloid isolated from Veratrum album, this base yields colourless crystals from EtOH. It is laevorotatory with [α]27D - 44.1° (pyridine) or - 12.1° (CHC13). Like the preceding base, it dissolves in H2S04 to give a blue colour. The complex with maleic acid has been prepared as colourless crystals, m.p. 241.5°C; [α]20D - 37.6°. On alkaline hydrolysis, the alkaloid furnishes protoverine, two moles of acetic acid, one mole of (-)-methylbutyric acid and one mole of (+)-2-hydroxy-2-methylbutyric acid.

Trademarks

Protalba (Marion Merrell Dow).

Einzelnachweise

Stoll, Seebeck., Helv. Chim. Acta, 36,718 (1953)

[3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat) Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

143-57-7([3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat))Verwandte Suche:

[3β(2R,3R),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2,3-dihydroxy-2-methylbutyrat)-15-(2-methylbutyrat) Isopentyllactat [3β(S),4α,6α,7α,15α(R),16β]-4,9-Epoxycevan-3,4,6,7,14,15,16,20-octol-6,7-diacetat-3-(2-hydroxy-2-methylbutyrat)-15-(2-methylbutyrat) Hexadecyllactat Myralact (Tetrahydro-2-furyl)methylbutyrat Tetrahydrofurfurylpropionat cis-1,2-Cyclohexandimethanol N,N'-Dimethylisotridecylamin
  • PROTOVERATRINE A
  • 6,7-diacetate3-((+)-2-hydroxy-2-methylbutyrate)15-((-)-2-methylbutyrate)
  • protalba
  • protoveratrin
  • [3beta(S),4alpha,6alpha,7alpha,15alpha(R),16beta]-4,9-epoxycevane-3,4,6,7,14,15,16,20-octol 6,7-diacetate 3-(2-hydroxy-2-methylbutyrate) 15-(2-methylbutyrate)
  • 4α,9-Epoxycevane-3β,4,6α,7α,14,15α,16β,20-octol 6,7-diacetate 3-[(S)-2-hydroxy-2-methylbutanoate]15-[(R)-2-methylbutanoate]
  • Puroverine
  • Cevane-3,4,6,7,14,15,16,20-octol, 4,9-epoxy-, 6,7-diacetate 3-(2-hydroxy-2-methylbutanoate) 15-(2-methylbutanoate), [3.beta.(S),4.alpha.,6.alpha.,7.alpha.,15.alpha.(R),16.beta.]-
  • Cevane-3.beta.,4.beta.,6.alpha.,7.alpha.,14,15.alpha.,16.beta.,20-octol, 4,9-epoxy-, 6,7-diacetate 3-((+)-2-hydroxy-2-methylbutyrate) 15-((-)-2-methylbutyrate)
  • Cevane-3.beta.,4.beta.,6.alpha.,7.alpha.,14,15.alpha.,16.beta.,20-octol, 4,9-epoxy-, 6,7-diacetate, 3-((+)-2-hydroxy-2-methylbutyrate) 15-((-)-2-methylbutyrate)
  • Nsc7526
  • Protofecaterine a
  • PROTOPINE HCL(FUMARINE HCL)(RG)(CALL)
  • Pro-AMid
  • Puroverin
  • PROTOVERATRINE A (RG)
  • HYTGGNIMZXFORS-MGYKWWNKSA-N
  • Cevane-3,4,6,7,14,15,16,20-octol, 4,9-epoxy-, 6,7-diacetate 3-[(2S)-2-hydroxy-2-methylbutanoate] 15-[(2R)-2-methylbutanoate], (3β,4α,6α,7α,15α,16β)-
  • 143-57-7
  • C41H63NO14
  • Miscellaneous Natural Products
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