Actisomide

Actisomide is an antiarrhythmic drug^[1] that is made from disopyramide.

Actisomide

Names
Preferred IUPAC name (4R,4aR)-4-{2-[Di(propan-2-yl)amino]ethyl}-1-methyl-4-phenyl-4,4a,5,6,7,8-hexahydro-3H-pyrido[1,2-c]pyrimidin-3-one
Identifiers
CAS Number	96914-39-5 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL286259
ChemSpider	5293118
KEGG	D02762
MeSH	C051827
PubChem CID	6917898
UNII	IJQ29N87NR Y
CompTox Dashboard (EPA)	DTXSID001026019
InChI InChI=1S/C23H35N3O/c1-17(2)25(18(3)4)16-14-23(20-11-7-6-8-12-20)21-13-9-10-15-26(21)19(5)24-22(23)27/h6-8,11-12,17-18,21H,9-10,13-16H2,1-5H3/t21-,23-/m1/s1 Key: QAHRRCMLXFLZTF-FYYLOGMGSA-N
SMILES CC1=NC(=O)[C@]([C@@H]2N1CCCC2)(CCN(C(C)C)C(C)C)C3=CC=CC=C3
Properties
Chemical formula	C23H35N3O
Molar mass	369.553 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

Synthesis

Actisomide synthesis:^[2]

References

1. Cook, CS; Rozek, LF; Stolzenbach, J; Anderson, S; Schoenhard, GL; Karim, A (1993). "Pharmacokinetics of a novel antiarrhythmic drug, actisomide". Pharmaceutical Research. 10 (3): 427–33. doi:10.1023/a:1018900725050. PMID 8464818. S2CID 19083868.
2. Chorvat, Robert J.; Prodan, Kathleen A.; Adelstein, Gilbert W.; Rydzewski, Robert M.; McLaughlin, Kathleen T.; Stamm, Margarete H.; Frederick, Leo G.; Schniepp, Henry C.; Stickney, Janice L. (1985). "Synthesis and structure-activity relationships of a new series of antiarrhythmic agents: 4,4-disubstituted hexahydro-3H-pyrido[1,2-c]pyrimidin-3-ones and related compounds". Journal of Medicinal Chemistry. 28 (9): 1285–91. doi:10.1021/jm00147a029. PMID 4032431.