848695-25-0 Usage
Description
BIIB021 is a potent HSP90 inhibitor (IC50 = 30 nM HER-2 degradation).1 It inhibited the proliferation of MCF7 and BT474 breast cancer cell lines (IC50 = 100 nM for each).? BIIB021 has shown efficacy as a therapeutic in multiple cancer models.2-5
Uses
BIIB 021 an orally available, fully synthetic small-molecule inhibitor of the heat shock protein Hsp90. Studies show that BIIB 021 adminisitration led to degradation of Hsp90 client proteins measured in tumor tissue and resulted in the inhibition of tumor growth in several human tumor xenograft models.
Definition
ChEBI: A member of the class of 2-aminopurines that is 2-aminopurine which is substituted by a chlorine at position 6 and by a (4-methoxy-3,5-dimethylpyridin-2-yl)methyl group at position 9.
References
Kasibhatla et al. (2007), Rationally designed high-affinity 2-amino-6-halopurine heat shock protein 90 inhibitors that exhibit potent antitumor activity; J. Med. Chem. 50 2767
Lundgren et al. (2009), BIIB021, an orally available, fully synthetic small-molecule inhibitor of the heat shock protein Hsp90; Mol. Cancer Ther. 8 921
Boll et al. (2009), Heat shock protein 90 inhibitor BIIB021 (CNF2024) depletes NF-kappaB and sensitizes Hodgkin’s lymphoma cells for natural killer cell-mediated cytotoxicity; Clin. Cancer Res. 15 5108
Zhang et al. (2010), BIIB021, a synthetic Hsp90 inhibitor, has broad application against tumors with acquired multidrug resistance; Int. J. Cancer 126 1226
Wang et al. (2014), BIIB021, a novel Hsp90 inhibitor, sensitizes esophageal squamous cell carcinoma to radiation; Biochem. Biophys. Res. Commun. 452 945
Check Digit Verification of cas no
The CAS Registry Mumber 848695-25-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,4,8,6,9 and 5 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 848695-25:
(8*8)+(7*4)+(6*8)+(5*6)+(4*9)+(3*5)+(2*2)+(1*5)=230
230 % 10 = 0
So 848695-25-0 is a valid CAS Registry Number.
InChI:InChI=1S/C14H15ClN6O/c1-7-4-17-9(8(2)11(7)22-3)5-21-6-18-10-12(15)19-14(16)20-13(10)21/h4,6H,5H2,1-3H3,(H2,16,19,20)
848695-25-0Relevant articles and documents
Process development of an N-benzylated chloropurine at the kilogram scale
Shi, Xianglin,Chang, Hexi,Grohmann, Markus,Kiesman, William F.,Kwok, Daw-Iong Albert
, p. 437 - 443 (2015)
A two-step pharmaceutical manufacturing process was developed for the large-scale preparation of 6-chloro-9-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-9H-purin-2-amine methanesulfonic acid salt (4) from commercially available starting materials. In the first step, the benzylpurine free base (3) was prepared by benzylation of 6-chloro-9H-purin-2-amine (1) with 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine hydrochloride (2). The benzylpurine free base was then directly converted into the methanesulfonic acid salt. It was necessary to charge the pyridine hydrochloride 2 in portions into the mixture of K2CO3 (-325 mesh) and the chloropurine compound 1 in dimethylacetamide (DMA). The major regioisomeric impurity (6), formed by N7 benzylation, and inorganic salts were removed by filtration. Treatment of the DMA filtrate with MsOH afforded the target salt with negligible degradation. In the second step, recrystallization of the crude salt from DMSO-EtOAc with seeding gave crystalline API in high yield and purity despite the hydrolytic instability of the product in solution.
A O-nitroaryloxy acylated derivative compounds, preparation method and application thereof (by machine translation)
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Paragraph 0014-0016, (2018/04/21)
The invention discloses a such as [...] nitroaryloxy acylated derivative compounds, and this method for preparing compound and use thereof. The invention adjacent nitroaryloxy acylated derivative compounds can be used for preparing HSP90 Inhibitor drugs, in particular the preparation of anti-tumor drug, and has higher selectivity of tumor cells, to the organism the advantage of small toxicity. (by machine translation)
