Evoxine

Evoxine
Names
	IUPAC name (±)-1-(4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diol
	Other names Haploperine
Identifiers
CAS Number	522-11-2 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:4952 ;
ChEMBL	ChEMBL1416006 ;
ChemSpider	66130 ;
KEGG	C10670 ;
PubChem CID	73416 ;
CompTox Dashboard (EPA)	DTXSID801028138 ;
	InChI InChI=1S/C18H21NO6/c1-18(2,21)13(20)9-25-12-6-5-10-14(16(12)23-4)19-17-11(7-8-24-17)15(10)22-3/h5-8,13,20-21H,9H2,1-4H3 Key: FGANMDNHTVJAHL-UHFFFAOYSA-N; InChI=1/C18H21NO6/c1-18(2,21)13(20)9-25-12-6-5-10-14(16(12)23-4)19-17-11(7-8-24-17)15(10)22-3/h5-8,13,20-21H,9H2,1-4H3 Key: FGANMDNHTVJAHL-UHFFFAOYAV;
	SMILES CC(C)(C(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)O;
Properties
Chemical formula	C18H21NO6
Molar mass	347.367 g·mol−1
Pharmacology
ATC code	none
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated June 15, 2025

Evoxine (haploperine) is a furoquinoline alkaloid with hypnotic and sedative effects. It is found naturally in a variety of Australian and African plants including Evodia xanthoxyloides ^[1] and Teclea gerrardii .^[2]

References

↑ Eastwood, FW; Hughes, GK; Ritchie, E. (1954). "Alkaloids of the Australian Rutaceae: Evodia xanthoxyloides F.Muell. IV. The structures of Evoxine and Evoxoidine". Australian Journal of Chemistry. 7 (1): 87–98. doi:10.1071/CH9540087.
↑ Waffo, AF; Coombes, PH; Crouch, NR; Mulholland, DA; El Amin, SM; Smith, PJ (2007). "Acridone and furoquinoline alkaloids from Teclea gerrardii (Rutaceae: Toddalioideae) of southern Africa". Phytochemistry. 68 (5): 663–7. Bibcode:2007PChem..68..663K. doi:10.1016/j.phytochem.2006.10.011. PMID 17174364.

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[1] Eastwood, FW; Hughes, GK; Ritchie, E. (1954). "Alkaloids of the Australian Rutaceae: Evodia xanthoxyloides F.Muell. IV. The structures of Evoxine and Evoxoidine". Australian Journal of Chemistry. 7 (1): 87–98. doi:10.1071/CH9540087.

[2] Waffo, AF; Coombes, PH; Crouch, NR; Mulholland, DA; El Amin, SM; Smith, PJ (2007). "Acridone and furoquinoline alkaloids from Teclea gerrardii (Rutaceae: Toddalioideae) of southern Africa". Phytochemistry. 68 (5): 663–7. Bibcode:2007PChem..68..663K. doi:10.1016/j.phytochem.2006.10.011. PMID 17174364.

[1]

[2]

Names

IUPAC name (±)-1-(4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diol
Other names Haploperine
Identifiers
CAS Number	522-11-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:4952
ChEMBL	ChEMBL1416006
ChemSpider	66130
KEGG	C10670
PubChem CID	73416
CompTox Dashboard (EPA)	DTXSID801028138
InChI InChI=1S/C18H21NO6/c1-18(2,21)13(20)9-25-12-6-5-10-14(16(12)23-4)19-17-11(7-8-24-17)15(10)22-3/h5-8,13,20-21H,9H2,1-4H3 Key: FGANMDNHTVJAHL-UHFFFAOYSA-N InChI=1/C18H21NO6/c1-18(2,21)13(20)9-25-12-6-5-10-14(16(12)23-4)19-17-11(7-8-24-17)15(10)22-3/h5-8,13,20-21H,9H2,1-4H3 Key: FGANMDNHTVJAHL-UHFFFAOYAV
SMILES CC(C)(C(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)O
Properties
Chemical formula	C₁₈H₂₁NO₆
Molar mass	347.367 g·mol⁻¹
Pharmacology
ATC code	none
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references