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3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine is a silicon-containing hindered nucleoside with a unique structure that exhibits antiviral properties. It is characterized by the presence of a 1,1,3,3-tetraisopropyl-1,3-disiloxane moiety attached to the guanosine molecule, which contributes to its stability and activity against certain viruses.

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  • 69304-44-5 Structure
  • Basic information

    1. Product Name: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine
    2. Synonyms: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disoloxanediyl)guanosine;3',5'-TIPS-guanosine;3',5'-O-(1,1,3,3-TETRAISOPROPYLDISILOXAN-1,3-DIYL)-GUANOSINE;3',5'-(TETRAISOPROPYL-DISILOXANE-1,3-DIYL)-GUANOSINE;3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine
    3. CAS NO:69304-44-5
    4. Molecular Formula: C22H39N5O6Si2
    5. Molecular Weight: 525.75
    6. EINECS: N/A
    7. Product Categories: Nucleosides
    8. Mol File: 69304-44-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine(69304-44-5)
    11. EPA Substance Registry System: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine(69304-44-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 69304-44-5(Hazardous Substances Data)

69304-44-5 Usage

Uses

Used in Antiviral Applications:
3',5'-O-(1,1,3,3-Tetraisopropyl-1,1-disiloxanediyl)guanosine is used as an antiflaviviridae agent for the treatment of viral infections caused by BVDV (Bovine Viral Diarrhea Virus), YFV (Yellow Fever Virus), DENV (Dengue Virus), and WNV (West Nile Virus). Its antiviral activity is demonstrated in cell-based assays, where it effectively inhibits the replication and spread of these viruses.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine is used as a key component in the development of antiviral drugs targeting Flaviviridae family viruses. Its unique structure and antiviral properties make it a promising candidate for the creation of new therapeutic agents to combat viral diseases.
Used in Research and Development:
3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine is also utilized in research and development for the study of viral mechanisms and the development of novel antiviral strategies. Its application in cell-based assays allows researchers to investigate the compound's mode of action and potential synergistic effects with other antiviral agents, leading to the discovery of more effective treatments for viral infections.

Check Digit Verification of cas no

The CAS Registry Mumber 69304-44-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,3,0 and 4 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 69304-44:
(7*6)+(6*9)+(5*3)+(4*0)+(3*4)+(2*4)+(1*4)=135
135 % 10 = 5
So 69304-44-5 is a valid CAS Registry Number.

69304-44-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)guanosine

1.2 Other means of identification

Product number -
Other names 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disoloxanediyl)guanosine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:69304-44-5 SDS

69304-44-5Relevant articles and documents

Partial Synthesis of Leader Sequence of Phage f1 Coat Protein mRNA

Hirao, Ichiro,Ishikawa, Masahide,Miura, Kin-ichiro

, p. 1929 - 1932 (1986)

Tetra to undecaribonucleotides of the leader sequence in messenger RNA(mRNA) of f1 coat protein were synthesized on a polystyrene solid support through simple phosphotriester approach.

MODIFIED OLIGONUCLEOTIDES AND METHODS OF USE IN TAUOPATHIES

-

Paragraph 0239, (2019/10/04)

Oligonucleotides comprising modifications at the 2' and/or 3' positions(s) along with methods of 5 making and use against Alzheimer disease and other tauopathies are disclosed.

SPIROTHIETANE NUCLEOSIDES

-

Page/Page column 66, (2019/03/17)

The present invention relates to 2'-spirothietane nucleosides, and the phosphates and the prodrugs thereof, and the pharmaceutically acceptable salts and solvates thereof, and the use of such compounds as a medicament, in particular in the prevention and/or treatment of viral infections caused by viruses belonging to the Flaviviridae family and/or to the alphavirus genus. The present invention furthermore relates to pharmaceutical compositions or combination preparations of the compounds, and to the compositions or preparations for use as a medicament, more preferably for the prevention or treatment of viral infections caused by viruses belonging to the Flaviviridae family and/or to the alphavirus genus. The invention also relates to processes for the preparation of the compounds.

MODIFIED OLIGONUCLEOTIDES AND METHODS OF USE

-

Paragraph 0227, (2018/04/12)

Modified oligonucleotides comprising modifications at the 2' and/or 3' positions(s) along with methods of making and use, e.g., against HBV are disclosed.

Molybdopterin biosynthesis: Trapping of intermediates for the MoaA-catalyzed reaction using 2′-deoxyGTP and 2′-chloroGTP as substrate analogues.

Mehta, Angad P.,Abdelwahed, Sameh H.,Xu, Hui,Begley, Tadhg P.

supporting information, p. 10609 - 10614 (2014/08/18)

MoaA is a radical S-adenosylmethionine (AdoMet) enzyme that catalyzes a complex rearrangement of guanosine-5'-triphosphate (GTP) in the first step of molybdopterin biosynthesis. In this paper, we provide additional characterization of the MoaA reaction product, describe the use of 2′-chloroGTP to trap the GTP C3′ radical, generated by hydrogen atom transfer to the 5′-deoxyadenosyl radical, and the use of 2′-deoxyGTP to block a late step in the reaction sequence. These probes, coupled with the previously reported trapping of an intermediate in which C3′ of the ribose is linked to C8 of the purine, allow us to propose a plausible mechanism for the MoaA-catalyzed reaction.

A new protocol for selective cleavage of acyl protecting groups in 2′-O-modified 3′,5′-O -(Tetraisopropyldisiloxane-1,3-diyl) ribonucleosides

Drenichev,Kulikova,Bobkov,Tararov,Mikhailov

scheme or table, p. 3827 - 3834 (2011/01/12)

The stability of tetraisopropyldisiloxane-1,3-diyl (TIPDS) protection in nucleosides in ammonia/amine solutions in methanol and ethanol was studied. In ammonia-methanol at ambient temperature significant partial cleavage of TIPDS was observed. When ethano

Preparation of zwitterionic ribonucleoside phosphoramidites for solid-phase siRNA synthesis

Smicius, Romualdas,Engels, Joachim W.

, p. 4994 - 5002 (2008/12/20)

(Chemical Equation Presented) RNA oligomers, carrying 2′-O-modified nucleosides, proved to be extremely useful in different antisense strategies, including RNAi. The 2′-O-alkyl modification, carrying an amino functionality, deserves special attention due

Preparation of deoxynucleosides

-

Page column 14, (2008/06/13)

Methods for preparing deoxynucleosides from their corresponding ribonucleosides by forming 3-tert-butylphenoxythiocarbonylderivatives of the ribonucleosides and subsequently effecting radical deoxygenation reactions at the carbon atoms to be deoxygenated.

Low-temperature photosensitized oxidation of a guanosine derivative and formation of an imidazole ring-opened product

Sheu, Chimin,Kang, Ping,Khan, Saeed,Foote, Christopher S.

, p. 3905 - 3913 (2007/10/03)

An organic-soluble guanosine derivative, 2′,3′,5′-O-(tert-butyldimethylsilyl)guanosine (1), was prepared and its photosensitized oxidation was carried out in several solvents at various temperatures. Singlet oxygen is the reactive oxidizing agent responsi

Synthesis of 2'-iodo- and 2'-bromo-ATP and GTP analogues as potential phasing tools for X-ray crystallography

Gruen, Mathias,Becker, Christian,Beste, Andrea,Siethoff, Christoph,Scheidig, Axel J.,Goody, Roger S.

, p. 137 - 151 (2007/10/03)

Ara-adenosine (adenine 9-β-D-arabinofuranoside) and ara-guanosine (guanine 9-β-D-arabinofuranoside) are converted into 2' halogenated ATP and GTP analogues by triflation and subsequent inversion of configuration at C- 2'. For the commercially unavailable ara-guanosine a short synthesis starting from guanosine is presented. The nucleotide analogues could serve for the preparation of heavy atom derivatives of ATP- and GTP-binding proteins useful for protein crystal structure determination by MIR/MAD phasing.

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