Noscapine

Noscapine
Clinical data
Other names	Narcotine
AHFS/Drugs.com	International Drug Names
Pregnancy; category	Contraindicated;
ATC code	R05DA07 (WHO) ;
Legal status
Legal status	AU: S2 (Pharmacy medicine); EU: BE, SE: otc (over-the-counter); In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	~30%
Elimination half-life	1.5 to 4 h (mean 2.5)
Identifiers
	IUPAC name (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl]-1(3H)-isobenzofuranone;
CAS Number	128-62-1 ;
PubChem CID	275196;
ChemSpider	242139 ;
UNII	8V32U4AOQU;
KEGG	D01036 ;
ChEBI	CHEBI:73237 ;
ChEMBL	ChEMBL364713 ;
CompTox Dashboard (EPA)	DTXSID4023385 ;
ECHA InfoCard	100.004.455
Chemical and physical data
Formula	C22H23NO7
Molar mass	413.426 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2O[C@@H](c1ccc(OC)c(OC)c12)[C@@H]5N(C)CCc4c5c(OC)c3OCOc3c4;
	InChI InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1 ; Key:AKNNEGZIBPJZJG-MSOLQXFVSA-N ;
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Noscapine (also known as Narcotine, Nectodon, Nospen, Anarcotine and (archaic) Opiane) is a benzylisoquinoline alkaloid, of the phthalideisoquinoline structural subgroup, which has been isolated from numerous species of the family Papaveraceae (poppy family). It lacks significant hypnotic, euphoric, or analgesic effects affording it with very low addictive potential.^[1] This agent is primarily used for its antitussive (cough-suppressing) effects.

^ Altinoz MA, Topcu G, Hacimuftuoglu A, Ozpinar A, Ozpinar A, Hacker E, Elmaci İ (August 2019). "Noscapine, a Non-addictive Opioid and Microtubule-Inhibitor in Potential Treatment of Glioblastoma". Neurochemical Research. 44 (8): 1796–1806. doi:10.1007/s11064-019-02837-x. PMID 31292803. S2CID 195873326.

[1] Altinoz MA, Topcu G, Hacimuftuoglu A, Ozpinar A, Ozpinar A, Hacker E, Elmaci İ (August 2019). "Noscapine, a Non-addictive Opioid and Microtubule-Inhibitor in Potential Treatment of Glioblastoma". Neurochemical Research. 44 (8): 1796–1806. doi:10.1007/s11064-019-02837-x. PMID 31292803. S2CID 195873326.

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Noscapine

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