Isopavine

Isopavine

Names
Systematic IUPAC name 10,11-Dihydro-2,3,7,8-tetramethoxy-10,5-iminomethano-5H-dibenzo[a,d]cycloheptene
Identifiers
CAS Number	25727-46-2^N[EPA]
3D model (JSmol)	Interactive image
ChemSpider	348035
PubChem CID	392702
CompTox Dashboard (EPA)	DTXSID601046114
InChI InChI=1S/C20H23NO4/c1-22-17-6-11-5-16-14-9-20(25-4)19(24-3)8-13(14)15(10-21-16)12(11)7-18(17)23-2/h6-9,15-16,21H,5,10H2,1-4H3 Key: ZNIIISXAGSAJQE-UHFFFAOYSA-N
SMILES COC1=C(C=C2C3CNC(CC2=C1)C4=CC(=C(C=C34)OC)OC)OC
Properties
Chemical formula	C20H23NO4
Molar mass	341.407 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Isopavine is an alkaloid.^[1]

Examples

Reframine

Examples of isopavine alkaloids include the following: reframine, reframidine and reframoline (Caryachine).^[2][3] These are all present in Roemeria refracta.

See also

• Pavine, a related alkaloid

References

1. Brown, D. W; Dyke, S. F; Hardy, G; Sainsbury, M (1969). "Isopavine alkaloids: Synthesis and biosynthetic spectulations". Tetrahedron Letters (19): 1515–7. doi:10.1016/s0040-4039(01)87928-4. PMID 5794441.
2. Dolejš, L., Slavík, J. (1968). "Alkaloids of the Papaveraceae. XLI. Mass spectra of the isopavine alkaloids reframine, reframidine and reframoline". Collection of Czechoslovak Chemical Communications. 33 (11): 3917–3919. doi:10.1135/cccc19683917.
3. Slavík, J., Slavíková, L., Dolejš, L. (1968). "Alkaloids of the Papaveraceae. XLII. Alkaloids of Roemeria refracta (STEV.) DC". Collection of Czechoslovak Chemical Communications. 33 (12): 4066–4082. doi:10.1135/cccc19684066.