Synonym
BE-10988; BE10988; BE 10988;
IUPAC/Chemical Name
2-(5-amino-1-methyl-4,7-dioxo-4,7-dihydro-1H-indol-3-yl)thiazole-4-carboxamide
InChi Key
ZLMULFPSOBULMS-UHFFFAOYSA-N
InChi Code
1S/C13H10N4O3S/c1-17-3-5(13-16-7(4-21-13)12(15)20)9-10(17)8(18)2-6(14)11(9)19/h2-4H,14H2,1H3,(H2,15,20)
SMILES Code
CN1C=C(C2=NC(=CS2)C(N)=O)C3=C1C(=O)C=C(N)C3=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
302.31
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: Rauhut T, Spiteller P, Eisenreich W, Spiteller M, Glawischnig E. Biosynthetic origin of BE-10988 in Streptomyces sp. BA10988. J Org Chem. 2008 Jul 18;73(14):5279-86. doi: 10.1021/jo800375u. Epub 2008 Jun 17. PMID: 18557653.
2: Oka H, Yoshinari T, Murai T, Kawamura K, Satoh F, Funaishi K, Okura A, Suda H, Okanishi M, Shizuri Y. A new topoisomerase-II inhibitor, BE-10988, produced by a streptomycete. I. Taxonomy, fermentation, isolation and characterization. J Antibiot (Tokyo). 1991 May;44(5):486-91. doi: 10.7164/antibiotics.44.486. PMID: 1648054.
3: Rauhut T, Glawischnig E. Evolution of camalexin and structurally related indolic compounds. Phytochemistry. 2009 Oct-Nov;70(15-16):1638-44. doi: 10.1016/j.phytochem.2009.05.002. Epub 2009 Jun 10. PMID: 19523656.
4: Catrycke MO, Houssin R, Hénichart JP, Pfeiffer B, Renard P, Dassonneville L, Bailly C. Synthesis and cytotoxicity of analogues of the antibiotic BE 10988 inhibitors of DNA topoisomerase II. Bioorg Med Chem Lett. 1999 Jul 19;9(14):2025-30. doi: 10.1016/s0960-894x(99)00307-8. PMID: 10450974.
5: Moody CJ, Swann E, Houlbrook S, Stephens MA, Stratford IJ. Synthesis and biological activity of thiazolylindolequinones, analogues of the natural product BE 10988. J Med Chem. 1995 Mar 17;38(6):1039-43. doi: 10.1021/jm00006a024. PMID: 7699696.
6: Nicolaou KC, Sugita K, Baran PS, Zhong YL. Iodine(V) reagents in organic synthesis. Part 2. Access to complex molecular architectures via Dess-Martin periodinane-generated o-imidoquinones. J Am Chem Soc. 2002 Mar 13;124(10):2221-32. doi: 10.1021/ja012125p. PMID: 11878976.
