15166-68-4 Usage
Description
3-Hydroxy-2-pyrrolidinone, also known as 3-Hydroxypyrrolidinone or N-Hydroxyproline, is an organic compound with the molecular formula C4H7NO2. It is a heterocyclic compound featuring a pyrrolidinone ring and a hydroxyl functional group. 3-Hydroxy-2-pyrrolidinone is known for its various applications in the pharmaceutical and chemical industries due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
3-Hydroxy-2-pyrrolidinone is used as a potent inhibitor of CDK2/cyclin A for its role in regulating cell cycle progression. It is particularly valuable in the development of therapeutic strategies against cancer, as it can help prevent uncontrolled cell division and tumor growth.
Additionally, 3-Hydroxy-2-pyrrolidinone serves as a pharmaceutical intermediate, which means it is a compound that is used in the synthesis of more complex pharmaceuticals. Its presence in the synthesis process allows for the creation of a wide range of drugs with various therapeutic applications, making it a versatile and essential component in the pharmaceutical industry.
Used in Chemical Industry:
In the chemical industry, 3-Hydroxy-2-pyrrolidinone can be utilized as a building block for the synthesis of various organic compounds, including other heterocyclic compounds and specialty chemicals. Its unique structure and functional groups make it a valuable starting material for the development of new molecules with potential applications in various fields, such as materials science, agrochemicals, and more.
Check Digit Verification of cas no
The CAS Registry Mumber 15166-68-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,1,6 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 15166-68:
(7*1)+(6*5)+(5*1)+(4*6)+(3*6)+(2*6)+(1*8)=104
104 % 10 = 4
So 15166-68-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H7NO2/c6-3-1-2-5-4(3)7/h3,6H,1-2H2,(H,5,7)
15166-68-4Relevant articles and documents
Synthesis of γ-Lactams by Mild, o-Benzoquinone-Induced Oxidation of Pyrrolidines Containing Oxidation-Sensitive Functional Groups
Rong, Hao-Jie,Cheng, Yong-Feng,Liu, Fan-Fan,Ren, Shu-Jian,Qu, Jin
, p. 532 - 540 (2017/04/26)
The late-stage oxidation of substituted pyrrolidines offers good flexibility for the construction of γ-lactam libraries, and especially in recent years the methods for functionalization of pyrrolidine have been available. We reported a new strategy for oxidation of pyrrolidines to γ-lactams: reaction of pyrrolidine with an o-benzoquinone gives an N,O-acetal by direct oxidation of the α-C-H bond of the pyrrolidine ring, and then the N,O-acetal is further oxidized by the o-benzoquinone to the γ-lactam. Because the first oxidation occurs selectively at the α-C-H of the pyrrolidine ring, oxidation-sensitive functional groups (allyl-, vinyl-, hydroxyl-, and amino groups) on pyrrolidine ring are unaffected. The synthetic utility of this novel method was demonstrated by the facile syntheses of (S)-vigabatrin and two analogues.
Chemoenzymatic enantioselective synthesis of 3-hydroxy-2-pyrrolidinones and 3-hydroxy-2-piperidinones
Kamal, Ahmed,Ramana, K. Venkata,Ramana, A. Venkata,Babu, A. Hari
, p. 2587 - 2594 (2007/10/03)
The enantioselective synthesis of 3-hydroxypyrrolidin-2-ones and 3-hydroxy piperidin-2-ones has been carried out in high enantiomeric excess employing immobilized lipase from Pseudomonas cepacia.
