Papaveraldin

Structural formula
General
Surname	Papaveraldin
other names	Xanthalin; (6,7-Dimethoxy-1-isoquinolyl) - (3,4-dimethoxyphenyl) ketone; 1 - [(3,4-dimethoxyphenyl) carbonyl] -6,7-dimethoxyisoquinoline ( IUPAC ) ;
Molecular formula	C 20 H 19 NO 5
External identifiers / databases
EC number	208-331-4
ECHA InfoCard	100.007.576
PubChem	96932
ChemSpider	87524
Wikidata	Q1689762
properties
Molar mass	353.37 g mol −1
Physical state	firmly
Melting point	210 ° C
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 .

Papaveraldin , also known as xanthaline , is a chemical substance with a benzylisoquinoline backbone. It belongs to the group of opium alkaloids .

Occurrence

With 0.5 to 3% (⌀ 1%) content papaveraldin is in addition to morphine (9 to 18%, ⌀ 10.5%), noscapine (previously also narcotine , 2 to 12%, ⌀ 5%), codeine (0, 2 to 6%, ⌀ 1%), papaverine (0.1–0.4%) as well as narceine (0.1 to 1%, ⌀ 0.5%), thebaine (0.2 to 1%, ⌀ 0, 5%) and laudanosine one of the main components of raw opium.

Opium poppy, Papaver somniferum , from whose milk papaveraldin - among other alkaloids - can be isolated.

Synthesis and chemistry

Papaveraldin is an oxidation product of papaverine. The N -methylated derivative N-methylxanthalinium occurs naturally as a quaternary ammonium compound in the moon seed family ( Menispermaceae ) Stephania sasakii .

proof

The detection of papaveraldine can be done by high performance liquid chromatography . The analytes are separated with a water - methanol - acetonitrile mixture containing sodium lauryl sulphate via a reversed phase C-18 separation column .

Individual evidence

^ ^A ^b J. Buckingham: Dictionary of natural products. P. 4440, 1996, CRC Press, ISBN 0-412-46620-1 .
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ W. Blaschek, HHJ Hager, F. v. Bruchhausen, H. Hager: Hager's Handbook of Pharmaceutical Practice: Volume 2: Drugs AK. S. 296ff, 1998, Springer-Verlag, ISBN 3-540-61619-5 .
↑ Girreser, U., Hermann, TW and Piotrowska, K .: Oxidation and degradation products of papaverine. Part II [1]: investigations on the photochemical degradation of papaverine solutions. in: Arch Pharm (Weinheim). 2003 Sep; 336 (9): 401-5 , PMID 14528487 .
↑ Colautti, A., Fontani, F. and Maurich, V .: HPLC determination of papaveraldine and papaverinol in papaverine injection. In: J Pharm Biomed Anal . 1987; 5: 493-499, PMID 16867493 .

[donp-1] A ^b J. Buckingham: Dictionary of natural products. P. 4440, 1996, CRC Press, ISBN 0-412-46620-1 .

[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.

[hager-3] W. Blaschek, HHJ Hager, F. v. Bruchhausen, H. Hager: Hager's Handbook of Pharmaceutical Practice: Volume 2: Drugs AK. S. 296ff, 1998, Springer-Verlag, ISBN 3-540-61619-5 .

[4] Girreser, U., Hermann, TW and Piotrowska, K .: Oxidation and degradation products of papaverine. Part II [1]: investigations on the photochemical degradation of papaverine solutions. in: Arch Pharm (Weinheim). 2003 Sep; 336 (9): 401-5 , PMID 14528487 .

[Colautti-5] Colautti, A., Fontani, F. and Maurich, V .: HPLC determination of papaveraldine and papaverinol in papaverine injection. In: J Pharm Biomed Anal . 1987; 5: 493-499, PMID 16867493 .