112101-74-3

Basic information

• Product Name: Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]-
• Synonyms: Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]-;N-[(1R)-2-[3-(Aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]acetamide
• CAS NO: 112101-74-3
• Molecular Formula: C₁₂H₁₈N₂O₄S
• Molecular Weight: 286.35
• Mol File: 112101-74-3.mol

Chemical Properties

• Melting Point: 197-198℃
• Appearance: Colorless transparent liquid
• Density: 1.239
• Refractive Index: 1.539
• Storage Temp.: 2-8°C
• PKA: 10.06±0.60(Predicted)
• CAS DataBase Reference: Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]-(112101-74-3)
• EPA Substance Registry System: Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]-(112101-74-3)

Safety Data

• Hazardous Substances Data: 112101-74-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]is used as a research compound for the development of potential drug candidates due to its anti-inflammatory and analgesic properties. Its unique structure and functional groups make it a promising candidate for therapeutic applications in treating pain and inflammation.
Used in Drug Design:
In the field of drug design, Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]serves as a valuable tool for the creation of new therapeutic agents. Its complex structure and chiral nature allow for the exploration of various chemical modifications and interactions with biological targets, potentially leading to the discovery of novel and effective medications.
Used in Medicinal Chemistry:
Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]is utilized in medicinal chemistry for the study of its interactions with biological receptors and enzymes. Understanding these interactions can provide insights into the compound's mechanism of action and help optimize its therapeutic potential.
Used in Drug Discovery:
In the process of drug discovery, Acetamide,N-[(1R)-2-[3-(aminosulfonyl)-4-methoxyphenyl]-1-methylethyl]is employed as a starting point for the synthesis of new compounds with improved pharmacological properties. Its unique structure and functional groups can be modified to enhance its efficacy, selectivity, and safety profile, making it a versatile building block for the development of innovative therapeutic agents.

InChI:InChI=1/C12H18N2O4S/c1-8(14-9(2)15)6-10-4-5-11(18-3)12(7-10)19(13,16)17/h4-5,7-8H,6H2,1-3H3,(H,14,15)(H2,13,16,17)/t8-/m1/s1

Upstream product

• 86073-42-9 (R)-N-[1-(o-methoxyphenyl)propan-2-yl]ethanamide 
• 69390-41-6 (E)-N-(1-(4-methoxyphenyl)prop-1-en-2-yl)acetamide 
• 52271-41-7 4-methoxyphenylacetone oxime 

Downstream Products

• 112101-81-2 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide 
• 86225-65-2 (R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide hydrochloride 

Relevant articles and documents

Practical syntheses of N-acetyl (E)-β-arylenamides

A facile and practical method for the preparation of (E)-β- arylenamides [(E)-N-(1-arylprop-1-en-2-yl]acetamides] has been developed by reductive acetylation of the corresponding oximes with iron(II) acetate as the reducing reagent. Employment of hexamethylphosphoramide as the solvent was found to be critical for the high E/Z selectivity. The methodology has been applied in efficient syntheses of a key chiral intermediate of tamsulosin by asymmetric hydrogenation. Georg Thieme Verlag Stuttgart . New York.

Process for preparation of tamsulosin and its aralkylamine derivatives

The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(?)-5-{2-[2-(2-alkoxyphenoxy)ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R1 and R2 represent C1-C4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. Tamsulosin hydrochloride (R1=Et, R2=Me, in its hydrochloride salt form) is an antagonist of α-A adrenoceptors in the prostate. Tamsulosin?HCl occurs as white crystals, which melt with decomposition at approximately 230° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.

Process for preparation of tamsulosin and its derivatives

The present invention discloses a new process for the synthesis of tamsulosin derivatives of formula 1 (where R 1 and R 2 represent C 1 -C 4 alkyl groups) and their hydrochlorides and other pharmaceutically acceptable salts, comprising reacting the hydrochloride of sulphonamide 2 (where R represents C 1 -C 4 alkyl) with the ether compound 21 (where R' represents C 1 -C 4 alkyl and R" represents MeC 6 H 4 SO 2 or MeSO 2 ).

A METHOD OF PREPARATION OF (R)-(-)-5(2-AMINOPROPYL)-2-METHOXYBENZENESULFONAMIDE

A method of preparation of (R)-(-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide of formula I and its use for production tamsulosin. A protective group is introduced to N-[(1R)-2-(4-methoxyphenyl)-1-methylethyl]-N- [(1 R)-1-phenylethyl)]amine and the resulting amide of formula IX is chlorosulfonated and the resulting sulfochloride is converted to a sulfonamide of formula X, from which the compound of formula I is obtained by hydrogenation.