Page last updated: 2024-12-06

cyclopentenyl cytosine

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Description

cyclopentenyl cytosine: inhibits CTP synthetase; used in therapy of colonic neoplasms; structure given in first source; RN given refers to the (1R-(1alpha,4beta,5beta))-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72828
CHEMBL ID63647
SCHEMBL ID10392960
MeSH IDM0133275

Synonyms (25)

Synonym
nsc 375575
2(1h)-pyrimidinone, 4-amino-1-((1r,4r,5s)-4,5-dihydroxy-3-(hydroxymethyl)-2-cyclopenten-1-yl)-
cyclopentenyl cytosine
2(1h)-pyrimidinone, 4-amino-1-(4,5-dihydroxy-3-(hydroxymethyl)-2-cyclopenten-1-yl)-, (1r-(1-alpha,4-beta,5-beta))-
brn 4258358
NCI60_003528
4-amino-1-[(1r,4r,5s)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]pyrimidin-2-one
cyclopentenylcytosine
NSC375575 ,
90597-22-1
ce-cyd
2(1h)-pyrimidinone, 4-amino-1-[(1r,4r,5s)-4,5-dihydroxy-3-(hydroxymethyl)-2-cyclopenten-1-yl]-
nsc-375575
2(1h)-pyrimidinone,5-dihydroxy- 3-(hydroxymethyl)-2-cyclopenten-1-yl]-
ccyd
cpe-c
cpec
CHEMBL63647 ,
unii-69mo0ndn8k
69mo0ndn8k ,
ccris 1771
bdbm50421707
SCHEMBL10392960
DTXSID70238212
Q27264364

Research Excerpts

Overview

Cyclopentenyl cytosine (CPE-C) is an investigational drug that is active against human solid tumor xenografts. It is a nucleoside-analogue that decreases concentrations of cytidine triphosphate (CTP) in leukemic cells by inhibiting the enzyme CTP synthetase.

ExcerptReferenceRelevance
"Cyclopentenyl cytosine (CPEC) is a carbocyclic cytidine analog inhibitor of CTP synthetase and experimental drug for combination chemotherapy. "( CPEC induces erythroid differentiation of human myeloid leukemia K562 cells through CTP depletion and p38 MAP kinase.
Collins, M; Graves, LM; Huang, M; Wang, Y, 2004
)
1.77
"Cyclopentenyl cytosine (CPE-C) is an investigational drug that is active against human solid tumor xenografts. "( Phase I clinical trial of continuous infusion cyclopentenyl cytosine.
Allegra, CJ; Bastian, A; Chen, AP; Dahut, W; Ford, H; Hamilton, JM; Kelley, JA; Politi, PM; Setser, A; Xie, F, 1995
)
1.99
"Cyclopentenyl cytosine (CPE-C) is a synthetic carbocyclic nucleoside that possesses diverse antitumor and antiviral activity. "( Reversed-phase high-performance liquid chromatographic determination of the new antitumor agent cyclopentenyl cytosine in biological fluids.
Ford, H; Hartman, NR; Hegedus, L; Kelley, JA, 1997
)
1.96
"Cyclopentenyl cytosine (CPEC) is a nucleoside-analogue that decreases the concentrations of cytidine triphosphate (CTP) and deoxycytidine triphosphate (dCTP) in leukemic cells by inhibiting the enzyme CTP synthetase, resulting in a decreased synthesis of RNA and DNA. "( Cyclopentenyl cytosine induces apoptosis and increases cytarabine-induced apoptosis in a T-lymphoblastic leukemic cell-line.
Brinkman, J; Evers, LM; Leen, R; Van Gennip, AH; Van Kuilenburg, AB; Verschuur, AC; Vet, RJ; Voƻte, PA, 2001
)
3.2

Effects

ExcerptReferenceRelevance
"Cyclopentenyl cytosine (CPEC) has been shown to induce apoptosis in human T lymphoblastic cell lines and T cells from leukaemia patients. "( The pyrimidin analogue cyclopentenyl cytosine induces alloantigen-specific non-responsiveness of human T lymphocytes.
Bemelman, FJ; Nikolaeva, N; ten Berge, IJ; van Lier, RA; Verschuur, A; Yong, SL, 2008
)
2.1

Toxicity

ExcerptReferenceRelevance
" Due to CPE-C's in vivo myelotoxicity, it was important to characterize its potential adverse effects on human marrow cells during preclinical development of the drug."( In vitro characterization of the myelotoxicity of cyclopentenyl cytosine.
Du, DL; Grieshaber, CK; Murphy, MJ; Volpe, DA, 1994
)
0.54
" In conclusion, the combination of dFdC and CPEC is highly toxic to neuroblastoma in vitro."( Cyclopentenyl cytosine-induced activation of deoxycytidine kinase increases gemcitabine anabolism and cytotoxicity in neuroblastoma.
Bierau, J; Caron, HN; Leen, R; Meinsma, R; van Gennip, AH; van Kuilenburg, AB, 2006
)
1.78

Dosage Studied

ExcerptRelevanceReference
" Low dosage of CPEC seems necessary and intensive cardiac monitoring is advisable."( Cyclopentenyl cytosine (CPEC): an overview of its in vitro and in vivo activity.
Gelderblom, H; Guchelaar, HJ; Schimmel, KJ, 2007
)
1.78
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (121)

Assay IDTitleYearJournalArticle
AID235601Ratio of minimum drug concentration to ID50 (A2/Aichi/2/68 strain)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218398Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 10 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID55098Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 10 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID102054Log cell kill at the end of treatment at dose 0.5 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100236Cytotoxicity was measured against Vaccinia virus VAC in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID153023Number of 30-day survivors out of 6 mice at dose 1.5 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID55097Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 100 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218395Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 0.032 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218397Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 1 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100233Cytotoxicity was measured against Monkeypox virus MPX in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID164600Inhibitory dose of compound required to inhibit cytopathogenic effects of Punta toro virus with adames strain in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID152863Compound was tested for antitumor activity against P388/ara-C leukemia in mouse at dose 1.5 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID96593Log cell kill at the end of treatment to mice1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID55096Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 0.32 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98845Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1 mg/kg administered subcutaneously in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID131149Compound was tested for antitumor activity against human A549 lung tumor xenografts in athymic mice at dose 2 mg/kg administered subrenal capsule in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218009Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 0.032 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98863Median percent increase in life span of tumored, treated mice relative to tumored, untreated controls after intraperitoneal dose 4 mg/kg daily (every 4th day)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID216278In vitro antiviral activity against West Nile Virus.2001Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.
AID218024Cytotoxicity was measured against Cowpox virus CPX in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID100228Antiviral activity was measured against Monkeypox virus MPX in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID96591Log cell kill at the end of treatment at dose 1 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98878Compound was tested for its ability to inhibit L1210 cell growth after 72 hr at 0.03 uM concentration1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID218025Cytotoxicity was measured against Monkeypox virus MPX in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218399Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 100 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235756Therapeutic index was measured against Smallpox virus 7124 in LLC-MK2 (ATCC CRL 7) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218396Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 0.1 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98711Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1 mg/kg administered intraperitoneally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235605Ratio of minimum drug concentration to ID50 of the compound (Indiana strain)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID216389Inhibitory dose of compound required to inhibit cytopathogenic effects of vesicular stomatitis RNA virus with indiana strain in L929 cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218027Cytotoxicity was measured against Smallpox virus BSH in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID131155Compound was tested for antitumor activity against human MX-1 mammary tumor xenografts in athymic mice at dose 1.5 mg/kg administered subrenal capsule in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID92457Tested for inhibition of virus-induced cytopathogenic effect and cytotoxicity of compound against influenza virus with A2/Aichi/2/68 strain in MDCK cell1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235758Therapeutic index was measured against Smallpox virus BSH Vero 76 (ATCC CRL 1587) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID98850Compound was tested for antitumor activity against L1210/ara-C leukemia in mouse at dose 2.25 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID102053Compound was tested for antitumor activity against M5076 leukemia in mouse at dose 0.5 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID96592Log cell kill at the end of treatment at dose 2.25 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100234Cytotoxicity was measured against Smallpox virus 7124 in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID55095Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 0.1 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID153019Log cell kill at the end of treatment at dose 1.5 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218012Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 1 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98847Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 2.25 mg/kg administered intraperitoneally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218020Antiviral activity was measured against Monkeypox virus MPX in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218015Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 3.2 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98879Compound was tested for its ability to inhibit L1210 cell growth after 72 hr at 1000 uM concentration1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID217742In vitro cytotoxicity in vero cells.2001Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.
AID98848Compound was tested for antitumor activity against L1210/ara-C leukemia in mouse at dose 1.5 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98880Compound was tested for its ability to inhibit L1210 cell growth after 72 hr at 100 uM concentration1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID98861Median percent increase in life span of tumored, treated mice relative to tumored, untreated controls after intraperitoneal dose 0.5 mg/kg daily(for every 3 hr)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98862Median percent increase in life span of tumored, treated mice relative to tumored, untreated controls after intraperitoneal dose 1 mg/kg daily (1-9 days)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID215627Binding affinity to uridine kinase from L1210. was determined from the dixon plot1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID131152Compound was tested for antitumor activity against human LOX melanoma tumor xenografts in athymic mice at dose 2.25 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98707Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1.5 mg/kg administered intracerebrally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID96931Number of 60-day survivors out of 9 tested at dose 1.5 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98849Compound was tested for antitumor activity against L1210/ara-C leukemia in mouse at dose 1 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID131150Compound was tested for antitumor activity against human LOX melanoma tumor xenografts in athymic mice at dose 1.5 mg/kg administered intraperitoneally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100235Cytotoxicity was measured against Smallpox virus BSH in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID235752Therapeutic index was measured against Cowpox virus CPX in LLC-MK2 (ATCC CRL 7) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID96930Number of 60-day survivors out of 10 tested at dose 2.25 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98846Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 2.25 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235602Ratio of minimum drug concentration to ID50 of the compound (Adames strain)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218394Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 0.01 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218014Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 100 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218023Antiviral activity was measured against Vaccinia virus VAC in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218008Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 0.01 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218026Cytotoxicity was measured against Smallpox virus 7124 in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID216399Tested for inhibition of virus-induced cytopathogenic effect and cytotoxicity of compound against vesicular stomatitis RNA virus with indiana strain in L929 cell1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID96929Number of 60-day survivors out of 10 tested at dose 1 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218028Cytotoxicity was measured against Vaccinia virus VAC in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID152861Compound was tested for antitumor activity against P388 leukemia in mouse at dose 1.5 mg/kg administered intraperitoneally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218019Antiviral activity was measured against Cowpox virus CPX in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID220244Tested for inhibition of virus-induced cytopathogenic effect and cytotoxicity of compound against yellow fever virus with asibi strain vero cell1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235761Therapeutic index was measured against Vaccinia virus VAC in Vero 76 (ATCC CRL 1587) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID131151Compound was tested for antitumor activity against human LOX melanoma tumor xenografts in athymic mice at dose 1 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235759Therapeutic index was measured against Smallpox virus BSH in LLC-MK2 (ATCC CRL 7) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218400Cytotoxicity of compound was determined by reduction in number of viable vero monolayer cells after treatment with 320 ug/mL for 4 days1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100816Compound was evaluated for the ability to inhibit L1210 tumor cell growth a concentration of 100 uM1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
Synthesis of two cyclopentenyl-3-deazapyrimidine carbocyclic nucleosides related to cytidine and uridine.
AID218013Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 10 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100229Antiviral activity was measured against Smallpox virus 7124 in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID215626Inhibition of uridine kinase from L1210 cells was evaluated by measuring the retention of phosphorylated product on DE81 filter papers at 1000 uM1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID98708Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1.5 mg/kg administered subcutaneously in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID152862Compound was tested for antitumor activity against P388 leukemia in mouse at dose 1 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID55101Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 320 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID220238Inhibitory dose of compound required to inhibit cytopathogenic effects of yellow fever virus with asibi strain in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID94763Tested for inhibition of virus-induced cytopathogenic effect and cytotoxicity of compound against Japanese encephalitis virus with najayama strain in vero cell1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98710Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1 mg/kg administered intraperitoneally in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235753Therapeutic index was measured against Cowpox virus CPX in Vero 76 (ATCC CRL 1587) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID98881Compound was tested for its ability to inhibit L1210 cell growth after 72 hr at 500 uM concentration1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID100815Compound was evaluated for the ability to inhibit L1210 tumor cell growth a concentration of 10 uM1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
Synthesis of two cyclopentenyl-3-deazapyrimidine carbocyclic nucleosides related to cytidine and uridine.
AID100231Antiviral activity was measured against Vaccinia virus VAC in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID131156Compound was tested for antitumor activity against human MX-1 mammary tumor xenografts in athymic mice at dose 2.25 mg/kg administered subrenal capsule in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218021Antiviral activity was measured against Smallpox virus 7124 in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218011Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 0.32 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218022Antiviral activity was measured against Smallpox virus BSH in Vero 76 (ATCC CRL 1587) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID152864Compound was tested for antitumor activity against P388/ara-C leukemia in mouse at dose 1.5 mg/kg administered intraperitoneally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID218016Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 32 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235606Ratio of minimum drug concentration to ID50 of the compound (Najayama strain)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID215625Inhibition of uridine kinase from L1210 cells was evaluated by measuring the retention of phosphorylated product on DE81 filter papers at 100 uM1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.
AID153020Log cell kill at the end of treatment at dose 1 mg/kg administered intraperitoneally1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100230Antiviral activity was measured against Smallpox virus BSH in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID55099Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 1 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235604Ratio of minimum drug concentration to ID50 of the compound(Asibi strain)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID164601Tested for inhibition of virus-induced cytopathogenic effect and cytotoxicity of compound against Punta toro virus with adames strain in vero cell1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID152792In vitro cytotoxicity in PBM cells.2001Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.
AID235755Therapeutic index was measured against Monkeypox virus MPX in Vero 76 (ATCC CRL 1587) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID100818Compound was evaluated for the ability to inhibit L1210 tumor cell growth a concentration of 1 uM1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
Synthesis of two cyclopentenyl-3-deazapyrimidine carbocyclic nucleosides related to cytidine and uridine.
AID235754Therapeutic index was measured against Monkeypox virus MPX in LLC-MK2 (ATCC CRL 7) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID131148Compound was tested for antitumor activity against human A549 lung tumor xenografts in athymic mice at dose 1.5 mg/kg administered subrenal capsule in experiment 11988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID100227Antiviral activity was measured against Cowpox virus CPX in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID92456Inhibitory dose of compound required to inhibit cytopathogenic effects of influenza virus with A2/Aichi/2/68 strain in MDCK cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235757Therapeutic index was measured against Smallpox virus 7124 in Vero 76 (ATCC CRL 1587) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID47445In vitro cytotoxicity in CEM cells.2001Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.
AID100232Cytotoxicity was measured against Cowpox virus CPX in LLC-MK2 (ATCC CRL 7) cell2003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID55102Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 32 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID152622In vitro antiviral activity against HIV-1 in human PBM cells.2001Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.
AID218017Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 320 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID55100Log value for antiviral activity against Cytomegalovirus (AD169) from MRC5 diploid human embryonic lung cells at 3.2 ug/mL1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID94762Inhibitory dose of compound required to inhibit cytopathogenic effects of Japanese encephalitis virus with najayama strain in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID235760Therapeutic index was measured against Vaccinia virus VAC in LLC-MK2 (ATCC CRL 7) cell as the ratio of IC50/EC502003Bioorganic & medicinal chemistry letters, Jan-06, Volume: 13, Issue:1
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).
AID218010Compound was tested for antiviral activity against Varicella-Zoster from human diploid foreskin cells in mono layer culture at 0.1 ug/ml1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
AID98709Compound was tested for antitumor activity against L1210 leukemia in mouse at dose 1 mg/kg administered intracerebrally in experiment 21988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Cyclopentenylcytosine. A carbocyclic nucleoside with antitumor and antiviral properties.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (67)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (8.96)18.7374
1990's27 (40.30)18.2507
2000's29 (43.28)29.6817
2010's4 (5.97)24.3611
2020's1 (1.49)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 18.37

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index18.37 (24.57)
Research Supply Index4.23 (2.92)
Research Growth Index4.97 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (1.49%)5.53%
Reviews1 (1.49%)6.00%
Case Studies1 (1.49%)4.05%
Observational0 (0.00%)0.25%
Other64 (95.52%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]