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Chemical Structure| 186692-46-6 Chemical Structure| 186692-46-6

Structure of (R)-Roscovitine
CAS No.: 186692-46-6

Chemical Structure| 186692-46-6

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(R)-Roscovitine (Seliciclib) is an orally bioavailable and selective inhibitor of CDKs with IC50 values of 0.2 μM for CDK5, 0.65 μM for Cdc2, and 0.7 μM for CDK2.

Synonyms: CYC202; Seliciclib; Roscovitin

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Product Details of (R)-Roscovitine

CAS No. :186692-46-6
Formula : C19H26N6O
M.W : 354.45
SMILES Code : CC[C@H](CO)NC1=NC(=C2C(=N1)N(C=N2)C(C)C)NCC3=CC=CC=C3
Synonyms :
CYC202; Seliciclib; Roscovitin
MDL No. :MFCD02266401
InChI Key :BTIHMVBBUGXLCJ-OAHLLOKOSA-N
Pubchem ID :160355

Safety of (R)-Roscovitine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P305+P351+P338

Related Pathways of (R)-Roscovitine

Hedgehog

Isoform Comparison

Biological Activity

Target
  • CDK5

    CDK5/p35, IC50:0.16 μM

  • CDK2

    CDK2/CyclinA, IC50:0.7 μM

    CDK2/CyclinE, IC50:0.7 μM

  • Cdc

    Cdc2/CyclinB, IC50:0.65 μM

In Vitro:

Cell Line
Concentration Treated Time Description References
Neurons 15 µM and 10 µM 2 days Roscovitine treatment reduced the proportion of TH+ neurons in TS neurons, indicating that restoring channel inactivation can decrease the abnormal expression of TH in patient cells. PMC3517299
A549 20 μM 24 h Roscovitine was able to reduce protein expression through a proteosome-dependent mechanism and prevent the DNA damage-induced upregulation of cyclin A1 on both transcriptional and post-transcriptional levels, leading to a significant decrease in non-homologous end-joining (NHEJ) and an increase in DNA DSBs and overall DNA damage over time. PMC3224749
Swiss 3T3 cells 5 μM Roscovitine induced brown gene expression in WT Swiss-PPARγ cells to the same extent as S273-PPARγ cells alone. PMC6674884
3T3-L1 adipocytes 5 μM 1-2 days Induced the expression of select brown adipocyte mRNAs, including PRDM16, PGC-1α, FGF21, and UCP1, without altering the expression of standard adipogenic genes such as adiponectin and FABP4. PMC6674884
Human primary osteoblasts 0.16 μM Roscovitine treatment increased the expression of early- (ALPL) and late-stage (BGLAP, SPP1, IBSP) osteoblast-specific marker genes. PMC8983726
Primary murine calvarial osteoblasts 0.16 μM 6 and 14 days Roscovitine treatment enhanced cellular ALP activity and significantly increased early- (Runx2, Alpl) and late-stage (Bglap) osteoblast-specific marker gene expression. PMC8983726
CCRF-CEM SLFN11-del and parental cells 20 μM 4 hours Replication conferred by ATR inhibition in SLFN11-del cells was abrogated by roscovitine, a CDK/DDK inhibitor under conditions where roscovitine by itself did not inhibit replication PMC5802881

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6N mice Wild-type mice Intraperitoneal injection 50 mg/kg Daily for 6 weeks Roscovitine enhanced energy expenditure and prevented diet-induced obesity and insulin resistance. PMC6674884
Mouse Cep164cKO mouse model Injection 150 mg/kg Daily for one week Roscovitine attenuated cyst growth in Cep164cKO mice by suppressing cell cycle activity and improved kidney morphology. PMC6650321
Mice Fracture healing model Intraperitoneally (i.p.) 150 mg/kg Three times per week for 14 or 23 days Roscovitine treatment significantly enhanced bone mass by increasing osteoblastogenesis and improved fracture healing in mice. PMC8983726

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT00372073 Non-small Cell Lung Cancer Phase 2 Terminated March 2012 United States, Arizona ... More >> Arizona Cancer Center Tucson, Arizona, United States, 85724 United States, California Pacific Coast Hematology Oncology Group Fountain Valley, California, United States, 92708 United States, Florida Pasco Hernando Oncology New Port Richey, Florida, United States, 34652 United States, Illinois Rush University Medical Center Chicago, Illinois, United States, 60612 The University of Chicago Chicago, Illinois, United States, 60637 United States, Maryland University of Maryland, Greenebaun Cancer Center Baltimore, Maryland, United States, 21201 United States, Massachusetts Dana Farber Cancer Institute Boston, Massachusetts, United States, 02115 United States, Nebraska Nebraska Medical Center Omaha, Nebraska, United States, 68198 United States, Nevada Nevada Cancer Research Foundation Las Vegas, Nevada, United States, 89106 VA Sierra Nevada Health Care System Reno, Nevada, United States, 89502 United States, New Mexico New Mexico Oncology Hematology Consultants Albuquerque, New Mexico, United States, 87109 United States, New York Columbia Presbyterian Medical Center New York, New York, United States, 10032 United States, Pennsylvania Penn State Milton S. Hershey Medical Center Hershey, Pennsylvania, United States, 17033 University of Pittsburg Cancer Institute Pittsburgh, Pennsylvania, United States, 15232 United States, Tennessee The Family Cancer Center Collierville, Tennessee, United States, 38017 Vanderbilt University Medical Center Nashville, Tennessee, United States, 37232 United States, Texas Southwest Regional Cancer Center Austin, Texas, United States, 78705 Center for Oncology Research and Treatment Dallas, Texas, United States, 75230 East Texas Medical Center Tyler, Texas, United States, 75701 United States, Virginia Danville Hematology Oncology Danville, Virginia, United States, 24541 Less <<
NCT00999401 Advanced Solid Tumors Phase 1 Unknown July 2018 United States, Massachusetts ... More >> Dana Farber Cancer Institute Recruiting Boston, Massachusetts, United States, 02115 Contact: Geoffrey Shapiro, M.D.    617-632-4942       Contact: Tracy Bell, R.N.    617.632.3482       Dana Farber Cancer Institute Recruiting Boston, Massachusetts, United States, 02215 Contact: Sara Tolaney, M.D.    617-632-2335       Contact: Leilani Anderson, RN    617-632-3129 Less <<
NCT01333423 Breast Cancer Phase 1 Withdrawn - -
NCT02649751 Cystic Fibrosis Phase 2 Terminated(The centers have no... More >> longer patients. In September 2018, set up of a competitive international study.) Less << - France ... More >> CHR - Hôpital Calmette Lille, France, 59037 CH Lyon Sud Lyon, France, 69495 Hôpital Arnaud de Villeneuve Montpellier, France, 34295 CHU Nantes Nantes, France, 44093 CHU de Nice - Hôpital Pasteur Nice, France, 06001 Hôpital Cochin Paris, France, 75014 CHU de Bordeaux - Hôpital Haut-Lévêque Pessac, France, 33604 Centre de Ressources et de Compétences de la mucoviscidose Reims, France, 51100 Centre de Perharidy Roscoff, France, 29684 Hôpital Larrey Toulouse, France, 30030 Centre Hospitalier Bretagne Atlantique Vannes, France, 56017 Less <<
NCT03774446 Cushing Disease PHASE2 RECRUITING 2025-08-25 Cedars-Sinai Medical Center, L... More >>os Angeles, California, 90048, United States Less <<
NCT02160730 Cushings Disease PHASE2 TERMINATED 2025-10-18 Cedars-Sinai Medical Center, L... More >>os Angeles, California, 90048, United States Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.82mL

0.56mL

0.28mL

14.11mL

2.82mL

1.41mL

28.21mL

5.64mL

2.82mL

References

 

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