5-Aziridino-2,4-dinitrobenzamide

Product Name: 5-Aziridino-2,4-dinitrobenzamide
CAS No.: 21919-05-1
Chemical Name: 5-Aziridino-2,4-dinitrobenzamide
Synonyms: CB-954;CB-1954;tretazicar;NSC 115829;CB 1954;CB-1954;Tretazicar (>Tretazicar (>94%);CB1954(TRETAZICAR);Tretazicar (CB 1954);Tretazicar, 10 mM in DMSO
CBNumber: CB31216241
Molecular Formula: C9H8N4O5
Formula Weight: 252.18
MOL File: 21919-05-1.mol

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5-Aziridino-2,4-dinitrobenzamide Property

Melting point:: 173 °C
Boiling point:: 427.2±45.0 °C(Predicted)
Density: 1.671±0.06 g/cm3(Predicted)
storage temp.: -20°C
solubility: Acetonitrile (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: solid
pka: 14.23±0.50(Predicted)
color: Yellow to Dark Yellow
InChIKey: WOCXQMCIOTUMJV-UHFFFAOYSA-N

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Safety

WGK Germany: 3
HS Code: 2933.99.7500

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C2235
Product name: CB 1954
Purity: solid
Packaging: 50mg
Price: $400.2
Updated: 2025/07/31

TCI Chemical

Product number: C3656
Product name: CB 1954
Packaging: 10MG
Price: $85
Updated: 2025/07/31

TCI Chemical

Product number: C3656
Product name: CB 1954
Packaging: 50MG
Price: $257
Updated: 2025/07/31

Cayman Chemical

Product number: 21023
Product name: CB 1954
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 21023
Product name: CB 1954
Purity: ≥98%
Packaging: 5mg
Price: $93
Updated: 2024/03/01

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5-Aziridino-2,4-dinitrobenzamide Chemical Properties,Usage,Production

Description

CB-1954 is a prodrug that is enzymatically activated to generate an antitumor agent that forms DNA-DNA interstrand crosslinks. In rat Walker 256 carcinoma cells, CB-1954 is reduced by NAD(P)H:quinone oxidoreductase (NQO1) to the cytotoxic derivative 5-(aziridin-1-yl)-4-hydroxylamineo 2 nitrobenzamide, a bifunctional alkylating agent.

Uses

5-Aziridino-2,4-dinitrobenzamide is an anticancer prodrug used in gene therapy research and is known to be activated by NAD(P)H Quinone Oxidoreductase 2.

Uses

Tretazicar is an anticancer prodrug used in gene therapy research and is known to be activated by NAD(P)H Quinone Oxidoreductase 2.

Biochem/physiol Actions

CB 1954 is an anticancer prodrug used in gene therapy research; activated by NAD(P)H quinone oxidoreductase?2.

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.

References

[1] R J KNOX. Bioactivation of 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB 1954) by human NAD(P)H quinone oxidoreductase 2: a novel co-substrate-mediated antitumor prodrug therapy.[J]. Cancer research, 2000, 60 15: 4179-4186.

5-Aziridino-2,4-dinitrobenzamide Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Aziridino-2,4-dinitrobenzamide Suppliers

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21919-05-1, 5-Aziridino-2,4-dinitrobenzamideRelated Search:

Silicon tetrahydride Azetidine N-PROPYLBENZENE Chlorantraniliprole Benzamide 4-Amino-3-nitro-6-methylaniline 2,4-Dinitrobenzaldehyde 2-AMINO-4-NITROBENZAMIDE 1-phenylaziridine 2,4,5-Triaminotoluene 5-Aziridino-2,4-dinitrobenzamide

CB 1954;CB-1954

5-(1-aziridinyl)-2,4-dinitrobenzamide

NSC 115829

tretazicar

5-(1-Aziridinyl)-2,4-dinitrobenzamide, 5-(Aziridin-1-yl)-2,4-dinitrobenzamide

5-Aziridino-2,4-dinitrobenzamide

2,4-Dinitro-5-(aziridine-1-yl)benzamide

CB-954

CB-1954

5-(Aziridin-1-yl)-2,4-dinitrobenzamide

CB1954(TRETAZICAR)

Tretazicar (&gt

Benzamide, 5-(1-aziridinyl)-2,4-dinitro-

2,4-Dinitro-5-ethyleneiminobenzamide

Tretazicar (>94%)

Tretazicar (CB 1954)

Tretazicar,NQO1,DNA Alkylator/Crosslinker,rat,bifunctional,Inhibitor,inhibit,agent,cross-link,256,line,4-hydroxylamine,Walker,CB 1954,DNA,CB-1954,tumour

Tretazicar, 10 mM in DMSO

21919-05-1