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
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
Preparing Stock Solutions
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, Léonce S, Pierré 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.
