BGC > Product Search > Tretazicar | 21919-05-1

Molecular Formula: C9H8N4O5
Molecular Weight: 252.18
WGKGermany: 3

Description :
Tretazicar (CB1954) is a dinitrobenzamide prodrug that is converted in the presence of the enzyme NQO2 and co-substrate caricotamide (EP-0152R) (EP) into a potent cytotoxic bifunctional alkylating agent. CB1954 has been proposed for use in enzyme-prodrug gene therapy systems with the Escherichia coli enzyme nitroreductase (Ntr). Ntr converts CB1954 to 2- and 4-hydroxylamino derivatives, whereupon the non-enzymatic reaction of the 4-hydroxylamino derivative with cellular thio- esters generates a potent cytotoxic bifunctional alkylating agent capable of cross-linking DNA. Ntr delivery has been achieved in vitro using retroviral and adenoviral vectors and confirmed by immunocytochemical demonstration of Ntr expression. The Ntr-expressing cells have been shown to be sensitized to CB1954 by up to 2000-fold. The Ntr-CB1954 system shows effective bystander killing in mixed populations of Ntr-expressing and non-expressing cells treated with CB1954. The efficacy of this enzyme-prodrug approach in model systems compared with other VDEPT approaches demonstrates the feasibility and future promise of this gene therapy strategy.

• Molecular Weight :252.186
• Purity :0.98

Molecular Formula :
C9H8N4O5
Canonical SMILES :
C1CN1C2=C(C=C(C(=C2)C(=O)N)[N+](=O)[O-])[N+](=O)[O-]
InChI :
InChI=1S/C9H8N4O5/c10-9(14)5-3-7(11-1-2-11)8(13(17)18)4-6(5)12(15)16/h3-4H,1-2H2,(H2,10,14)
InChIKey :
WOCXQMCIOTUMJV-UHFFFAOYSA-N
Appearance :
white solid powder
Application :
Antineoplastic Agents
Synonyms :
CB1954; CB-1954; CB 1954; Tretazicar.

More details are to be found here

Smile code:
O=C(N)C1=CC(N2CC2)=C([N+]([O-])=O)C=C1[N+]([O-])=O
MDL Number:
MFCD00869490
Purity :
98%
Available in stock:
10.648 g

More details are to be found here

Smile code:
O=C(N)C1=CC(N2CC2)=C([N+]([O-])=O)C=C1[N+]([O-])=O
MDL Number:
MFCD00869490
Purity :
98%
Available in stock:
10.648 g

More details are to be found here