Supidimide

• CAT Number: I036854
• CAS Number: 49785-74-2
• Molecular Formula: C12H12N2O4S
• Molecular Weight: 280.29
• Purity: 98%
• Synonyms: Supidimide; CG3033; CG-3033; CG 3033
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 1,2-Benzisothiazolin-3-one, 2-(2-oxo-3-piperidyl)-, 1,1-dioxide
• InChI: InChI=1S/C12H12N2O4S/c15-11-9(5-3-7-13-11)14-12(16)8-4-1-2-6-10(8)19(14,17)18/h1-2,4,6,9H,3,5,7H2,(H,13,15)
• InChIKey: QQWLXNMPPFCVCD-UHFFFAOYSA-N
• SMILES: O=C(C1=C2C=CC=C1)N(C3C(NCCC3)=O)S2(=O)=O

Supidimide is a non-teratogenic analog of thalidomide; has mild tranquilizing action.

Reference

1: Youdim MB, Ashkenazi R. Serotonergic involvement in pharmacological action of the anxiolytic-sedatives thalidomide and supidimide. Eur J Pharmacol. 1985 Dec 10;119(1-2):39-46. doi: 10.1016/0014-2999(85)90319-x. PMID: 2867921.
2: Hennies HH, Günzler WA, Flohé L. Influence of supidimide on brain neurotransmitter systems of rats and mice. Arzneimittelforschung. 1984;34(11):1471-80. PMID: 6084511.
3: Guex-Crosier Y, Pittet N, Herbort CP. The effect of thalidomide and supidimide on endotoxin-induced uveitis in rats. Graefes Arch Clin Exp Ophthalmol. 1995 Feb;233(2):90-3. doi: 10.1007/BF00241478. PMID: 7729710.
4: Becker R, Frankus E, Graudums I, Günzler WA, Helm FC, Flohé L. The metabolic fate of supidimide in the rat. Arzneimittelforschung. 1982;32(9):1101-11. PMID: 6890834.
5: Rapisarda V, Aguglia E, Poma A. Effects of supidimide in schizophrenic inpatients undergoing neuroleptic maintenance therapy with haloperidol. Eur J Clin Pharmacol. 1982;22(3):217-23. doi: 10.1007/BF00545218. PMID: 7049709.
6: Hennies HH, Hess V, Flohé L. Antagonism by supidimide of haloperidol-induced augmentation of [3H]-spiperone binding in rat striatum. Arzneimittelforschung. 1984;34(11):1481-4. PMID: 6543122.
7: Paul F, Lücker PW, Richter W. Untersuchung der motilitätshemmenden und cytoprotektiven Wirkung von Supidimid auf den menschlichen Magen [Inhibition of motility and cytoprotective action of supidimide in the human stomach]. Methods Find Exp Clin Pharmacol. 1983 Oct;5(8):555-8. German. PMID: 6664155.
8: Schwab BW, Arezzo JC, Paldino AM, Flohe L, Matthiessen T, Spencer PS. Rabbit sural nerve responses to chronic treatment with thalidomide and supidimide. Muscle Nerve. 1984 Jun;7(5):362-8. doi: 10.1002/mus.880070504. PMID: 6330547.
9: Lienenlüke B, Stojanovic T, Fiebig T, Fayyazi A, Germann T, Hecker M. Thalidomide impairment of trinitrobenzene sulphonic acid-induced colitis in the rat – role of endothelial cell-leukocyte interaction. Br J Pharmacol. 2001 Aug;133(8):1414-23. doi: 10.1038/sj.bjp.0704193. PMID: 11498529; PMCID: PMC1621145.
10: Sheskin J, Mückter H, Frankus E. Supidimid, ein nicht teratogenes Thalidomidanalog zur Behandlung der Leprareaktion? [Supidimide, a non- teratogenic thalidomide analog for the treatment of leprosy reaction?]. Hautarzt. 1983 Apr;34(4):168-70. German. PMID: 6853166.