ChemicalBook > CAS DataBase List > Roscovitine

Roscovitine

Product Name
Roscovitine
CAS No.
186692-46-6
Chemical Name
Roscovitine
Synonyms
Seliciclib;Roscovitin;Roscovitine (Seliciclib,CYC202);CYC 202;Posiphe;CS-1845;P34 CDC2;ROSCOVITINE;Roscoviline;(R)-2-(1-ETHY
CBNumber
CB0367185
Molecular Formula
C19H26N6O
Formula Weight
354.45
MOL File
186692-46-6.mol
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Roscovitine Property

Melting point:
106~107℃
Boiling point:
577.5±60.0 °C(Predicted)
Density 
1.3
storage temp. 
-20°C
solubility 
Soluble in DMSO (up to 10 mg/ml, with warming) or in Ethanol (up to 10 mg/ml).
pka
14.56±0.10(Predicted)
form 
White to off-white solid
color 
White
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey
BTIHMVBBUGXLCJ-OAHLLOKOSA-N
CAS DataBase Reference
186692-46-6(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
557360
Product name
Roscovitine
Packaging
1mg
Price
$71.1
Updated
2024/03/01
Sigma-Aldrich
Product number
557360
Product name
Roscovitine
Packaging
5mg
Price
$259
Updated
2024/03/01
Cayman Chemical
Product number
10009569
Product name
(R)-Roscovitine
Purity
≥98%
Packaging
500μg
Price
$22
Updated
2024/03/01
Cayman Chemical
Product number
10009569
Product name
(R)-Roscovitine
Purity
≥98%
Packaging
1mg
Price
$40
Updated
2024/03/01
Sigma-Aldrich
Product number
R7772
Product name
Roscovitine
Purity
≥98% (TLC)
Packaging
1mg
Price
$66.6
Updated
2024/03/01
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Roscovitine Chemical Properties,Usage,Production

Description

Roscovitine (186692-46-6) is a potent and selective inhibitor of cyclin-dependent kinases displaying higher potency and selectivity compared to olomoucine. ?p34 cdc2 IC50 = 0.2 μM.? Also inhibits p33cdk2 and p33cdk5.1? Anti-angiogenic.2 Prevents PPARg S273 phosphorylation, promoting browning of white adipose tissue.3 Enhances peripheral nerve regrowth.4

Uses

Roscovitine is a potent and selective inhibitor of cyclin-dependent kinases (CDKs). Roscovitine has been found to produce apoptosis in treated cancerous cells of non-small cell lung cancer (NSCLC) and other cancers. Studies show that Roscovitine displays increased anti-mitotic activity at the G1/S and G2/M phases of the cell cycle. Roscovitine maybe useful in the treatment of non-small cell lung cancer (NSCLC), leukemia, HIV infection, herpes simplex infection, and the mechanisms of chronic inflammation disorders.

Definition

ChEBI: 2,6-Diaminopurine carrying benzylamino, (2R)-1-hydroxybutan-2-yl and isopropyl substituents at C-6, C-2-N and N-9 respectively. It is an experimental drug candidate in the family of pharmacological cyclin-dependent kinase (CDK) inhibitors.

General Description

A potent, reversible, and selective inhibitor of cyclin-dependent kinases (Cdks) that exhibits about ten-fold greater efficacy towards p34cdk1 and p33cdk2 and twenty-fold greater efficacy towards p33cdk5 relative to Olomoucine (Cat. No. 495620). Inhibits p34cdk1/cyclin B (IC50 = 650 nM), p33cdk2/cyclin A (IC50 = 700 nM), p33cdk2/cyclin E (IC50 = 700 nM), and p33cdk5/p35 (IC50 = 200 nM) by competing for the ATP binding domain of the kinases. Exhibits reduced sensitivity towards related kinases including ERK1 and ERK2 (IC50 = 34 μM and 14 μM, respectively). Roscovitine does not significantly affect the activity of other protein kinases even at 100 μM, including p34cdk4/cyclin D1 and p40cdk6/cyclin D2. Compared to olomoucine, roscovitine displays increased anti-mitotic activity at the G1/S and G2/M phases of the cell cycle. A 50 mM (5 mg/282 μl) solution of Roscovitine (Cat. No. 557364) in DMSO is also available.

Biochem/physiol Actions

Roscovitine is a purine derived inhibitor. It stimulates apoptosis in cancer cells. It has inhibitory action on mitogen activated protein kinase (MAPK) and M-phase promoting factor (MPF) kinase activity. Roscovitine is known to arrest meiosis and thus, prevent embryonic development.

Anticancer Research

Roscovitine a derivative of olomoucine which is isolated from Raphanus sativus isunder clinical trials (Shoeb 2006).

storage

Store at -20°C

References

1) Meijer et al. (1997), Biochemical and cellular effects of roscovitine, a potent and selective inhibitor of the cyclin-dependent kinases cdc2, cdk2 and cdk5 ; Eur. J. Biochem., 243 527 2) Liebl et al. (2011), Anti-angiogenic effects of purine inhibitors of cyclin dependent kinases; Angiogenesis, 14 281 3) Wang et al. (2016) Browning of White Adipose Tissue with Roscovitine Induces a Distinct Population of UCP1+ Adipocytes; Cell Metab. 24 835 4) Law et al. (2016) Enhancement of Peripheral Nerve Regrowth by the Purine Nucleoside Analog and Cell Cycle Inhibitor, Roscovitine; Front. Cell. Neurosci. 10 238

Roscovitine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Roscovitine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
ROSCOVITINE 186692-46-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
ROSCOVITINE 186692-46-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20kg
Release date
2019-09-05

186692-46-6, RoscovitineRelated Search:


  • Seliciclib
  • 2-(R)-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol, 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine
  • (2R)-2-[[6-(benzylamino)-9-propan-2-yl-purin-2-yl]amino]butan-1-ol
  • 2-(R)-(1-ETHYL-2-HYDROXYETHYLAMINO)-6-BENZYLAMINO-9-ISOPROPYLPURINE
  • 2-(1-ETHYL-2-HYDROXYETHYLAMINO)-6-BENZYLAMINO-9-ISOPROPYLPURINE
  • 6-BENZYLAMINO-2-(R)-[(1-ETHYL)-2-HYDROXYETHYLAMINO]-9-ISOPROPYLPURINE
  • ROSCOVITINE
  • (R)-ROSCOVITINE
  • (R)-2-(1-ETHYL-2-HYDROXYETHYLAMINO)-6-BENZYLAMINO-9-ISOPROPYLPURINE
  • P34 CDC2
  • R-ROSCOVITINE 98% (HPLC)
  • ROSCOVITINE 95+%
  • 1-Butanol, 2-[[9-(1-methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-, (2R)-
  • 2-(r)-[[9-(1-methylethyl)-6-[(phenylmethyl)amino]-9h-purin-2-yl]amino]-1-butanol
  • Roscovitin
  • 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine
  • Roscovitine (CYC202,Seliciclib)
  • 6-Benzylamino-2[(R)-(1'-ethyl-2'-hydroxyethylamino)]-9-isopropylpurine Roscovitine
  • Roscovitine,2-(R)-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol, 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine
  • Roscovitine(CYC202)
  • 2-[[9-(1-Methylethyl)-6-[(phenylMethyl)aMino]-9H-purin-2-yl]aMino]-
  • (R)-2-(1-ETHY
  • Roscovitine (Seliciclib)
  • (2R)-2-[[9-(1-Methylethyl)-6-[(phenylMethyl)aMino]-9H-purin-2-yl]aMino]-1-butanol
  • (R)-2-[[9-(1-Methylethyl)-6-[(phenylMethyl)aMino]-9H-purin-2-yl]aMino]-1-butanol
  • CYC 202
  • Roscovitine (Seliciclib,CYC202)
  • Roscoviline
  • Posiphe
  • CYC-202(ROSCOVITINE)
  • 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine Roscovitine
  • 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine Roscovitine (Seliciclib,CYC202)
  • Roscovitine (R)-Roscovitine
  • Roscovitine, >=98%
  • Roscovitine - CAS 186692-46-6 - Calbiochem
  • CS-1845
  • SELICICLIB (ROSCOVITINE)
  • CYC202;R-ROSCOVITINE;SELICICLIB
  • 2-(6-Benzylamino-9-isopropyl-9H-purin-2-ylamino)-butan-1-ol (CYC202)
  • ROSCOVITINE USP/EP/BP
  • Seliciclib-d7
  • Roscovitine, CDK inhibitor
  • 186692-46-6
  • Cell Signaling and Neuroscience
  • Cell Cycle
  • Cell Cycle Regulators
  • Cell Biology
  • BioChemical
  • Apoptosis and Cell Cycle
  • Inhibitors
  • Apis
  • API intermediates