Hydrastinine

Structural formula
General
Surname	Hydrastinine
other names	2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-isoquinolinol
Molecular formula	C 11 H 13 NO 3
Brief description	colorless crystals
External identifiers / databases
EC number	229-533-9
ECHA InfoCard	100,026,849
PubChem	3638
Wikidata	Q905844
properties
Molar mass	207.23 g mol −1
Physical state	firmly
Melting point	117 ° C
solubility	Easily soluble in alcohol, chloroform and ether, practically insoluble in cold water
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hydrastinine is a semi-synthetic alkaloid from the hydrolysis of the alkaloid hydrastine , which occurs in the Canadian orange root ( Hydrastis canadensis ). Hydrastinine itself was also found in small amounts in this plant, presumably due to natural hydrolysis processes. It used to be used as a hemostatic (hemostatic).

Semisynthetically, hydrastinine can be obtained in good yield by oxidative cleavage of hydrastine hydrochloride with nitric acid .

Individual evidence

↑ ^a ^b ^c ^d Entry on hydrastinine. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ CE McNamara, NB Perry, JM Follett, GA Parmenter, JA Douglas: A new glucosyl feruloyl quinic acid as a potential marker for roots and rhizomes of goldenseal, Hydrastis canadensis. In: Journal of Natural Products . Volume 67, Number 11, November 2004, pp. 1818-1822, doi : 10.1021 / np049868j . PMID 15568768 .
↑ John J. Fitzgerald, Forrest E. Michael, RA Olofson: Reaction of benzocyclobutenoxides with nitriles: Synthesis of hypecumine and other 3-substituted isoquinolines. In: Tetrahedron Letters. 35, 1994, pp. 9191-9194, doi : 10.1016 / 0040-4039 (94) 88462-5 .

[Römpp-1] Entry on hydrastinine. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[Perry2004-3] CE McNamara, NB Perry, JM Follett, GA Parmenter, JA Douglas: A new glucosyl feruloyl quinic acid as a potential marker for roots and rhizomes of goldenseal, Hydrastis canadensis. In: Journal of Natural Products . Volume 67, Number 11, November 2004, pp. 1818-1822, doi : 10.1021 / np049868j . PMID 15568768 .

[Fitzgerald1994-4] John J. Fitzgerald, Forrest E. Michael, RA Olofson: Reaction of benzocyclobutenoxides with nitriles: Synthesis of hypecumine and other 3-substituted isoquinolines. In: Tetrahedron Letters. 35, 1994, pp. 9191-9194, doi : 10.1016 / 0040-4039 (94) 88462-5 .