90597-22-1

Basic information

• Product Name: cyclopentenyl cytosine
• Synonyms: cyclopentenyl cytosine;1-[(1β)-4β-(Hydroxymethyl)-2α,3α-dihydroxy-4-cyclopentenyl]cytosine;4',4'-O-Didehydro-4'-O-carbacytidine;4-Amino-1-[(1R,4R,5S)-4β,5β-dihydroxy-3-hydroxymethyl-2-cyclopentenyl]pyrimidin-2(1H)-one;CPEC;CPE-C;NSC-375575;1-[(1R)-2β,3β-Dihydroxy-4-hydroxymethyl-4-cyclopenten-1β-yl]cytosine
• CAS NO: 90597-22-1
• Molecular Formula: C₁₀H₁₃N₃O₄
• Molecular Weight: 239.22800
• Mol File: 90597-22-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 508.4oC at 760 mmHg
• Flash Point: 261.3oC
• Appearance: /
• Density: 1.73g/cm3
• Vapor Pressure: 1.82E-12mmHg at 25°C
• Refractive Index: 1.743
• CAS DataBase Reference: cyclopentenyl cytosine(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopentenyl cytosine(90597-22-1)
• EPA Substance Registry System: cyclopentenyl cytosine(90597-22-1)

Safety Data

• Hazardous Substances Data: 90597-22-1(Hazardous Substances Data)

Usage

Description

Cyclopentenyl cytosine is a chemical compound with potential antitumor properties. It is known for its ability to induce senescence in breast cancer cells through nucleolar stress response and activation of the p53 protein, which plays a crucial role in controlling cell cycle and preventing tumor formation.

Uses

Used in Anticancer Applications:
Cyclopentenyl cytosine is used as an anticancer agent for its ability to induce senescence in breast cancer cells. This is achieved through the nucleolar stress response and activation of the p53 protein, which helps in inhibiting tumor growth and progression.
Additionally, cyclopentenyl cytosine exhibits antitumor activity, making it a promising candidate for further research and development in the field of cancer treatment.

InChI:InChI=1/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

Upstream product

• 104010-72-2 (3aS,6aS)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 
• 115150-00-0 1-<(1R,2S,3R)-2,3-diacetoxy-4-acetoxymethyl-4-cyclopenten-1-yl>-4-thio-2,4-(1H,3H)-pyrimidinedione 
• 115149-99-0 1-<(1R,2S,3R)-2,3-diacetoxy-4-acetoxymethyl-4-cyclopenten-1-yl>-2,4-(1H,3H)-pyrimidinedione 
• 90597-18-5 (1R,2S,3R)-1--2,3-isopropylidenedioxy-4-methoxymethyloxymethyl-4-cyclopentene 
• 99238-73-0 1-<(1R,2S,3R)-2,3-isopropylidenedioxy-4-methoxymethyloxymethyl-4-cyclopenten-1-yl>-2-oxo-4-thioxo-(1H,3H)-pyrimidine 
• 90597-19-6 1-<(1R,2S,3R)-2,3-isopropylidenedioxy-4-methoxymethyloxymethyl-4-cyclopenten-1-yl>-2,4-(1H,3H)-pyrimidinedione 
• 90597-21-0 1-<(1R,2S,3R)-2,3-isopropylidenedioxy-4-methoxymethyloxymethyl-4-cyclopenten-1-yl>-4-methylthio-2(1H)-pyrimidinone 
• 90597-20-9 1-<(1R,2S,3R)-2,3-dihydroxy-4-hydroxymethyl-4-cyclopenten-1-yl>-2,4-(1H,3H)-pyrimidinedione 
• 115983-79-4 (-)-N-<<<(1R,4R,5S)-3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>amino>carbonyl>-3-ethoxy-2-propenamide 
• 92642-63-2 (Z)-2-[3-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-ureidocarbonyl]-3-ethoxy-acrylic acid ethyl ester 
• 92642-68-7 (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-5-(ethoxycarbonyl)uracil 
• 115983-80-7 (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-5-uracilcarboxylic acid 
• 92642-70-1 (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-4-thioxouracil 
• 92642-69-8 (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil 

Relevant articles and documents

Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus

Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus are described. The key intermediate (-)- and (+)-cyclopentenyl alcohols (7 and 15) were prepared from D-γ-ribonolactone and D-ribose,

ENANTIOSELECTIVE SYNTHESIS OF NEW ANALOGS OF NEPLANOCIN A AND THEIR BIOLOGICAL ACTIVITY

Various carbocyclic nucleosides analogs of neplanocin A (such as 5-aminoimidazole-4-carboxamide riboside, uridine, 5-iodouridine, 4-thiouridine, cytidine, thymidine, 2'-deoxyguanosine, ribofuranosylthymine, a 2,2'-anhydroderivative, 2'-deoxycytidine, 2'-d