135. Actimid (Celgene)
Nomenclature
CAS number: 19171-19-8
4-Amino-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione; 3-amino-N-(2,6-dioxo-3-piperidyl)phthalamide; 1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)-4-aminoisoindoline; CC-4047. C13H11N3O4; mol wt 273.24.
C 57.14%, H 4.06%, N 15.38%, O 23.42%.
Description and references
Second generation immunomodulator and TNF-α inhibitor; analog of thalidomide, q.v. Prepn: G. W. Muller et al., WO 9803502; eidem, US 6335349 (1998, 2002 both to Celgene); eidem, Bioorg. Med. Chem. Lett. 9, 1625 (1999). In vivo immunostimulant activity in cancer vaccine model: K. Dredge et al., J. Immunol. 168, 4914 (2002). Mechanism of action study: F. Payvandi et al., Cell. Immunol. 230, 81 (2004). In vitro immunodulation of hematopoietic stem cells: K.-R. Koh et al., Blood 105, 3833 (2005). Clinical pharmacokinetics and clinical evaluation in multiple myeloma: S. A. Schey et al., J. Clin. Oncol. 22, 3269 (2004).
Properties
Yellow solid from dioxane + ethyl acetate, mp 318.5 - 320.5°.Therapeutic Category
Immunomodulator.
Keywords
Immunomodulator