ChemicalBook >> CAS DataBase List >>PROTOVERATRINE A

PROTOVERATRINE A

CAS No.
143-57-7
Chemical Name:
PROTOVERATRINE A
Synonyms
Nsc7526;protalba;Pro-AMid;Puroverin;Puroverine;protoveratrin;PROTOVERATRINE A;Protofecaterine a;PROTOVERATRINE A (RG);HYTGGNIMZXFORS-MGYKWWNKSA-N
CBNumber:
CB3753611
Molecular Formula:
C41H63NO14
Molecular Weight:
793.94
MDL Number:
MFCD00135586
MOL File:
143-57-7.mol
Last updated:2023-05-15 10:43:22

PROTOVERATRINE A Properties

Melting point 267-269°C
alpha D25 -40.5° (pyridine); D25 -10.5° (chloroform)
Boiling point 747.91°C (rough estimate)
Density 1.36±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 1.6220 (estimate)
storage temp. 2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form powder
pka 10.74±0.70(Predicted)
color White
FDA UNII XP343X1HJU

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310-P304+P340+P310
Hazard Codes  T+
Risk Statements  26/27/28
Safety Statements  22-36/37/39-45
RIDADR  UN 1544 6.1/PG 1
WGK Germany  3
RTECS  FL5750100
HazardClass  6.1(a)
PackingGroup  I
Toxicity LD50 s.c. in male mice: 0.29 mg/kg (Tanaka)

PROTOVERATRINE A Chemical Properties,Uses,Production

Description

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.

Uses

Protoveratrine A is a pharmacological agent which displays neuroprotective effects in ischemic stroke.

Definition

ChEBI: Protoveratrine A is an alkaloid.

brand name

Protalba (Marion Merrell Dow).

target

Calcium Channel | Potassium Channel

References

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

PROTOVERATRINE A Preparation Products And Raw materials

Raw materials

Preparation Products

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