Protopine - Misplaced Pages

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Protopine
Names

IUPAC name 7-Methyl-6,8,9,16-tetrahydrobisbenzodioxoloazecin-15(7H)-one
Identifiers
CAS Number	130-86-9
3D model (JSmol)	Interactive image
ECHA InfoCard	100.004.546
PubChem CID	4970
CompTox Dashboard (EPA)	DTXSID90156282
SMILES c15cc3OCOc3cc5CCN(C)Cc2c(CC1=O)ccc4c2OCO4
Properties
Chemical formula	C₂₀H₁₉NO₅
Molar mass	353.369 g/mol
Appearance	white crystals
Density	1.399 g/cm
Melting point	208 °C
Solubility in water	practically insoluble
Solubility in chloroform	1:15
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Protopine is a benzylisoquinoline alkaloid occurring in opium poppy, corydalis tubers and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic.

References

The Merck Index (9 ed.). New Jersey: Merck & Co. 1976. p. 1023.
The Free Dictionary: Protopine
Jiang, B; Cao, K; Wang, R (2004). "Inhibitory effect of protopine on K(ATP) channel subunits expressed in HEK-293 cells". European journal of pharmacology. 506 (2): 93–100. doi:10.1016/j.ejphar.2004.11.004. PMID 15588728.
Saeed, SA; Gilani, AH; Majoo, RU; Shah, BH (1997). "Anti-thrombotic and anti-inflammatory activities of protopine". Pharmacological research : the official journal of the Italian Pharmacological Society. 36 (1): 1–7. doi:10.1006/phrs.1997.0195. PMID 9368908.
Protopine at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

v t e Opium components
Alkaloids	16-Hydroxythebaine Berberine Canadine Codamine Coptisine Coreximine Cycloartenone Cyclolaudenol Dehydroreticuline Dihydrosanguinarine Glaucine Isoboldine Isocorypalmine Laudanidine Magnoflorine Narceine Narceinone Norlaudanosoline Norsanguinarine Oripavine Oxysanguinarine Palaudine Papaverrubine B (O-methyl-porphyroxine) Papaverrubine C (epiporphyroxine) Reticuline Salutaridine (sinoacutine) Sanguinarine Scoulerine Somniferine Stepholidine
Morphine group (Phenanthrenes. Includes opioids)	Codeine Morphine Narcotoline Neopine Perparin Papaverrubine D (porphyroxine) Pseudocodeine Pseudomorphine Thebaine
Isoquinolines	Cotarnine Eupaverine Hydrocotarnine Laudanosine Laudanine Noscapine (narcotine) Papaverine Papaveraldine Xanthaline
Protopine group	α-Allocryptopine Corycavamine Corycavine Cryptopine Protopine
Tetrahydroprotoberberine group	Corydaline Corybulbine Isocorybulbine Capaurine
Aporphine group	Dicentrine Glaucine Corytuberine Cularine Corydine Isocorydine Bulbocapnine
Phtalide-isoquinolines	Adulmine Bicuculline Bicucine Corlumine
α-Naphthaphenanthridines	Chelidonine β-Homochelidonoine Chelerythrine Sanguinarine
Other components	Meconic acid Cycloartenol

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