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Seco-Duocarmycin SA

  CAS No.: 152785-82-5   Cat No.: BADC-00341   Purity: ≥95% HPLC 4.5  

Seco-Duocarmycin SA is a potent ADC cytotoxin payload with alkylating activity that selectively targets DNA in tumor cells. It enhances antibody-drug conjugate efficacy through precise cytotoxic payload delivery, aiding in targeted cancer therapies with improved safety profiles.

Seco-Duocarmycin SA

Structure of 152785-82-5

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Category
ADC Cytotoxin
Molecular Formula
C25H24ClN3O7
Molecular Weight
513.93
Target
DNA
Shipping
Room temperature

* For research and manufacturing use only. We do not sell to patients.

Size Price Stock Quantity
5 mg $1574 In stock

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Popular Publications Citing BOC Sciences Products
Synonyms
(S)-Methyl 8-(chloromethyl)-4-hydroxy-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylate;
IUPAC Name
methyl (8S)-8-(chloromethyl)-4-hydroxy-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
Canonical SMILES
O=C(OC)c2nc1c(O)cc3c(c1c2)[C@@H](CN3C(=O)c5cc4cc(OC)c(OC)c(OC)c4n5)CCl
InChI
InChI=1S/C25H24ClN3O7/c1-33-18-6-11-5-14(27-20(11)23(35-3)22(18)34-2)24(31)29-10-12(9-26)19-13-7-15(25(32)36-4)28-21(13)17(30)8-16(19)29/h5-8,12,27-28,30H,9-10H2,1-4H3/t12-/m1/s1
InChIKey
SDJNZXKVYYJDDM-GFCCVEGCSA-N
Appearance
Soild powder
Shipping
Room temperature
1. A strategy for tumor-selective chemotherapy by enzymatic liberation of seco-duocarmycin SA-derivatives from nontoxic prodrugs
I Schuberth, F Haunert, T Herzig, L F Tietze, M Lieb Bioorg Med Chem . 2001 Jul;9(7):1929-39. doi: 10.1016/s0968-0896(01)00098-0.
Immuno-conjugates obtained by linking enzymes with appropriate monoclonal antibodies, which bind to tumor-associated antigens, can be employed in a tumor-selective antibody directed enzyme prodrug therapy (ADEPT). For this strategy the glycosides 17a--c were prepared as prodrugs of CI-TMI 14 which is a structurally simplified analogue of the highly potent antitumor agent duocarmycin SA 2. Exposure of 17a--c to cultured carcinoma cells of line A549 displayed a very low toxicity; however, after addition of the corresponding enzymes and exposure for 24 h at prodrug concentrations of <0.1 microM the proliferation of the carcinoma cells was inhibited almost completely with ED(50prodrug)/ED(50drug) of up to 270 in the presence and in the absence of the enzyme. The synthesis of 17a--c was achieved by transformation of nitroanisidine 6 into 12 which was glycosidated to give 16a--c. Removal of the silyl groups, introduction of a chlorine atom and solvolysis of the acetal groups led to 17a-c, of which 17a and 17c are promising candidates for further elaboration.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: Seco-Duocarmycin MB | Ungerine Nitrate | Galantamine hydrobromide | CBT-161 | Luteolin 7-O-glucoside | Seco-DuocarmycinDMG | Duocarmycin MB | Seco-Duocarmycin MA | Duocarmycin TM | Duocarmycin A | Seco-Duocarmycin SA
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