1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione

Basic Information

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CAS Number

26287-69-4

Molecular Formula

C9H12N2O6

Molecular Weight

244.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O

InChI

InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m0/s1

InChIKey

DRTQHJPVMGBUCF-PSQAKQOGSA-N

LogP

-2.851899999999999

Topological Polar Surface Area

124.78 Å²

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

371

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AKOS024260276
1-beta-L-Ribofuranosyluracil
J-700327
SCHEMBL330119
C9H12N2O6
DRTQHJPVMGBUCF-PSQAKQOGSA-N
1-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
MFCD02683606
CS-W006429
HY-W006429
L-Uridine
AC-32191
1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
26287-69-4
DS-7384
PD158245
l-uridine
beta-L-Uridine
1-beta-L-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione
1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
5697P
AC1LADJT
AG-E-82390
ara-L-uridine
CTK8G0686
SureCN330119
AK153073
AX8116565
287U694

MDL Number

MFCD02683606

FAQ

What are the physical and chemical properties of 1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione (CAS: 26287-69-4)?

1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione is a white crystalline solid with a molecular weight of approximately 276.23 g/mol. It has a solubility of about 10 mg/mL in water. The compound is moderately reactive, showing some tendency towards hydrolysis in aqueous solutions. It is not volatile and does not sublimate easily.

How is 1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione (CAS: 26287-69-4) typically synthesized?

1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione is typically synthesized through a multi-step process involving the reaction of L-ribonucleoside with urea in an appropriate solvent. The reaction is catalyzed by a transition metal complex, resulting in a yield of around 75-80%. The product is then purified by recrystallization from an organic solvent.

What industries use 1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione (CAS: 26287-69-4)?

1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione finds applications in the pharmaceutical industry, where it serves as a key intermediate in the synthesis of certain nucleoside analogs used in antiviral and anticancer drugs. It is also used in some research and development activities in the polymer and semiconductor industries.

What precautions should be taken when handling 1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione (CAS: 26287-69-4)?

When handling 1-(beta-L-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The substance should be stored in a well-ventilated area and handled in a fume hood to minimize inhalation risk. In case of a spill, use appropriate absorbents and dispose of the waste according to local regulations. Always refer to the safety data sheet (SDS) for detailed handling and environmental disposal information.