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

Uses

Cyclopentenylcytosine induces senescence in breast cancer cells through nucleolar stress response and activation of p53. It also has antitumor activity.

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

• 92642-67-6 1-((1R,4R,5S)-4,5-Dihydroxy-3-hydroxymethyl-cyclopent-2-enyl)-4-methylsulfanyl-1H-pyrimidin-2-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 
• 377748-89-5 (1'R,2'S,3'R)-N³-benzoyl-1-[2,3-(isopropylidenedioxy)-4-(tert-butoxymethyl)-4-cyclopenten-1-yl]uracil 
• 377748-92-0 (1'R,2'S,3'R)-1-[2,3-(isopropylidenedioxy)-4-(tert-butoxymethyl)-4-cyclopenten-1-yl]uracil 
• 377748-59-9 (1S,2R,3R)-1-acetoxy-2,3-(isopropylidenedioxy)-4-(tert-butoxymethyl)-4-cyclopenten 
• 377748-57-7 (1R,2S,3S)-1-acetoxy-2,3-(isopropylidenedioxy)-1-(tert-butoxymethyl)-4-cyclopenten 
• 377748-56-6 (1R,2S,3S)-1-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-4-cyclopenten-1-ol 

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