ChemicalBook > CAS DataBase List > Seco-DUBA

Seco-DUBA

Product Name
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
Formula Weight
526.97
MOL File
1227961-59-2.mol
More
Less

Seco-DUBA Property

Density 
1.47±0.1 g/cm3(Predicted)
pka
8.08±0.15(Predicted)
form 
Solid
color 
Light yellow to brown
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

Seco-DUBA Chemical Properties,Usage,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

More
Less

Seco-DUBA Suppliers

Levena (Suzhou) Biopharma Co., Ltd.
Tel
0512-81877925 051281877925
Email
info@levena.cn
Country
China
ProdList
48
Advantage
58
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Shanghai Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
021-58955996
Email
info@chemexpress.com
Country
China
ProdList
815
Advantage
58
Wuhan Yingnuo Pharmaceutical Technology Co., Ltd.
Tel
+86-027-59232304 15387063101
Email
2881924050@qq.com
Country
China
ProdList
9956
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24644
Advantage
58
Shanghai Easy CDMO Co.,Ltd
Tel
021-61734564
Email
August@easycdmo.com
Country
China
ProdList
10030
Advantage
58
Suzhou Haiben Pharmaceutical Co., Ltd
Tel
14760821013 13564957716
Email
1816280386@qq.com
Country
China
ProdList
7889
Advantage
58
Hubei Soren Technology Co., Ltd
Tel
0-13419562052 13419562052
Email
wwmlyb@163.com
Country
China
ProdList
2860
Advantage
58
Jilin Chinese Academy of Sciences-yanshen Technology
Tel
18143011203
Email
ET-market@chemextension.com
Country
China
ProdList
25868
Advantage
58
Hubei wei shi reagent group ltd., company
Tel
027-59102966 18717199209
Email
2853877583@QQ.com
Country
China
ProdList
7829
Advantage
58

1227961-59-2, Seco-DUBARelated Search:


  • 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-
  • Seco-DUBA
  • SYD985
  • 1227961-59-2
  • C29H23ClN4O4