23906-20-9

Basic information

• Product Name: DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE
• Synonyms: DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE;diethyl 2-acetamido-2-(benzo[b]thiophen-3-ylmethyl)malonate;Propanedioicacid, 2-(acetylamino)-2-(benzo[b]thien-3-ylmethyl)-, 1,3-diethyl ester;diethyl 2-acetamido-2-(benzo[b]thiophen-3-ylmethyl)malonate(WXC05328)
• CAS NO: 23906-20-9
• Molecular Formula: C18H21NO5S
• Molecular Weight: 363.42804
• Mol File: 23906-20-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 532.7°Cat760mmHg
• Flash Point: 275.9°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 2E-11mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE(23906-20-9)
• EPA Substance Registry System: DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE(23906-20-9)

Safety Data

• Hazardous Substances Data: 23906-20-9(Hazardous Substances Data)

Usage

General Description

DIETHYL 2-ACETAMIDO-2-(BENZO(B)THIOPHENE-3-YLMETHYL)MALONATE is a chemical compound that belongs to the class of malonate derivatives. It is a synthetic compound with potential use as a pharmaceutical intermediate. This chemical is used in the synthesis of potentially bioactive substances, including pharmaceuticals and agrochemicals. Its unique structure, incorporating a benzothiophene ring, makes it a valuable building block for the synthesis of diverse biologically active molecules. Further research on its pharmacological and biochemical properties may reveal its potential uses in the development of new drugs for various medical applications. Note: The information provided in this summary is based on the chemical name given. For accurate and comprehensive information, it is essential to refer to the specific material safety data sheet and other reliable sources.

InChI:InChI=1/C18H21NO5S/c1-4-23-16(21)18(19-12(3)20,17(22)24-5-2)10-13-11-25-15-9-7-6-8-14(13)15/h6-9,11H,4-5,10H2,1-3H3,(H,19,20)

Upstream product

• 3216-47-5 3-chloromethylbenzothiophene 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 95-15-8 Benzo[b]thiophene 

Downstream Products

• 1956-23-6 (R)-α-amino-3-[1]benzothiophene-3-ylpropionic acid 
• 72120-71-9 (S)-2-amino-3-<1>benzothiophene-3-ylpropionic acid 
• 158574-74-4 N²-Boc-N-methyl-N-(phenylmethyl)-3-(3-benzothienyl)-L-alaninamide 
• 166519-79-5 (2S,4R)-2-[(S)-2-Benzo[b]thiophen-3-yl-1-(benzyl-methyl-carbamoyl)-ethylcarbamoyl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 154902-51-9 (2S)-2-[(tert-butoxycarbonyl)amino]-3-(benzo[b]thiophen-3-yl)propanoic acid 

Relevant articles and documents

Chemoenzymatic preparation of enantiopure l-benzofuranyl- and l-benzo[b]thiophenyl alanines

Lipase mediated DKR followed by a chemical and an enzymatic hydrolytic step were combined for the synthesis of enantiopure l-benzofuranyl- and l-benzothienyl alanines.

Studies of Neurokinin Antagonists. 4. Synthesis and Structure-Activity Relationships of Novel Dipeptide Substance P Antagonists: N2--L-prolyl>-N-methyl-N-(phenylmethyl)-3-(2-naphthyl)-L-alaninamide and Its Related Compounds

As an extension of our studies on discovering a novel substance P (SP) antagonist, we modified the previously reported dipeptide, N2-2-(1H-indol-3-ylcarbonyl)-L-lysyl>-N-methyl-N-(phenylmethyl)-L-phenylalaninamide (2b).The lysine part in 2b was first optimized to a (2S,4R)-hydroxyproline derivative (3h), which is 2-fold more potent than 2b in SP binding assay using guinea pig lung membranes.Next we modified the 1H-indol-3-ylcarbonyl part in 3h.Introduction of a methyl group at the indole nitrogen enhanced the oral activity, while retaining the binding activity.Finally, we modified the phenylalanine part to culminate in the most potent compound 7k (FK888), which is a potent SP antagonist with NK1 selectivity as well as oral activity.