ChemicalBook > CAS DataBase List > 2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride

2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride

Product Name: 2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride
CAS No.: 294646-77-8
Chemical Name: 2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride
Synonyms: R8;(S)-CR8;(R)-CR8;CR8 3HCl (R);CR8, (R)-Isomer;(R)-CR8, 10 mM in DMSO;(R)?-?CR8/CR8/(R)-Isomer;(R)-CR8|||(R)-Isomer|||CR8;CR8, (R)-Isomer - CAS 294646-77-8 - Calbiochem;(R)-2-((9-Isopropyl-6-((4-(pyridin-2-yl)benzyl)amino)-9H-purin-2-yl)amino)butan-1-ol
CBNumber: CB32518863
Molecular Formula: C24H29N7O
Formula Weight: 431.53
MOL File: 294646-77-8.mol

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2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride Property

Melting point:: 98-100℃
Boiling point:: 671.4±65.0 °C(Predicted)
Density: 1.27±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: ≥10mg/mL
form: powder
pka: 14.56±0.10(Predicted)
color: off-white
Stability:: Stable for 2 years as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

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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

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C3249
Product name: CR8
Purity: ≥95% (HPLC)
Packaging: 5mg
Price: $320.15
Updated: 2025/07/31

Sigma-Aldrich

Product number: C3249
Product name: CR8
Purity: ≥95% (HPLC)
Packaging: 25mg
Price: $1350
Updated: 2025/07/31

Cayman Chemical

Product number: 14006
Product name: (R)-CR8
Purity: ≥98%
Packaging: 1mg
Price: $57
Updated: 2024/03/01

Cayman Chemical

Product number: 14006
Product name: (R)-CR8
Purity: ≥98%
Packaging: 10mg
Price: $275
Updated: 2024/03/01

Cayman Chemical

Product number: 14006
Product name: (R)-CR8
Packaging: 5mg
Price: $179
Updated: 2024/03/01

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2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride Chemical Properties,Usage,Production

Description

CR8 (294646-77-8) is a second generation analog of roscovitine which inhibits cyclin-dependent kinases with increased potency, Cdk1/cyclin B, Cdk2/cyclin A, Cdk2/cyclin E, Cdk5, p25, and Cdk9/cyclin T, IC50s=0.09, 0.072, 0.041, 0.11 and 0.18 μM respectively.1,2 Acts as a molecular glue degrader that depletes cyclin K.3 CR8 displays neuroprotective effects in various models including traumatic brain injury.4

Uses

CR8, (R)-Isomer is a cell-permeable, ATP-binding pocket-targeting CDK/CK1 dual-specific inhibitor.

Biochem/physiol Actions

CR8 is a potent and selective inhibitor of cyclin dependent kinase (CDK1, 2, 5, 7, and 9). CR8 is a more potent pyridyl analogue of roscovitine (Cat. No. R7772). In comparison to roscovirtine, the compound gains in potency toward CK1, which is involved in amyloid-β formation. The R-CR8 enantiomer is slightly more potent than S. CR8 is around 30 times more potent at cellular assay then roscovitine. Acts as a molecular glue to induce cyclin K degradation.

in vivo

(R)-CR8 (5?mg/Kg; i.p.) results in a significant reduction in lesion size at 28 days in histological assessment^[2].

Animal Model:	Adult (10 to 12 weeks old) male Sprague-Dawley rats (310 to 330?g)^[2]
Dosage:	i.p.
Administration:	5?mg/Kg
Result:	Resulted in a significant reduction in lesion size.

IC 50

Cdk1/cyclin B: 0.09 μM (IC₅₀); cdk2/cyclin A: 0.072 μM (IC₅₀); CDK2/cyclinE: 0.041 μM (IC₅₀); Cdk5/p25: 0.11 μM (IC₅₀); CDK7/cyclin H: 1.1 μM (IC₅₀); CDK9/Cyclin T: 0.18 μM (IC₅₀); CK1δ/ε: 0.4 μM (IC₅₀)

References

[1] K BETTAYEB. CR8, a potent and selective, roscovitine-derived inhibitor of cyclin-dependent kinases[J]. Oncogene, 2008, 27 44: 5797-5807. DOI:10.1038/onc.2008.191
[2] KARIMA BETTAYEB. CDK Inhibitors Roscovitine and CR8 Trigger Mcl-1 Down-Regulation and Apoptotic Cell Death in Neuroblastoma Cells.[J]. Genes and Cancer, 2010, 1 4: 369-380. DOI:10.1177/1947601910369817
[3] MIKOŁAJ SŁABICKI. The CDK inhibitor CR8 acts as a molecular glue degrader that depletes cyclin K[J]. Nature, 2020, 585 7824: 293-297. DOI:10.1038/s41586-020-2374-x
[4] TARYN G AUBRECHT. Comparing effects of CDK inhibition and E2F1/2 ablation on neuronal cell death pathways in vitro and after traumatic brain injury.[J]. Cell Death & Disease, 2018: 1121. DOI:10.1038/s41419-018-1156-y

2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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294646-77-8, 2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochlorideRelated Search:

Volasertib (BI 6727) Fruquintinib 3-[(Aminocarbonyl)amino]-5-(3-fluorophenyl)-N-(3S)-3-piperidinyl-2-Thiophenecarboxamide METHOPRENE ACID Cumene 3-Methyl-2-butanone 2-Chloropropane 2-Bromopropane

(R)-CR8

2-(R)-(1-Ethyl-2-hydroxyethylamino)-6-(4-(2-pyridyl)benzyl)-9-isopropylpurinetrihydrochloride

1-Butanol,2-[[9-(1-Methylethyl)-6-[[[4-(2-pyridinyl)phenyl]Methyl]aMino]-9H-purin-2-yl]aMino]-,(2R)-

(S)-CR8

(2R)-2-[[9-(1-Methylethyl)-6-[[[4-(2-pyridinyl)phenyl]methyl]amino]-9H-purin-2-yl]amino]-1-butanol

CR8, (R)-Isomer

(2R)-2-[[9-(1-Methylethyl)-6-[[[4-(2-pyridinyl)phenyl]methyl]amino]-9H-purin-2-yl]amino]-butanol-1

(R)-2-(1-Hydroxybut-2-ylamino)-6-[4-(2-pyridyl)phenylmethylamino]-9-iso-propylpurine

CR8, (R)-Isomer - CAS 294646-77-8 - Calbiochem

(R)-2-((9-Isopropyl-6-((4-(pyridin-2-yl)benzyl)amino)-9H-purin-2-yl)amino)butan-1-ol

CR8 3HCl (R)

Inhibitor,(R)??CR8,caspases,Cyclin dependent kinase,lesion,death,inhibit,cell,(R)?-?CR-8,CDK,CR8, (R)-Isomer,(R)?-?CR8,(R)? ?CR8,Hippocampus,neuroprotective,Apoptosis,PARP

(R)?-?CR8/CR8/(R)-Isomer

(R)-CR8|||(R)-Isomer|||CR8

(R)-CR8, 10 mM in DMSO

294646-77-8

C24H29N7O3HCl