1. Cell Cycle/DNA Damage
  2. DNA Alkylator/Crosslinker
  3. Tretazicar

Tretazicar (Synonyms: CB 1954)

Cat. No.: HY-13543 Purity: >98.0%
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Tretazicar (CB 1954), an antitumor prodrug, is highly selective against the Walker 256 rat tumour line. Tretazicar is enzymatically activated to generate a bifunctional agent, which can form DNA-DNA interstrand cross-links. Tretazicar in rat cells involves the reduction of its 4-nitro group to a 4-hydroxylamine by the enzyme NAD(P)H:quinone oxidoreductase 1 (NQO1).

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Tretazicar Chemical Structure

Tretazicar Chemical Structure

CAS No. : 21919-05-1

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10 mM * 1  mL in DMSO USD 139 In-stock
Estimated Time of Arrival: December 31
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Description

Tretazicar (CB 1954), an antitumor prodrug, is highly selective against the Walker 256 rat tumour line. Tretazicar is enzymatically activated to generate a bifunctional agent, which can form DNA-DNA interstrand cross-links. Tretazicar in rat cells involves the reduction of its 4-nitro group to a 4-hydroxylamine by the enzyme NAD(P)H:quinone oxidoreductase 1 (NQO1)[1][2].

In Vitro

Tretazicar (CB 1954) (0.1-1000 μM; 3 days) has sensitivity for retrovirally transduced AB22 (AB22-nr) cells with an IC50 of 3 μM[3].
DNA cross-link formation in affected cells is a result of the bioactivation of the drug by the enzyme DT diaphorase (NAD(P)H dehydro-genase (quinone)) in the Walker cells which reduces the 4-nitro group of Tretazicar. The product of this reaction is a difunctional alkylating agent, 5-aziridin-1-yl-4-hydroxylamino-2-nitrobenzamide[4].

In Vivo

Tretazicar (CB 1954) (80 mg/kg; i.p. on days 2 and 9) results in a significant increase in survival[3].

Animal Model: Female BALB/c mice (AB22-nr, SKOV3 human ovarian tumour xenograft)[3]
Dosage: 80 mg/kg
Administration: i.p. on days 2 and 9
Result: The median survival of the AB22-nr was 49 days. Resulted in a significant increase in survival.
Molecular Weight

252.18

Formula

C₉H₈N₄O₅

CAS No.

21919-05-1

SMILES

O=C(N)C1=CC(N2CC2)=C([N+]([O-])=O)C=C1[N+]([O-])=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
  -20°C 1 month
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Keywords:

TretazicarCB 1954CB1954CB-1954DNA Alkylator/CrosslinkerDNAcross-linkWalker256rattumourlinebifunctionalagent4-hydroxylamineNQO1Inhibitorinhibitorinhibit

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