CYCLOPENTENYL CYTOSINE

NC1=NC(=O)N(C=C1)[C@@H]2C=C(CO)[C@@H](O)[C@H]2O

InChIKey=DUJGMZAICVPCBJ-VDAHYXPESA-N

InChI=1S/C10H13N3O4/c11-7-1-2-13(10(17)12-7)6-3-5(4-14)8(15)9(6)16/h1-3,6,8-9,14-16H,4H2,(H2,11,12,17)/t6-,8-,9+/m1/s1

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

PubMed

Title	Date	PubMed
Broad-spectrum antiviral and cytocidal activity of cyclopentenylcytosine, a carbocyclic nucleoside targeted at CTP synthetase.	1991 Jun 15	1710119
Phase I clinical trial of continuous infusion cyclopentenyl cytosine.	1995	7554044
Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.	2001 Apr	11292644
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.	2001 Nov 8	11689085
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).	2003 Jan 6	12467606
Practical synthesis of D- and l-2-cyclopentenone and their utility for the synthesis of carbocyclic antiviral nucleosides against orthopox viruses (smallpox, monkeypox, and cowpox virus).	2003 Nov 14	14604375
Cardiotoxicity of cytotoxic drugs.	2004 Apr	15023436
Absence of cardiotoxicity of the experimental cytotoxic drug cyclopentenyl cytosine (CPEC) in rats.	2005 May	15902424

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:59:30 GMT 2023` Edited by `admin` on `Fri Dec 15 17:59:30 GMT 2023`
Record UNII	69MO0NDN8K
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

CYCLOPENTENYL CYTOSINE

Systematic Name

English

NSC-375575

Code

English

2(1H)-PYRIMIDINONE, 4-AMINO-1-((1R,4R,5S)-4,5-DIHYDROXY-3-(HYDROXYMETHYL)-2-CYCLOPENTEN-1-YL)-

Systematic Name

English

CPEC

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2133