132336-37-9

Basic information

• Product Name: (S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine
• Synonyms: (S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine;(S)-(((1-(4-Benzamido-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid
• CAS NO: 132336-37-9
• Molecular Formula: C₁₅H₁₈N₃O₇P
• Molecular Weight: 383.293081
• EINECS: 1806241-263-5
• Mol File: 132336-37-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine(132336-37-9)
• EPA Substance Registry System: (S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine(132336-37-9)

Safety Data

• Hazardous Substances Data: 132336-37-9(Hazardous Substances Data)

Usage

General Description

(S)-N1-[(3-Dihydroxy-2-phosphonylMethoxy)propyl]-N4-benzoyl-cytosine, also known as Tenofovir, is a nucleotide analog reverse transcriptase inhibitor. It is commonly used as an antiretroviral medication for the treatment of HIV/AIDS and chronic hepatitis B. Tenofovir works by inhibiting the activity of reverse transcriptase enzyme, thus preventing the virus from replicating and spreading in the body. It is available in various forms such as oral tablets, oral powder, and intravenous injection. Tenofovir has been found to be effective in reducing the viral load, improving immune function, and slowing down the progression of the diseases it is used to treat. However, it may also have some side effects such as kidney problems and bone density loss.

Upstream product

• 132336-34-6 (S)-N₁-[2-hydroxy-3-(triphenylmethoxy)propyl]-N₄-benzoylcytosine 
• 62853-19-4 (S)-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide 
• 648881-65-6 N-(1-allyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide 
• 132336-35-7 [(S)-1-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-2-trityloxy-ethoxymethyl]-phosphonic acid diethyl ester 
• 26661-13-2 4-N-benzoylcytosine 
• 132336-36-8 diethyl (S)-4-N-benzoyl-1-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine 

Downstream Products

• 113852-37-2 cidofovir 

Relevant articles and documents

Method for synthesizing antiviral drugs cidofovir and buciclovir

The invention relates to a method for synthesizing antiviral drugs, i.e., cidofovir and buciclovir, belonging to the field of asymmetric synthesis in organic chemistry. According to the invention, pyrimidine with position 1 substituted by an allyl group or purine with position 9 substituted by a butenyl group are used as raw materials and subjected to asymmetric dihydroxylation so as to obtain a key chiral intermediate of cidofovir or buciclovir, and then a multi-step reaction is carried out so as to obtain cidofovir or buciclovir. With such a route in the invention, the reaction raw materialsare easily available, stereoselectivity is high, and the chiral dihydroxynucleoside intermediates are obtained after the reaction, and the cidofovir and buciclovir can be smoothly obtained after multiple steps of transformation.

A Practical Synthesis of (S)-HPMPC

Synthesis of the title nucleotide was accomplished in high yield starting from (S)-tritylglycidol (5) and N-benzoylcytosine (9).