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REVERSINE

Product Name
REVERSINE
CAS No.
656820-32-5
Chemical Name
REVERSINE
Synonyms
CS-870;REVERSINE;Reversine, >96%;Reversine, >=98%;REVERSINE USP/EP/BP;Picropodophyllin (PPP);2-(4-MORPHOLINOANILINO)-6-CYCLOHEXYLAMINOPURINE;N6-CYCLOHEXYL-N2-(4-MORPHOLINOPHENYL)-9H-PURINE-2,6-DIAMINE;N6-Cyclohexyl-N2-(4-morpholinophenyl)-7H-purine-2,6-diamine;N6-CYCLOHEXYL-N2-[4-(4-MORPHOLINYL)PHENYL]-1H-PURINE-2,6-DIAMINE
CBNumber
CB5470820
Molecular Formula
C21H27N7O
Formula Weight
393.49
MOL File
656820-32-5.mol
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REVERSINE Property

Melting point:
305℃ (decomposition)
Boiling point:
736.4±70.0 °C(Predicted)
Density 
1.343±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 7 mg/mL, soluble
form 
solid
pka
10.51±0.10(Predicted)
color 
Off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R3904
Product name
Reversine
Purity
≥98% (HPLC), solid
Packaging
1mg
Price
$91.6
Updated
2024/03/01
Sigma-Aldrich
Product number
R3904
Product name
Reversine
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$317
Updated
2024/03/01
Cayman Chemical
Product number
10004412
Product name
Reversine
Purity
≥98%
Packaging
1mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
10004412
Product name
Reversine
Purity
≥98%
Packaging
5mg
Price
$155
Updated
2024/03/01
Cayman Chemical
Product number
10004412
Product name
Reversine
Purity
≥98%
Packaging
10mg
Price
$274
Updated
2024/03/01
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REVERSINE Chemical Properties,Usage,Production

Description

Reversine is a 2,6-disubstituted purine derivative that was originally found to induce dedifferentiation of C2C12 culture myoblast cells into stem cell progenitors when used at a concentration of 5 μM for four days. Depending on cell type, reversine promotes either differentiation or dedifferentiation. For example, in NT2 neuronal and HL-60 human promyelocytic leukemia cells, it induces differentiation. It inhibits the Aurora A, B, and C kinases with IC50 values of 98-876 nM and acts as an antagonist at the adenosine A3 receptor with a Ki value of 0.66 μM. Reversine is also used for studies of chromosome segregation. It inhibits the mitotic spindle checkpoint enzyme MPS1 with IC50 values of 6 and 2.8 nM for its kinase domain and full-length version, respectively). Reversine induces autophagy in WRO human follicular thyroid cancer cells and decreases Akt/mTOR signaling.

Uses

Reversine acts as a potent human A3 adenosine receptor antagonist and pan-aurora A/B/C kinase inhibitor. Used for stem cell differentiation.

Definition

ChEBI: A member of the class of purines that is 9H-purine in which the hydrogens at positions 2 and 6 are replaced by a [4-(morpholin-4-yl)phenyl]nitrilo group and a cyclohexylamino group, respectively.

Biochem/physiol Actions

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.

in vitro

reversine could be used to induce dedifferentiation of murine myoblasts. previous reports also showed that reversine had a role in regeneration. moreover, a recent report indicated reversine had anti-tumor capabilities for a myeloma cell line, as demonstrated by that reversine could suppress the expression of cell cycle related proteins aurora kinase a and aurora kinase b [1].

in vivo

the effects of reversine on tumor weight and volume were assessed using a murine model of cervical cancer with u14 cells, separately or combined with aspirin. the inhibition rate of cells in the combination group significantly increased; moreover, such combination could synergistically inhibit the proliferation of five cervical cancer cell lines. in the mouse model, tumor weight and volume of cervical cancer bearing mice were more reduced [1].

IC 50

150, 500 and 400 nm for aurora kinase a, b and c respectively

References

1) Chen et al. (2004), Dedifferentiation of lineage-committed cells by a small molecule; J. Am. Chem. Soc., 126 410 2) Chen et al. (2007), Reversine increases the plasticity of lineage-committed mammalian cells; Proc. Natl. Acad. Sci. USA, 104 10482 3) Perreira et al. (2005), Reversine and its 2-substituted adenine derivatives as potent and selective A3 adenosine receptor antagonists; J. Med. Chem., 48 4910

REVERSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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REVERSINE Suppliers

Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
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55
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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61
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.
Tel
17702719238 17702719238
Email
sales@sun-shinechem.com
Country
China
ProdList
976
Advantage
64
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
+86-21-60341587
Fax
+86-21-61294319
Email
sales@topbiochem.com
Country
China
ProdList
6175
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
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65
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Shanghai Witofly Chemical Co.,Ltd
Tel
Email
sales@witofly.com
Country
China
ProdList
2864
Advantage
52
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
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View Lastest Price from REVERSINE manufacturers

Career Henan Chemical Co
Product
REVERSINE 656820-32-5
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

656820-32-5, REVERSINERelated Search:


  • 9H-Purine-2,6-diamine,N6-cyclohexyl-N2-[4-(4-morpholinyl)phenyl]-
  • N6-Cyclohexyl-N2-(4-morpholinophenyl)-7H-purine-2,6-diamine
  • 2-(4-MORPHOLINOANILINO)-6-CYCLOHEXYLAMINOPURINE
  • N6-CYCLOHEXYL-N2-(4-MORPHOLINOPHENYL)-9H-PURINE-2,6-DIAMINE
  • Picropodophyllin (PPP)
  • N6-Cyclohexyl-N2-[4-(4-morpholinyl)phenyl]-1H-purine-2,6-diamine Reversine
  • Reversine N6-Cyclohexyl-N2-[4-(4-morpholinyl)phenyl]-1H-purine-2,6-diamine
  • REVERSINE
  • N6-CYCLOHEXYL-N2-[4-(4-MORPHOLINYL)PHENYL]-1H-PURINE-2,6-DIAMINE
  • Reversine, >=98%
  • Reversine, >96%
  • CS-870
  • REVERSINE USP/EP/BP
  • 656820-32-5
  • C21H27N7O
  • Inhibitors