Bimolane - CAS 74550-97-3
Catalog number: 74550-97-3
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C20H32 N6 O6
Molecular Weight:
452.51
COA:
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Targets:
Topoisomerase
Description:
Bimolane is a topoisomerase II inhibitor. It has been widely used as an anti-neoplastic agent and for the treatment of psoriasis in China. Bimolane is also a leukemogenic agent and is thought to exert its effects through the inhibition of topoisomerase II.
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Purity:
98%
Appearance:
Powder
Synonyms:
Bimolane;4,4'-Ethylenebis[1-(morpholinomethyl)-2,6-piperazinedione];AT-1727
Solubility:
Soluble in DMSO
Storage:
-20℃ Freezer
MSDS:
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Application:
psoriasis
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
InChIKey:
JGQGCJKPBAYEHO-UHFFFAOYSA-N
InChI:
1S/C20H32N6O6/c27-17-11-23(12-18(28)25(17)15-21-3-7-31-8-4-21)1-2-24-13-19(29)26(20(30)14-24)16-22-5-9-32-10-6-22/h1-16H2
Canonical SMILES:
N1(C(CN(CC1=O)CCN1CC(=O)N(C(C1)=O)CN1CCOCC1)=O)CN1CCOCC1
1.A comparative study of the cytotoxic and genotoxic effects of ICRF-154 and bimolane, two catalytic inhibitors of topoisomerase II.
Vuong MC1, Hasegawa LS, Eastmond DA. Mutat Res. 2013 Jan 20;750(1-2):63-71. doi: 10.1016/j.mrgentox.2012.09.005. Epub 2012 Sep 21.
ICRF-154 and bimolane have been used for the treatment of cancer, psoriasis, and uveitis in humans. Previous reports have revealed that the two drugs are topoisomerase II catalytic inhibitors, and patients treated with these agents have developed unique types of secondary leukemia. A study published in 1984 by Camerman and colleagues proposed that the therapeutic effects of bimolane could be due to ICRF-154, an impurity present within the bimolane samples that may also be responsible for the toxic effects attributed to bimolane. To date, this hypothesis has not been evaluated. In addition, little is known about the potential cytotoxic and genotoxic effects of ICRF-154. In this study, a combination of in vitro tests in human TK6 lymphoblastoid cells has been used to characterize the cytotoxic and genotoxic effects of ICRF-154 and bimolane as well as to compare the results for the two chemicals. ICRF-154 and bimolane were both cytotoxic, exhibiting very similar effects in three measures of cytotoxicity and cell proliferation.
2.Translocation t(7;11)(P15;P15) in a patient with therapy-related acute myeloid leukemia following bimolane and ICRF-154 treatment for psoriasis.
Xue Y1, Guo Y, Xie X. Leuk Res. 1997 Feb;21(2):107-9.
The t(7;11)(p15;p15) translocation is an uncommon balanced aberration which has been found predominantly in Orientals, frequently presenting as de novo acute myeloid leukemia (AML) and occasionally as chronic myeloid leukemia in blastic crisis. This paper reports the first case of therapy-related AML (t-AML) with t(7;11). The patient was a 36-year-old Chinese man with a longstanding psoriasis for which he had received bimolane and ICRF-154 therapy. His cytology and cytochemistry were compatible with M2 subtype of AML. He achieved a complete remission after two courses of HA regimen (homoharringtonine and Ara-c). Six months later, he relapsed and died of overwhelming infection after 3 months. Chromosome analysis on bone marrow cells using short-term culture and R-banding at presentation revealed his karyotype to be 46,XY,t(7;11)(p15;p15)/ 46,XY,t(7;11)(p15;p15),del(12)(p12)/ 46,XY. This case implies: (1) dioxopiperazine derivatives can induce AML with t(7;11) in addition to inducing AML with t(15;17) or t(8;21); (2) t(7;11) may be found not only in de novo AML, but also in t-AML.
3.[Mutagenic effects of bimolane].
Chen SQ1, Xue KX, Wu JZ, Ma GJ. Zhongguo Yao Li Xue Bao. 1995 Nov;16(6):531-3.
AIM: To study the genotoxicity of bimolane.
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