1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone | CAS No. 93265-81-7

1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone

Basic Information

CAS Number

93265-81-7

Molecular Formula

C9H11IN2O4

Molecular Weight

338.1 g/mol

AD

Basic Physical Properties

Boiling Point

478.6°Cat760mmHg

Density

2.22

Flash Point

243.3°C

Refractive Index

1.759

C1C(C(OC1N2C=C(C=NC2=O)I)CO)O

InChI

InChI=1S/C9H11IN2O4/c10-5-2-11-9(15)12(3-5)8-1-6(14)7(4-13)16-8/h2-3,6-8,13-14H,1,4H2/t6-,7+,8+/m0/s1

InChIKey

XIJXHOVKJAXCGJ-XLPZGREQSA-N

LogP

-0.5114000000000002

Topological Polar Surface Area

84.58000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

357

Synonyms & References

English

  • IPdR
  • Ropidoxuridine [USAN:INN]
  • 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one
  • CHEMBL2103821
  • 5-Iodo-2-pyrimidinone-2-deoxyribose
  • D08992
  • DB06485
  • Q27257237
  • NS00070171
  • 1-[(2R,4S,5R)-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-5-IODOPYRIMIDIN-2-ONE
  • 3HX21A3SQF
  • 5-Iodo-2-pyrimidinone-2'-deoxyribose
  • AKOS040742573
  • HY-13742
  • A901121
  • 1-(2-Deoxy-beta-ribofuranosyl)-5-iodo-2-pyrimidinone
  • UNII-3HX21A3SQF
  • 1-(2-Deoxy-ss-D-ribofuranosyl)-5-iodo-2-pyrimidinone
  • Ropidoxuridine
  • NSC-726188
  • IPD-R
  • Ropidoxuridine [USAN]
  • 1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-5-IODOPYRIMIDIN-2(1H)-ONE
  • DTXSID00239353
  • 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-
  • 2(1H)-PYRIMIDINONE, 1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-5-IODO-
  • 5-Iodo-2-pyrimidinone 2' deoxyribonucleoside
  • CS-0007768
  • 93265-81-7
  • MS-25135
  • D96122

MDL Number

MFCD13194773

FAQ

What are the physical and chemical properties of 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7)?

1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7) is a crystalline solid with a molecular weight of approximately 347.03 g/mol. It has limited water solubility and exhibits specific reactivity towards nucleophilic substitution at the iodine atom. This compound is stable under dry conditions but requires handling in an inert atmosphere to prevent moisture and air oxidation.

How is 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7) typically synthesized?

1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone is synthesized through a multi-step process involving the condensation of 2-iodo-5-pyrimidinone with 2-deoxy-D-erythronic acid under anhydrous conditions. The reaction typically employs a Lewis acid catalyst, such as aluminum trichloride, to promote the formation of the desired product with a yield of approximately 70-80%. The reaction is highly selective and can be optimized for better yield and purity.

What industries use 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7)?

1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7) is primarily used in the pharmaceutical industry for the development of antiviral drugs. It also finds applications in research related to nucleic acid chemistry and as an intermediate in the synthesis of other bioactive compounds. Its use in polymer and semiconductor industries is limited but continues to be explored for its unique properties.

What precautions should be taken when handling 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7)?

When handling 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-iodo-2(1H)-pyrimidinone (CAS: 93265-81-7), it is crucial to use personal protective equipment (PPE) such as gloves, lab coat, and safety goggles. The compound should be stored in a cool, dry place away from moisture and heat sources. Spills should be cleaned up promptly using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

Related Compounds

You might also like

Compound Q&A

What is 6-Methyl-7-oxabicyclo[4.1.0]heptan-2-one (CAS: 21889-89-4)?

6-Methyl-7-oxabicyclo[4.1.0]heptan-2-one is a cyclic ketone with a molecular for...

21889-89-46-Methyl-7-oxabicycl...
Compound Q&A

What is 4-[(6-Methyl-2-pyrazinyl)oxy]benzoic acid (CAS: 906353-00-2)?

4-[(6-Methyl-2-pyrazinyl)oxy]benzoic acid is a chemical compound with the CAS nu...

906353-00-24-[(6-Methyl-2-pyraz...
Compound Q&A

What is 2-(2-Pyridinyl)-1,3-propanediol (CAS: 49745-42-8)?

2-(2-Pyridinyl)-1,3-propanediol (CAS: 49745-42-8) is a colorless to slightly yel...

49745-42-82-(2-Pyridinyl)-1,3-...
Compound Q&A

What is 2-(6-Chloro-2-pyridinyl)-2-phenylacetonitrile (CAS: 24783-42-4)?

2-(6-Chloro-2-pyridinyl)-2-phenylacetonitrile is an organic compound with the CA...

24783-42-42-(6-Chloro-2-pyridi...
Compound Q&A

What is 2-Oxopropanamide (CAS: 631-66-3)?

2-Oxopropanamide, also known as 2-aminoacrylic acid, is a chemical compound with...

631-66-32-Oxopropanamide
Compound Q&A

What is 2-Methyl-2-propanyl 4-(5-bromo-6-methyl-2-pyridinyl)-1-piperazinecarboxylate (CAS: 1289040-88-5)?

2-Methyl-2-propanyl 4-(5-bromo-6-methyl-2-pyridinyl)-1-piperazinecarboxylate (CA...

1289040-88-52-Methyl-2-propanyl ...
Compound Q&A

What is NAMPT inhibitor-linker 1 (CAS: 2241019-57-6)?

NAMPT inhibitor-linker 1 (CAS: 2241019-57-6) is a chemical compound designed as ...

2241019-57-6NAMPT inhibitor-link...
Compound Q&A

What is (2-(2,2,2-Trifluoroacetyl)pyridin-4-yl)boronic acid (CAS: 1310404-58-0)?

It is a chemical compound with the structure (2-(2,2,2-Trifluoroacetyl)pyridin-4...

1310404-58-0(2-(2,2,2-Trifluoroa...
Compound Q&A

What is 1-(2-Chlorophenyl)-6-(3,3,3-trifluoro-2-methylpropyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (CAS: 794568-90-4)?

1-(2-Chlorophenyl)-6-(3,3,3-trifluoro-2-methylpropyl)-1,5-dihydro-4H-pyrazolo[3,...

794568-90-41-(2-Chlorophenyl)-6...
Compound Q&A

What is Vinyl(chloromethyl)dimethoxysilane (CAS: 1314981-48-0)?

Vinyl(chloromethyl)dimethoxysilane is an organosilicon compound with the molecul...

1314981-48-0Vinyl(chloromethyl)d...