SG3199

• CAT Number: I036268
• CAS Number: 1595275-71-0
• Molecular Formula: C33H36N4O6
• Molecular Weight: 584.67
• Purity: 98%
• Synonyms: SG-3199; SG 3199; SG3199
• Target: Antibody-drug Conjugate/ADC Related
• 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: (11aS,11a'S)-8,8'-(Pentane-1,5-diylbis(oxy))bis(7-methoxy-2-methyl-1,11a-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one)
• InChI: InChI=1S/C33H36N4O6/c1-20-10-22-16-34-26-14-30(28(40-3)12-24(26)32(38)36(22)18-20)42-8-6-5-7-9-43-31-15-27-25(13-29(31)41-4)33(39)37-19-21(2)11-23(37)17-35-27/h12-19,22-23H,5-11H2,1-4H3/t22-,23-/m0/s1
• InChIKey: YMTZZJOPSATRTO-GOTSBHOMSA-N
• SMILES: O=C1C2=CC(OC)=C(OCCCCCOC3=C(OC)C=C4C(N=C[C@@](CC(C)=C5)([H])N5C4=O)=C3)C=C2N=C[C@@]6([H])N1C=C(C)C6

SG3199（Cat No.:I036268）is a potent DNA cross-linking agent and the active warhead of pyrrolobenzodiazepine (PBD) dimers used in antibody-drug conjugates (ADCs) for cancer therapy. It binds to the minor groove of DNA, forming highly stable interstrand cross-links that prevent DNA replication and transcription, leading to cell death, particularly in rapidly dividing cancer cells. SG3199’s ability to selectively target and kill tumor cells when conjugated to antibodies makes it a promising agent in targeted cancer therapies. Its role in ADCs contributes to the development of more effective and less toxic cancer treatments.

Reference

1: Hartley JA, Flynn MJ, Bingham JP, Corbett S, Reinert H, Tiberghien A, Masterson LA, Antonow D, Adams L, Chowdhury S, Williams DG, Mao S, Harper J, Havenith CEG, Zammarchi F, Chivers S, van Berkel PH, Howard PW. Pre-clinical pharmacology and mechanism of action of SG3199, the pyrrolobenzodiazepine (PBD) dimer warhead component of antibody-drug conjugate (ADC) payload tesirine. Sci Rep. 2018 Jul 11;8(1):10479. doi: 10.1038/s41598-018-28533-4. PubMed PMID: 29992976; PubMed Central PMCID: PMC6041317.
2: Zammarchi F, Corbett S, Adams L, Tyrer PC, Kiakos K, Janghra N, Marafioti T, Britten CE, Havenith CEG, Chivers S, D’Hooge F, Williams DG, Tiberghien A, Howard PW, Hartley JA, van Berkel PH. ADCT-402, a PBD dimer-containing antibody drug conjugate targeting CD19-expressing malignancies. Blood. 2018 Mar 8;131(10):1094-1105. doi: 10.1182/blood-2017-10-813493. Epub 2018 Jan 3. PubMed PMID: 29298756.