62102-28-7

Basic information

• Product Name: 1-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-Pyrimidinedione, 1-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]-
• CAS NO: 62102-28-7
• Molecular Formula: C₁₀H₁₄N₂O₄
• Molecular Weight: 226.2292
• Mol File: 62102-28-7.mol
• Article Data: 7

Chemical Properties

• Density: 1.433g/cm³
• Refractive Index: 1.602
• CAS DataBase Reference: 1-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidine-2,4(1H,3H)-dione(62102-28-7)
• EPA Substance Registry System: 1-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidine-2,4(1H,3H)-dione(62102-28-7)

Safety Data

• Hazardous Substances Data: 62102-28-7(Hazardous Substances Data)

Usage

Type of compound

Cyclic compound

Contains

Pyrimidine ring and cyclopentyl ring

Functional groups

Hydroxyl group and hydroxymethyl group attached to the cyclopentyl ring

Class of compounds

Pyrimidine derivative

Found in

Nucleic acids like DNA and RNA

Potential applications

Pharmaceuticals, research tool in biochemistry and molecular biology

Structural characteristics

May have biological activity and potential as a drug candidate

Explanation

1. The molecular formula C9H12N2O4 indicates that the compound is composed of 9 carbon atoms, 12 hydrogen atoms, 2 nitrogen atoms, and 4 oxygen atoms.
2. As a cyclic compound, it has a closed ring structure.
3. The presence of a pyrimidine ring and a cyclopentyl ring in the compound's structure contributes to its unique properties and potential applications.
4. The hydroxyl group (-OH) and hydroxymethyl group (-CH2OH) attached to the cyclopentyl ring are important functional groups that can participate in various chemical reactions and interactions.
5. As a pyrimidine derivative, this compound belongs to a class of compounds that are often found in nucleic acids, which are essential for storing and transmitting genetic information in living organisms.
6. The compound's presence in DNA and RNA suggests that it may play a role in cellular processes and could be a target for therapeutic intervention.
7. The potential applications of this compound in pharmaceuticals and as a research tool highlight its importance in the fields of biochemistry and molecular biology.
8. The structural characteristics and functional groups of this compound suggest that it may have biological activity, making it a promising candidate for further research and development as a drug.

Upstream product

• 25494-14-8 cis-3,4-epoxycyclopentanol 
• 91661-09-5 (3S,4S)-3-Dimethoxymethyl-4-methoxymethoxy-cyclopentanecarboxylic acid 
• 91661-12-0 1-<3β-hydroxymethyl-4α-(methoxymethoxy)cyclopentan-1-yl>pyrimidine-2,4-(1H,3H)-dione 
• 69975-22-0 (5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one 
• 59967-83-8 (+/-)-1-<(1β,2α,3α,4β)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)-pyrimidinedione 
• 83967-03-7 C-IDU 
• 292638-85-8 acrylic acid methyl ester 
• 95313-01-2 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate 
• 91661-21-1 1-((1S,3R,4S)-3-Methoxymethoxy-4-methoxymethoxymethyl-cyclopentyl)-1H-pyrimidine-2,4-dione 
• 108275-95-2 (4aS,6S,7aS)-2-Phenyl-hexahydro-cyclopenta[1,3]dioxine-6-carboxylic acid 
• 108275-94-1 ((4aS,6S,7aS)-2-Phenyl-hexahydro-cyclopenta[1,3]dioxin-6-yl)-methanol 
• 23722-85-2 (+/-)methyl (1β,3β,4β)-2-acetoxy-4-carbamoylcyclopentanecarboxylate 
• 23722-87-4 (+/-)-(1β,3β,4β)-3-hydroxy-4-(hydroxymethyl)lcyclopentanecarboxamide 
• 23722-89-6 (+/-)-(1β,2β,4β)-4-amino-4-hydroxycyclopentanemethanol 

Downstream Products

• 69975-18-4 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)pyrimidinedione dibenzoate 
• 91661-22-2 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-<(E)-2-bromovinyl>-2,4(1H,3H)-pyrimidinedione 
• 95313-04-5 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-4-amino-5-<(E)-2-bromovinyl>-2(1H)-pyrimidinone 
• 91661-22-2 (E)-5-(2-bromovinyl)-<3α-hydroxy-4β-(hydroxymethyl)cyclopentan-1-yl>-pyrimidine-2,4-(1H,3H)-dione 
• 95463-56-2 (+)-1-<(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-<(E)-2-bromovinyl>-1H,3H-pyrimidine-2,4-dione 
• 91661-22-2 5-((E)-2-Bromo-vinyl)-1-((1S,3S,4S)-3-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-pyrimidine-2,4-dione 
• 69975-19-5 C₂₄H₂₁ClN₂O₅ 
• 83967-05-9 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-(methylamino)-2,4(1H,3H)-pyrimidinedione 
• 83967-02-6 (+/-)-5-bromo-(1α,3β,4α)-1-<3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 
• 144100-62-9 (+/-)-5-fluoro-1-<(1β,3β,4β)-3-(methylsulfonyloxy)-4-(triphenylmethoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 
• 144100-67-4 (+/-)-5-fluoro-1--2,4(1H,3H)-pyrimidinedione 
• 144100-61-8 (+/-)-5-fluoro-1-<(1β,3β,4β)-3-hydroxy-4-(triphenylmethoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 
• 144100-64-1 (+/-)-5-fluoro-1-<(1β,3α,4β)-3-bromo-4-(triphenylmethoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 
• 144100-63-0 (+/-)-5-fluoro-1-<(1β,3α,4β)-3-chloro-4-(triphenylmethoxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 

Relevant articles and documents

Synthesis and antiviral activity of the carbocyclic analogue of the highly potent and selective anti-VZV bicyclo furano pyrimidines

Carbocyclic nucleoside analogues are catabolically stable since they are resistant to phosphorolytic cleavage by pyrimidine nucleoside phosphorylase enzymes. The carbocyclic analogue (C-BCNA) of the highly potent and selective anti-VZV bicyclic nucleoside

Synthesis of cyclopentane analogs of (2'- and 3'-deoxy-erythro-pentofuranosyl and ribofuranosyl)-2-thiouracil nucleosides

Three new carbocyclic analogus of nucleosides having the 2-thiouracil base have been synthesized.The cyclopentyl groups in these nucleosides are (+/-)- (see 31), (+/-)- (see 32) and (+/-)- (see 33).The nucleosides were prepared by coupling the appropriate hydroxy derivatives of cis-3-aminocyclopentanemethanol with 3-ethoxypropenoyl isothiocyanate (21) followed by cyclization in 15 N aqueous ammonia to give the 2-thiouracil nucleosides.In addition a modified and shortenedsynthetic route is described for the synthesys of (+/-)-(1β,2α,3α,4β)-4-amino-2,3-dihydroxy-cyclopentanemethanol (19).The (1)H nmr spectra at 200 MHz of all of the synthetic intermediates, the 2-thiouracil nucleosides, and of the corresponding carbocyclic analogs of uracil nucleosides are discussed.It is shown that each nucleoside has a characteristically unique (1)H nmr spectrum and that in general the protons in the sulfur-containing compounds resonate at lower filds than those in the corresponding oxygen-containing compounds.The magnitude of this downfield shift is inversely related to the number of bonds separating a particular proton from the sulfur atom.

Synthesis of the Carbocyclic Analogue of the Antiviral Nucleoside (E)-5-(2-Bromovinyl)-2'-deoxyuridine

The cyclopentanecarboxylic acid (1) was converted via the isocyanate (2) and the urea (5) into carbocyclic uridine (12).Similarly, the α- and β-epimers of carbocyclic 2'-deoxyuridine, (19a) and (19b), were synthesized from the acids (13).Compounds (19a) and (19b) were furhter modified to afford carbocyclic (E)-5-(2-bromovinyl)-2'-deoxyuridine (25b) and its α-epimer (25a), respectively.