122536-71-4 Usage
Description
(R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is a chemical compound derived from pyrrolidine, a five-membered heterocyclic compound, and features an azide functional group. (R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is known for its potential applications in organic synthesis and medicinal chemistry, making it a versatile and valuable chemical intermediate.
Uses
Used in Organic Synthesis:
(R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is used as a building block for the synthesis of bioactive compounds and pharmaceuticals. Its azide functional group allows for a variety of chemical reactions, such as click chemistry and Staudinger ligation, which can be utilized to create complex molecular structures.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is used as a key intermediate for the development of new drugs. Its unique structure and functional groups enable the creation of novel bioactive molecules with potential therapeutic applications.
Used in Material Science:
(R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is also used in the development of new materials and polymers. Its phenylmethyl ester group contributes to its lipophilicity, which can influence its pharmacokinetic properties and make it a suitable candidate for the design of advanced materials with specific characteristics.
Used in Pharmaceutical Industry:
Within the pharmaceutical industry, (R)-3-azido-1-pyrrolidinecarboxylic acid phenylmethyl ester is used as a versatile intermediate for the synthesis of various drugs. Its ability to participate in click chemistry and other reactions makes it a valuable tool for the development of innovative medications with improved efficacy and safety profiles.
Check Digit Verification of cas no
The CAS Registry Mumber 122536-71-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,5,3 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 122536-71:
(8*1)+(7*2)+(6*2)+(5*5)+(4*3)+(3*6)+(2*7)+(1*1)=104
104 % 10 = 4
So 122536-71-4 is a valid CAS Registry Number.
122536-71-4Relevant articles and documents
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3- amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity
Sanchez,Domagala,Heifetz,Priebe,Sesnie,Trehan
, p. 1764 - 1773 (2007/10/02)
A series of amino acid prodrugs of racemic and chiral 7-(3-amino-1- pyrrolidinyl)-6-fluoro-1,8-naphthyridine-3-carboxylic acids, 1-cyclopropyl- 6,8-difluoro-3-quinolinecarboxylic acids, 1-cyclopropyl-6-fluoro-3- quinolinecarboxylic acids, and 5-amino-1-cyclopropyl-6,8-difluoro-3- quinolinecarboxylic acids have been prepared and evaluated for comparative antibacterial activity. Compounds were prepared by acylation of the 3-amino group of the pyrrolidine with common amino acids using standard peptide chemistry. This series has been compared with the parent compounds for antibacterial activity in vitro and in vivo as well as for comparative solubility. The amino acid analogues were less active in vitro, but had equal or increased efficacy in vivo. Indeed, it was proven that these compounds, which were stable to acid and base under the reaction conditions for their preparation, were rapidly cleaved in serum to give the parent quinolones. The amino acid derivatives showed a 3-70 times improved solubility when compared to the parent compounds. The most active compound of the series was [S- (R*,R*)]-7-[3-[(2-amino-1-oxopropyl)-amino]-1-pyrrolidinyl]-1-cyclopropyl- 6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (PD 131112).
