150323-38-9

Basic information

• Product Name: [1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide
• Synonyms: [1(1s,2r),5(S)]-2,3,5-Trideoxy-N-(2,3-Dihydro-2-Hydroxy-1h-Inden-1-Yl)-5-[2-[[(1,1-Dimethyl)Amino]Carbonyl]-1-Piperazinyl]-2-(Phenylmethyl)-D-Erythro-Pentonamide;[1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide;2,3,5-Trideoxy-N-[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]-5-[(2S)-2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide;Des-3-pyridylmethyl Indinavir;Des-3-pyridylMethyl Indinavir (>90%)
• CAS NO: 150323-38-9
• Molecular Formula: C₃₀H₄₂N₄O₄
• Molecular Weight: 538.685
• Product Categories: Chiral Reagents;Metabolites & Impurities
• Mol File: 150323-38-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 814.7°C at 760 mmHg
• Flash Point: 446.5°C
• Appearance: /
• Density: 1.22
• Vapor Pressure: 4.59E-28mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: Refrigerator
• Solubility: Methanol
• CAS DataBase Reference: [1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide(CAS DataBase Reference)
• NIST Chemistry Reference: [1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide(150323-38-9)
• EPA Substance Registry System: [1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide(150323-38-9)

Safety Data

• Hazardous Substances Data: 150323-38-9(Hazardous Substances Data)

Usage

Description

[1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide is a complex organic compound with a unique chemical structure. It is characterized by its trideoxy-pentonamide backbone and various functional groups, including a 2,3-dihydro-2-hydroxy-1H-inden-1-yl moiety, a piperazinyl group, and a phenylmethyl group. [1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide is involved in the pharmaceutical industry, particularly as an intermediate in the synthesis of certain drugs.

Uses

Used in Pharmaceutical Industry:
[1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide is used as an intermediate in the preparation of Indinavir, an antiviral medication used to treat HIV/AIDS. Its unique structure contributes to the development of the drug's therapeutic properties.
Used in Metabolite Research:
[1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide also serves as a metabolite of Indinavir, which means it is a product of the drug's metabolism in the body. Studying its properties and interactions can provide valuable insights into the drug's pharmacokinetics, pharmacodynamics, and potential side effects.
Used in COVID-19 Research:
[1(1S,2R),5(S)]-2,3,5-Trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-[2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide is a COVID-19-related research product. Its involvement in the study of the virus and potential treatments highlights its importance in the ongoing efforts to combat the pandemic.

InChI:InChI=1/C30H42N4O4/c1-30(2,3)33-29(38)25-18-31-13-14-34(25)19-23(35)16-22(15-20-9-5-4-6-10-20)28(37)32-27-24-12-8-7-11-21(24)17-26(27)36/h4-12,22-23,25-27,31,35-36H,13-19H2,1-3H3,(H,32,37)(H,33,38)/t22-,23+,25+,26-,27+/m1/s1

Upstream product

• 158512-24-4 (R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-(S)-oxiranyl-propan-1-one 
• 33173-31-8 (S)-3-phenyl-2-acetyloxypropionic acid 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 1027528-21-7 (S)-3-tert-Butylcarbamoyl-4-((2S,4R)-4-carboxy-2-hydroxy-5-phenyl-pentyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 161219-33-6 (R)-2-hydroxy-2,3-dihydro-1H-inden-1-one 
• 182575-38-8 (-)-(R)-2,3-dihydro-1-oxo-1H-inden-2-yl acetate 
• 158380-42-8 (2R,4S)-2-Benzyl-5-chloro-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-4-hydroxy-pentan-1-one 
• 150323-06-1 (S)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-pent-4-en-1-one 
• 158380-45-1 (S)-3-tert-Butylcarbamoyl-4-(R)-1-oxiranylmethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 141018-37-3 (3aS,8aR)-2,2-dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazole 
• 121885-10-7 pyrazinecarboxylic acid tert-butylamide 
• 19847-10-0 pyrazinoyl chloride 
• 98-97-5 2-pyrazylcarboxylic acid 
• 174139-99-2 2(R)-(phenylmethyl)-4(S)-<(tert-butyldimethylsilyl)oxy>-5-<1-<4-<(1,1-dimethylethoxy)carbonyl>-2(S)-(N-tert-butylcarbamoyl)piperazinyl>>pentanoic acid 

Downstream Products

• 160729-91-9 L 754394 
• 172649-44-4 (1S,2R,2'R,4'S,2S)-1-((2-Benzyl-5-(((2-(t-butyl)amino)carbonyl)-4-((thiazol-5-yl)methyl)piperazin-1-yl)-4-hydroxypentanoyl)amino)indan-2-ol 
• 150378-17-9 indinavir 

Relevant articles and documents

Anti-HIV medicine containing indinavir and preparation method thereof

The invention discloses anti-HIV medicine containing indinavir and a preparation method thereof. The anti-HIV medicine containing indinavir is prepared from indinavir and pharmaceutically acceptable carriers, wherein the chemical name of indinavir is (1(1S,2R),5(S))-2,3,5-tri-deoxy-N-(2,3-dihydro-2-hydroxyl-1H-indene-1-yl)-5-[2-[[(1,1-dimethyl ethyl) amino]carbonyl]-4-(3-picolyl)-1-piperazinyl]-2-(benzyl)-D-erythro-valeramide. The process of a preparation process is simple and compact; the raw materials can be easily obtained; economic performance and environment protection are realized; the industrialization can be favorably realized; the economic technology development of the indinavir raw medicine of the anti-HIV medicine can be promoted; the dissolving-out degree of the anti-HIV medicine containing indinavir is high; the effect is ideal; the medicine is suitable for mass production.

L-735,524: The design of a potent and orally bioavailable HIV protease inhibitor

A series of HIV protease inhibitors possessing a hydroxylaminepentanamide transition state isostere have been developed. Incorporation of a basic amine into the backbone of the L-685,434 (2) series provided antiviral potency combined with a highly improved pharmacokinetic profile in animal models. Guided by molecular modeling and an X-ray crystal structure of the inhibited enzyme complex, we were able to design L-735,524. This compound is potent and competitively inhibits HIV-1 PR and HIV-2 PR with K(i) values of 0.52 and 3.3 nM, respectively. It also stops the spread of the HIV-1(IIIb)-infected MT4 lymphoid cells at concentrations of 25-50 nM. To date, numerous HIV-PR inhibitors have been reported, but few have been studied in humans because they lack acceptable oral bioavailability. L-735,524 is orally bioavailable in three animals models, using clinically acceptable formulations, and is currently in phase II human clinical trials.