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SML2073

Sigma-Aldrich

(R)-9bMS

≥98% (HPLC)

Synonym(s):

(R)-5-Chloro-N-[4-(4-methylpiperazin-1-yl)phenyl]-N′-[(tetrahydrofuran-2-yl)methyl]pyrimidine-2,4-diamine mesylate, (R)-9b mesylate, 5-Chloro-N2-[4-(4-methyl-1-piperazinyl)phenyl]-N4-[[(2R)-tetrahydro-2-furanyl]methyl]-2,4-pyrimidinediamine

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5 MG
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5 MG
$135.00
25 MG
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About This Item

Empirical Formula (Hill Notation):
C21H31ClN6O4S
CAS Number:
1655527-68-6
Molecular Weight:
499.03
UNSPSC Code:
12352200
NACRES:
NA.77

$135.00

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assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

C[N+](CC1)([H])CCN1C(C=C2)=CC=C2NC3=NC(NC[C@@H]4OCCC4)=C(Cl)C=N3.CS(=O)([O-])=O

InChI

1S/C20H27ClN6O.CH4O3S/c1-26-8-10-27(11-9-26)16-6-4-15(5-7-16)24-20-23-14-18(21)19(25-20)22-13-17-3-2-12-28-17;1-5(2,3)4/h4-7,14,17H,2-3,8-13H2,1H3,(H2,22,23,24,25);1H3,(H,2,3,4)/t17-;/m1./s1

InChI key

XUIDATLQOQYHBD-UNTBIKODSA-N

Biochem/physiol Actions

(R)-9bMS is a potent and selective inhibitor of ACK1 (TNK2) tyrosine kinase that exhibits potent anticancer activity. (R)-9bMS attenuates AR and AR-V7 expression in prostate cancer cells. (R)-9bMS potently inhibits triple negative breast cancer (TNBC) cells proliferation.
potent and selective inhibitor of ACK1 (TNK2) tyrosine kinase that exhibits potent anticancer activity

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Harshani R Lawrence et al.
Journal of medicinal chemistry, 58(6), 2746-2763 (2015-02-24)
The tyrosine kinase ACK1, a critical signal transducer regulating survival of hormone-refractory cancers, is an important therapeutic target, for which there are no selective inhibitors in clinical trials to date. This work reports the discovery of novel and potent inhibitors
Kiran Mahajan et al.
Cancer cell, 31(6), 790-803 (2017-06-14)
The androgen receptor (AR) is critical for the progression of prostate cancer to a castration-resistant (CRPC) state. AR antagonists are ineffective due to their inability to repress the expression of AR or its splice variant, AR-V7. Here, we report that
Xinyan Wu et al.
Oncotarget, 8(2), 2971-2983 (2016-12-03)
Breast cancer is the most prevalent cancer in women worldwide. About 15-20% of all breast cancers do not express estrogen receptor, progesterone receptor or HER2 receptor and hence are collectively classified as triple negative breast cancer (TNBC). These tumors are
Hsuan-Hsiang Peng et al.
Journal of cell communication and signaling, 16(4), 567-578 (2022-03-06)
Head and neck squamous cell carcinoma (HNSCC) is a malignancy with a worldwide distribution. Although intensive studies have been made, the underlying oncogenic mechanism of HNSCC requires further investigation. In this study, we examined the oncogenic role of activated Cdc42-associated

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