1296138-82-3

Basic information

• Product Name: L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester
• Synonyms: L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester;(2S)-Methyl 5-allyl-1-((S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoyl)pyrrolidine-2-carboxylate
• CAS NO: 1296138-82-3
• Molecular Formula: C₂₅H₃₅N₃O₇
• Molecular Weight: 489.5613
• Mol File: 1296138-82-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester(1296138-82-3)
• EPA Substance Registry System: L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester(1296138-82-3)

Safety Data

• Hazardous Substances Data: 1296138-82-3(Hazardous Substances Data)

Usage

Description

L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester is a chemical compound that belongs to the class of amino acid derivatives. It is a methyl ester derivative of L-Proline, which is used in organic synthesis and pharmaceutical research. L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester is valuable in the field of medicinal chemistry and drug development due to its potential therapeutic properties.

Uses

Used in Pharmaceutical Research:
L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester is used as a building block in peptide synthesis for the development of new drugs and pharmaceutical compounds.
Used in Drug Design:
L-Proline, N-[(1,1-diMethylethoxy)carbonyl]-3-[[(phenylMethoxy)carbonyl]aMino]-L-alanyl-5-(2-propen-1-yl)-, Methyl ester is used as a molecular tool in drug design to explore its potential therapeutic properties and contribute to the advancement of medicinal chemistry.

Upstream product

• 188200-05-7 1-(tertbutyloxycarbonyl)-5-(hydroxy)pyrrolidine-2-carboxylic acid methyl ester 
• 108963-96-8 (S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one 
• 4931-66-2 methyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 
• 65710-57-8 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine 
• 637355-27-2 5-allyloxy-pyrrolidine-2-carboxylic acid methyl ester hydrochloride 
• 195964-65-9 (2S)-5-allyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 195964-54-6 1-tert-butyl 2-methyl (2S)-5-methoxypyrrolidine-1,2-dicarboxylate 
• 65710-58-9 N^α-Boc,N^β-Z-Dap*DCHA 

Downstream Products

• 1296138-83-4 YP-367 
• 1296138-84-5 C₂₅H₃₇N₃O₈ 
• 1071992-57-8 N1-[(5S,8S,10aR)-8-[N-(1,1-diphenylmethyl)carbamoyl]-3-(3-methylbutyryl)-6-oxoperhydropyrrolo[1,2-a][1,5]diazocin-5-yl]-N²-methyl-L-alaninamide hydrochloride 
• 1071993-04-8 C₁₆H₂₅N₃O₅ 
• 1191092-21-3 C₃₁H₄₀N₆O₄ 
• 1296138-88-9 C₃₉H₄₆N₆O₆ 
• 1296138-87-8 C₃₅H₃₉N₅O₅ 
• 1296138-86-7 C₃₅H₄₁N₅O₆ 
• 957135-12-5 methyl (5S,8S,10aR)-5-[(tert-butoxycarbonyl)amino]-6-oxo-decahydro-1H-pyrrolo[1,2-a][1,5]diazocine-8-carboxylate 
• 957135-10-3 C₂₄H₃₃N₃O₈ 

Relevant articles and documents

Debio-1143: Inhibitor of apoptosis protein (IAP) antagonist Cancer therapy

Inhibitors of apoptosis proteins (IAPs) block caspases, modulate nuclear factor NF-êB signaling pathways and are involved in resistance to cancer therapies. Debio-1143, a mimetic of an endogenous IAP inhibitor (second mitochondriaderived activator of caspases [SMAC]), may help to overcome treatment resistance and has demonstrated antitumor activity in various cancer cell lines and xenograft models, alone or in combination with chemotherapy, radiotherapy or immunotherapies. So far, about 150 cancer patients have been enrolled in 5 registered early-phase clinical trials testing Debio-1143. Tolerability was acceptable even when the drug was used in combination therapies. In monotherapy, pharmacokinetics was linear, but varied considerably among patients in combination settings. High tumor penetration and on-target activity were consistently shown in patient surrogate tissues and tumor biopsies. Tumor responses to second-(or higher) line monotherapy in patients with various advanced cancers were rather weak, but currently followed approaches as an adjunct to existing cancer therapies look encouraging. Still, to identify ideal target populations and concomitant regimens remains challenging.

HETEROARYL-SUBSTITUTED BICYCLIC SMAC MIMETICS AND THE USES THEREOF

The invention relates to heteroaryl-substituted bicyclic mimetics of Smac which function as inhibitors of Inhibitor of Apoptosis Proteins. The invention also relates to the use of these mimetics for inducing apoptotic cell death and for sensitizing cells to inducers of apoptosis.