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R3904

Reversine

≥98% (HPLC), A3 adenosine receptor antagonist, solid

Synonym(e):

2-(4-Morpholinoanilino)-6-cyclohexylaminopurine

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PackungsgrößeSKUVerfügbarkeitPreis
1 mg
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€ 88,30
5 mg
Warenkorb auf Verfügbarkeit prüfen
€ 306,00
€ 260,10

Über diesen Artikel

Empirische Formel (Hill-System):
C21H27N7O
CAS-Nummer:
Molekulargewicht:
393.49
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:

€ 88,30


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Produktname

Reversine, ≥98% (HPLC), solid

Quality Level

assay

≥98% (HPLC)

form

solid

solubility

DMSO: soluble 7 mg/mL, H2O: insoluble

storage temp.

2-8°C

SMILES string

C1CCC(CC1)Nc2nc(Nc3ccc(cc3)N4CCOCC4)nc5nc[nH]c25

InChI

1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)

InChI key

ZFLJHSQHILSNCM-UHFFFAOYSA-N

Gene Information

Application

Reversine has been used as a monopolar spindle 1 (Mps1) kinase inhibitor or mitotic spindle assembly checkpoint (SAC) inhibitor:
  • to study the need of mitotic arrest for combretastatin A4 (CA4)-mediated cytotoxicity
  • to study the contribution of SAC activation to epstein-barr virus (EBV) replication[1]
  • to induce chromosome mis-segregation

Biochem/physiol Actions

Reversine is an A3 adenosine receptor antagonist, Aurora kinase inhibitor, and Mps1 kinase inhibitor.
Reversine was first described as a synthetic substituted purine with activity as a dedifferentiation agent; it was shown to induces differentiated lineage-committed cells to become multipotent mesenchymal stem cells (MSCs). Reversine has also been show to have activity as a potent, selective human A3 adenosine receptor antagonist (Ki value of 0.66 μM), as an ATP-competitive Aurora kinase inhibitor, and as a Mps1 kinase inhibitor. Additionally, studies have shown reversine to be an anti-cancer agent, inhibiting growth and inducing cell death in various cancer cell types.

Preparation Note

According to other sources, stock solutions of Reversine in DMSO are stable refrigerated for short term only. For long term storage aliquotes should be stable at -20°C for up to 2 years. Solution storage at ambient temperature is not recommended.

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Dieser Artikel
S8197S5192S8822
assay

≥98% (HPLC)

assay

>99% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

solid

form

solid

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: soluble 7 mg/mL, H2O: insoluble

solubility

DMSO: >20 mg/mL, H2O: insoluble

solubility

DMSO: soluble ~28 mg/mL, H2O: insoluble

solubility

DMSO: ≥20 mg/mL

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora3(25370)

Gene Information

-

Gene Information

human ... TACR2(6865), TACR3(6870)

Gene Information

-


Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Xianlong Chen et al.
Journal of bone oncology, 46, 100601-100601 (2024-05-06)
Reversine, or 2-(4-morpholinoanilino)-6-cyclohexylaminopurine, is a 2,6-disubstituted purine derivative. This small molecule shows anti-tumor potential by playing a central role in the inhibition of several kinases related to cell cycle regulation and cytokinesis. In this study, systematic review demonstrated the feasibility
Chromosome mis-segregation generates cell-cycle-arrested cells with complex karyotypes that are eliminated by the immune system
Santaguida S, et al.
Developmental Cell, 41(6), 638-651 (2017)
G N Subramanian et al.
Molecular human reproduction, 27(2) (2020-12-19)
Premature loss of ovarian activity before 40 years of age is known as primary ovarian insufficiency (POI) and occurs in ∼1% of women. A more subtle decline in ovarian activity, known as premature ovarian ageing (POA), occurs in ∼10% of women.



Global Trade Item Number

SKUGTIN
R3904-1MG04061826676776
R3904-5MG04061832925332

Questions

  1. What is the stability of Reversine in DMSO at -20C, 4C and 20C?

    1 answer
    1. According to other sources, stock solutions of Reversine in DMSO are stable refrigerated for short term only. For long term storage aliquotes should be stable at -20°C for up to 2 years. Solution storage at ambient temperature is not recommended.

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