Seco-DUBA
- CAS No.
- 1227961-59-2
- Chemical Name:
- Seco-DUBA
- Synonyms
- SYD985;Seco-DUBA;Benzamide, N-[2-[[(1S)-1-(chloromethyl)-1,2-dihydro-5-hydroxy-9-methyl-3H-benz[e]indol-3-yl]carbonyl]imidazo[1,2-a]pyridin-6-yl]-4-hydroxy-
- CBNumber:
- CB48129965
- Molecular Formula:
- C29H23ClN4O4
- Molecular Weight:
- 526.97
- MDL Number:
- MFCD34567330
- MOL File:
- 1227961-59-2.mol
Density | 1.47±0.1 g/cm3(Predicted) |
---|---|
pka | 8.08±0.15(Predicted) |
form | Solid |
color | Light yellow to brown |
FDA UNII | CYF7MUE6JF |
Seco-DUBA Chemical Properties,Uses,Production
Uses
Seco-DUBA is a inactive prodrug form of duocarmycin (DUBA) containing two hydroxyl groups, which can each be used for coupling to an antibody via a linker. Seco-DUBA can be used in the synthesis of antibody-drug conjugates (ADCs).
Definition
Duocarmycins (DUMs; A, B1, B2, C1, C2, D1, D2 and SA) are members of an extremely potent group of antitumor antibiotics isolated from Streptomyces sp. The pharmacophore consists of a cyclopropa[c]pyrrolo[3,2-e]indole (CPI) moiety. DUMs B1, B2, C1, C2, D1 and D2 were a seco-type of DUM A and chemically more stable than DUM A[1].
in vitro
Seco-DUBA (SK-BR-3 cells; 0.0001 pM~0.01 nM; 144 hours) dose-dependent reduces cell viability and shows equally potent and efficacious as DUBA[1].
Seco-DUBA causes SK-BR-3 (IC50=0.09), SK-OV-3 (IC50=0.43), and SW620 (IC50=0.09) cells to exhibit highly sensitive.
Seco-DUBA (89 μg/kg; i.v.) is likely converted to DUBA almost instantaneously[2].
target
Humanized IgG1, HER-2
Humanized IgG1, 5 T4
Humanized IgG1, CD22
Mouse IgG1; CD56
References
[1] Choi T, et al. Structural Influence of Indole C5-N-Substitutents on the Cytotoxicity
of seco-Duocarmycin Analogs. Archives of Pharmacal Research, 2011; 34: 357–367.
[2] Elgersma R, et al. Design, Synthesis, and Evaluation of Linker-Duocarmycin Payloads: Toward Selection of HER2-Targeting Antibody–Drug Conjugate SYD985. Molecular Pharmaceutics, 2015; 12: 1813–1835.
Seco-DUBA Preparation Products And Raw materials
Raw materials
Preparation Products
Seco-DUBA Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Xilinglab Co., Ltd. | +8618381337976 | bd@xilinglab.com | China | 86 | 58 |
Levena (Suzhou) Biopharma Co., Ltd. | 0512-81877925 051281877925 | info@levena.cn | China | 48 | 58 |
Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 6008 | 61 |
Abydos Scientific | 025-84767922 18936879710 | sales@abydoscientific.com | China | 1011 | 58 |
Wuhan Yingnuo Pharmaceutical Technology Co., Ltd. | +86-027-59232304 15387063101 | 2881924050@qq.com | China | 9918 | 58 |
Shanghai Easy CDMO Co.,Ltd | 021-61734564 | August@easycdmo.com | China | 10010 | 58 |
Suzhou Haiben Pharmaceutical Co., Ltd | 14760821013 14760821013 | 1816280386@qq.com | China | 5496 | 58 |
Hubei Soren Technology Co., Ltd | 0-13419562052 13419562052 | wwmlyb@163.com | China | 1756 | 58 |
Jilin Chinese Academy of Sciences-yanshen Technology | 18143011203 | ET-market@chemextension.com | China | 41859 | 58 |
Hubei wei shi reagent group ltd., company | 027-59102966 18717199209 | 2853877583@qq.com | China | 5894 | 58 |