Basic information
- CAS
362-43-6- Standard SMILES
CC1(C)O[C@@H]2[C@H](O1)[C@@H](CO)O[C@H]2n1ccc(=O)[nH]c1=O- InChIKey
GFDUSNQQMOENLR-PEBGCTIMSA-N- Molecular formula
- C12H16N2O6
- Average molar mass
- 284.26 g/mol
- Monoisotopic mass
- 284.10083623
Overview
structure given in first source
Names & identifiers
- Preferred name
- 2',3'-O-Isopropylideneuridine
- IUPAC
- 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione
- English name
- 2′,3′-O-Isopropylideneuridine
- Molecular formula
- C12H16N2O6
- Molecular weight
- 284.27
Names & synonyms
362-43-62',3'-O-Isopropylideneuridine2',3'-O-Isopropylidene uridineRefChem:800762,3-IPU206-647-72',3'-Isopropylideneuridine1-((3AR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidine-2,4(1H,3H)-dioneMFCD000345092,3-O-ISOPROPYLIDENEURIDINEEINECS 206-647-71-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione
Show more names
2',3'-IPUO-IsopropyluridineTroparil Impurity 10Uridine 2',3'-acetonide2,3-ISOPROPYLIDENE URIDINE2',3'-ISOPROPYLIDENEURIDENE2',3'-O-lsopropylideneuridine
NSC 520038BP-586831-[(1R,2R,4R,5R)-4-(hydroxymethyl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oct- 2-yl]-1,3-dihydropyrimidine-2,4-dioneGFDUSNQQMOENLRMLS002279958SCHEMBL562430orb1737644CHEMBL1867890
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 97.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 477
Physicochemical properties
- Melting point
- 163 · 163-166 °C
- Boiling point
- 426.76 °C · 426.76°C (rough estimate)
- Density
- 1.2932 · 1.2932 (rough estimate)
- refractive index
- 1.546 · 1.5460 (estimate)
- storage temp.
- -20 °C · -20°C
- solubility
- Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
- form
- Fine Crystalline Powder or Needles
- pka
- 9.25 · 9.25±0.10(Predicted)
- color
- White
- biological source
- synthetic (organic)
- optical activity
- -19 ° · -19°(C=0.01g/ml MEOH)
- Water Solubility
- 50 mg/mL, · water: 50mg/mL, clear to very slightly hazy, colorless to light yellow
- BRN
- 32671 · 32671
- InChI
- InChI=1S/C12H16N2O6/c1-12(2)19-8-6(5-15)18-10(9(8)20-12)14-4-3-7(16)13-11(14)17/h3-4,6,8-10,15H,5H2,1-2H3,(H,13,16,17)/t6-,8-,9-,10-/m1/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.
Not Classified
Aggregated GHS information provided per 5 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationREACH registered substance: 2',3'-isopropylideneuridine (EC: 206-647-7)
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 3
- hs_code
- 29339900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- REACH Registrations
- Active
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Chemistry & industry
Applications
Description2',3'-Isopropylideneuridine has been shown to inhibit binding of pestivirus inhibitors by monoclonal antibodies. 2',3'-Isopropylideneuridine was also found to inhibit the replication of human immunodeficiency virus (HIV) in tissue culture by binding to the viral RNA polymerase and inhibiting its activity, preventing viral replication.
Uses2′,3′-O-Isopropylideneuridine is used in the chemical synthesis of N-benzoylated uridine derivatives and N3-substituted 2′,3′-O-isopropylideneuridines with central nervous system (CNS) depressant activity.
Uses2',3'-O-Isopropylideneuridine can be used as a useful precursor for the preparation of nucleic acids.
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
武汉鹏垒生物科技有限公司15871464247 · [email protected]
Shaanxi LonierHerb Bio Technology Co Ltd+86-86-+86-86-029-87551862 15002946897 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
安徽省旭鑫化工有限公司17312368885 · [email protected]
Related reactions
3 records
Compound notes
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