186268-78-0

Basic information

• Product Name: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID
• Synonyms: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID;(2S)-1-(3,3-Dimethyl-2-oxopentanoyl)-pyrrolidine-2-carboxylic acid
• CAS NO: 186268-78-0
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.28
• Product Categories: Prolines
• Mol File: 186268-78-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 386.198 °C at 760 mmHg
• Flash Point: 187.366 °C
• Appearance: /
• Density: 1.189 g/cm³
• CAS DataBase Reference: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID(186268-78-0)
• EPA Substance Registry System: (2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID(186268-78-0)

Safety Data

• Hazardous Substances Data: 186268-78-0(Hazardous Substances Data)

Usage

General Description

"(2S)-1-(1',2'-DIOXO-3',3'-DIMETHYL-PENTYL)-2-PYRROLIDINE-CARBOXYLIC ACID" is a complex chemical compound that appears to be composed of several distinct elements. It has a complex structure which includes two pentyl groups, each possessing a dioxo and dimethyl features, and is attached to a pyrrolidine ring - a basic organic molecule composed of four carbon atoms and one nitrogen atom in a ring structure. This entire arrangement is then connected to a carboxylic acid group, which consists of a carbonyl (a carbon double bonded to an oxygen) and a hydroxyl group (an oxygen bonded to a hydrogen). The exact properties, uses, or hazards of this chemical are not clearly provided and likely depend on the specifics of its synthesis and potential interactions with other substances.

Upstream product

• 28276-08-6 1,1-dimethylpropylmagnesium chloride 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 1233885-04-5 C₁₄H₂₃NO₄ 
• 139419-63-9 methyl (2S)-1-(1,2-dioxo-2-methoxyethyl)-2-pyrrolidinecarboxylate 
• 186268-77-9 methyl (2S)-1-(1,2-dioxo-3,3-dimethylpentyl)-2-pyrrolidinecarboxylate 

Downstream Products

• 186452-09-5 3-(3-pyridyl)-1-propyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-pyrrolidinecarboxylate 
• 1374118-98-5 (S)-((R)-3-(3,4-dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)propyl) 1-(3,3-dimethyl-2-oxopentanoyl)pyrrolidine-2-carboxylate 
• 205388-30-3 3,3-diphenyl-1-propyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-pyrrolidinecarbothioate 

Relevant articles and documents

Evaluation of synthetic FK506 analogues as ligands for the FK506-binding proteins 51 and 52

The FK506-binding proteins (FKBP) 51 and 52 are cochaperones that modulate the signal transduction of steroid hormone receptors. Both proteins have been implicated in prostate cancer. Furthermore, single nucleotide polymorphisms in the gene encoding FKBP51 have been associated with a variety of psychiatric disorders. Rapamycin and FK506 are two macrocyclic natural products that bind to these proteins indiscriminately but with nanomolar affinity. We here report the cocrystal structure of FKBP51 with a simplified α-ketoamide analogue derived from FK506 and the first structure-activity relationship analysis for FKBP51 and FKBP52 based on this compound. In particular, the tert-pentyl group of this ligand was systematically replaced by a cyclohexyl ring system, which more closely resembles the pyranose ring in the high-affinity ligands rapamycin and FK506. The interaction with FKBPs was found to be surprisingly tolerant to the stereochemistry of the attached cyclohexyl substituents. The molecular basis for this tolerance was elucidated by X-ray cocrystallography.

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