Dregamine

Dregamine
Identifiers
	IUPAC name methyl 15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate;
CAS Number	2299-26-5;
PubChem CID	99108;
ChemSpider	10207484;
ChEMBL	ChEMBL1480853;
Chemical and physical data
Formula	C21H26N2O3
Molar mass	354.450 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34)C;
	InChI InChI=1S/C21H26N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h5-8,12,14,17,19,22H,4,9-11H2,1-3H3; Key:FFVRRQMGGGTQRH-UHFFFAOYSA-N;

Dregamine is a naturally occurring substance. Its CNS stimulant and has analeptic effect. [1] It inhibits muscular fatigue similar to ibogaine.[2]

Uses

Medical

Since it has analeptic effects, it could be used for preventing and treating respiratory depression in opioids particulary to people who are prescribed strong opioids like fentanyl.

Chemistry

Synthesis

Its synthesized from L-Trypthophan [3]

Derivatives

Epidregamine is similar to dregamine.

References

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[1] ttp://medind.nic.in/iby/t08/i4/ibyt08i4p317.pdf

[2] ttps://www.thefreelibrary.com/Ethnobotany+%26+ethnopharmacology+of+Tabernaemontana+divaricata.-a0181406119

[3] ttps://pubs.acs.org/doi/abs/10.1021/ja00471a047#