Structure of (R)-Roscovitine
CAS No.: 186692-46-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
(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
4.5
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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 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302+H312+H332-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P305+P351+P338 |
Target |
|
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 << |
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 |
Tags: (R)-Roscovitine | Seliciclib | CYC202 | CYC202 | CYC 202 | CYC-202 | CDK | Cyclin dependent kinase | cell cycle arrest | apoptosis | CDK2 inhibition | CDK2 | CDK7 | CDK9 | G1/S phases | G2/M phases | 186692-46-6
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H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
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H260 | In contact with water releases flammable gases which may ignite spontaneously |
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H311 | Toxic in contact with skin |
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H314 | Causes severe skin burns and eye damage |
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H316 | Causes mild skin irritation |
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H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
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H340 | May cause genetic defects |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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