WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 205960
Description: Daniquidone, also known as Batracylin, is a water-insoluble heterocyclic amide with potential antineoplastic activity. Daniquidone inhibits topoisomerases I and II, thereby inhibiting DNA replication and repair, and RNA and protein synthesis. The acetylated form of daniquidone is highly toxic and is capable of inducing unscheduled DNA synthesis; rapid acetylators are more likely to experience toxicity with this agent.
MedKoo Cat#: 205960
Chemical Formula: C15H11N3O
Exact Mass: 249.09021
Molecular Weight: 249.27
Elemental Analysis: C, 72.28; H, 4.45; N, 16.86; O, 6.42
This product is not in stock, which may be available by custom synthesis.
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Synonym: Batracylin; Daniquidone
IUPAC/Chemical Name: 8-aminoisoindolo[1,2-b]quinazolin-12(10H)-one
InChi Key: SRIOCKJKFXAKHK-UHFFFAOYSA-N
InChi Code: InChI=1S/C15H11N3O/c16-10-5-6-13-9(7-10)8-18-14(17-13)11-3-1-2-4-12(11)15(18)19/h1-7H,8,16H2
SMILES Code: O=C1C2=C(C3=NC4=C(C=C(N)C=C4)CN31)C=CC=C2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >5 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 249.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Dzierzbicka K, Januchta W, Skladanowski A. Novel approaches in the synthesis of batracylin and its analogs: rebirth of an old player? Curr Med Chem. 2012;19(26):4475-87. PubMed PMID: 22830346.
2: Rao VA, Agama K, Holbeck S, Pommier Y. Batracylin (NSC 320846), a dual inhibitor of DNA topoisomerases I and II induces histone gamma-H2AX as a biomarker of DNA damage. Cancer Res. 2007 Oct 15;67(20):9971-9. PubMed PMID: 17942930.
3: Guillaumel J, LÃ©once S, PierrÃ© A, Renard P, Pfeiffer B, Arimondo PB, Monneret C. Synthesis and biological activity of 6H-isoindolo[2,1-a]indol-6-ones, analogues of batracylin, and related compounds. Eur J Med Chem. 2006 Mar;41(3):379-86. Epub 2006 Jan 25. PubMed PMID: 16442188.
4: Trzonkowski P, Dzierzbicka K, Bociewicz J, Szmit E, Myśliwski A. Biological activity of conjugates of muramyl dipeptides with batracylin derivatives. Int Immunopharmacol. 2005 Feb;5(2):241-51. PubMed PMID: 15652755.
5: Dzierzbicka K, Trzonkowski P, Sewerynek P, Myśliwski A. Synthesis and cytotoxic activity of conjugates of muramyl and normuramyl dipeptides with batracylin derivatives. J Med Chem. 2003 Mar 13;46(6):978-86. PubMed PMID: 12620074.
6: Dzierzbicka K, Kawula J, Kołodziejczyk AM. [Batracylin (BAT)--potential antineoplastic agent]. Postepy Biochem. 2002;48(1):48-53. Review. Polish. PubMed PMID: 12101524.
7: Stevens GJ, Burkey JL, McQueen CA. Toxicity of the heterocyclic amine batracylin: investigation of rodent N-acetyltransferase activity and potential contribution of cytochrome P450 3A. Cell Biol Toxicol. 2000;16(1):31-9. PubMed PMID: 10890504.
8: Stevens GJ, Payton M, Sim E, McQueen CA. N-acetylation of the heterocyclic amine batracylin by human liver. Drug Metab Dispos. 1999 Sep;27(9):966-71. PubMed PMID: 10460792.
9: Stevens GJ, LaVoie EJ, McQueen CA. The role of acetylation in the mutagenicity of the antitumor agent, batracylin. Carcinogenesis. 1996 Jan;17(1):115-9. PubMed PMID: 8565119.
10: Meegalla SK, Stevens GJ, McQueen CA, Chen AY, Yu C, Liu LF, Barrows LR, LaVoie EJ. Synthesis and pharmacological evaluation of isoindolo[1,2-b]quinazolinone and isoindolo[2,1-a]benzimidazole derivatives related to the antitumor agent batracylin. J Med Chem. 1994 Sep 30;37(20):3434-9. PubMed PMID: 7932571.