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
Absence of cardiotoxicity of the experimental cytotoxic drug cyclopentenyl cytosine (CPEC) in rats.	2005-05	15902424
Cardiotoxicity of cytotoxic drugs.	2004-04	15023436
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).	2003-11-14	14604375
Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox).	2003-01-06	12467606
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.	2001-11-08	11689085
Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.	2001-04	11292644
Phase I clinical trial of continuous infusion cyclopentenyl cytosine.	1995	7554044
Broad-spectrum antiviral and cytocidal activity of cyclopentenylcytosine, a carbocyclic nucleoside targeted at CTP synthetase.	1991-06-15	1710119

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:59:50 GMT 2025` Edited by `admin` on `Mon Mar 31 18:59:50 GMT 2025`
Record UNII	69MO0NDN8K
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

NSC-375575

Preferred Name

English

CYCLOPENTENYL CYTOSINE

Systematic Name

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