75637-30-8

Basic information

• Product Name: 5-acetyl-2-(phenylmethoxy)benzamide
• Synonyms: 5-acetyl-2-(phenylmethoxy)benzamide
• CAS NO: 75637-30-8
• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.2952
• EINECS: 278-281-6
• Mol File: 75637-30-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 455.9°C at 760 mmHg
• Flash Point: 213.7°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 1.69E-08mmHg at 25°C
• Refractive Index: 1.596
• Solubility: Chloroform, Methanol
• CAS DataBase Reference: 5-acetyl-2-(phenylmethoxy)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-acetyl-2-(phenylmethoxy)benzamide(75637-30-8)
• EPA Substance Registry System: 5-acetyl-2-(phenylmethoxy)benzamide(75637-30-8)

Safety Data

• Hazardous Substances Data: 75637-30-8(Hazardous Substances Data)

Usage

Uses

5-Acetyl-2-(phenylmethoxy)benzamide is an intermediate of (R,R)-Labetalol (L096500), a specific competitive antagonist at both α-and β-adrenergic receptor sites. (R,R)-Labetalol is used as an antihypertensive.

InChI:InChI=1/C16H15NO3/c1-11(18)13-7-8-15(14(9-13)16(17)19)20-10-12-5-3-2-4-6-12/h2-9H,10H2,1H3,(H2,17,19)

Upstream product

• 40187-51-7 5-acetylsalicylamide 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 1392489-01-8 tert-Butyl-2-(4-benzyloxy-3-carbamoylphenoxy)ethylcarbamate 
• 1392489-00-7 4-benzyloxy-3-carbamoylphenyl acetate 
• 1354968-61-8 5-(2-aminoethoxy)-2-benzyloxybenzamide hydrochloride 
• 1354968-60-7 2-(benzyloxy)-5-hydroxybenzamide 
• 81602-14-4 (-)-2-hydroxy-5-<(R)-1-hydroxy-2-<(S)-(1-methyl-3-phenylpropyl)amino>ethyl>benzamide hydrochloride 
• 83167-22-0 5-<<<(S)-1-methyl-3-phenylpropyl>(phenylmethyl)amino>acetyl>-2-(phenylmethoxy)benzamide 
• 75615-53-1 5-<<<(R)-1-methyl-3-phenylpropyl>(phenylmethyl)amino>acetyl>-2-(phenylmethoxy)benzamide 
• 81602-13-3 *)>-2-hydroxy-5-<1-hydroxy-2-<(1-methyl-3-phenylpropyl)amino>ethyl>benzamide hydrochloride 
• 75615-56-4 *,R^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide 
• 75615-55-3 *,R^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide 
• 81585-06-0 *,S^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide 
• 81580-37-2 *,S^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide 
• 392622-69-4 4-{4-[2-({2-[3-(Aminocarbonyl)-4-(benzyloxy)phenyl]-2-hydroxyethyl}-amino)ethyl]anilino}-N-octyl-1-piperidinecarboxamide 
• 392620-18-7 2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)benzamide 

Relevant articles and documents

PHENOXYPROPANOL DERIVATIVES AND THEIR USE IN TREATING CARDIAC AND CARDIOVASCULAR DISEASES

A compound of formula I-0, and its pharmaceutically acceptable salt or salts and physiologically hydrolysable derivatives in free form or salt form: wherein Z1 is C1-C4 linear or branched alkyl or alkenyl; R4 is selected from unsubstituted and substituted C3-C8 cycloalkyl, C1-C8 linear or branched alkyl, C2-5 alkenyl, C6-C10 heteroaryl or aryl, or C3-C8 heterocyclyl which may be part unsaturated, and combinations thereof; is linear C2-3 alkylene,; X1 is selected from NH and O; X2 is selected from unsaturated C and unsaturated S; and X3 is selected from NH and CH2; or one of X1 and X3 is a single bond; or X1 is O and X2 and X3 together are a single bond; and R7 is selected from oxo, F, Cl, Br, CN, NH2, NR92, NO2, CF3, OR9, COR9, OCOR9, COOR9, NR9COR9, CONR92 SO2NR92, NR9SO2R9; and R8 is selected from C1-5 alkyl, C1-5 alkoxyl, C2-5 alkenyl or alkynyl, C6-10) aryl and C3-8 cycloalkyl and combinations thereof, which may be unsubstituted or f urther substituted by one or more F, Cl, Br, CN, NH2, NR32, NO2, CF3; and R9 is selected from H and a group R8 as hereinbefore defined; n7 and n8 and the sum thereof are independently selected from zero and the whole number integer 1 to 4; processes for the preparation thereof, compositions and uses.

4-Aminopiperidine ureas as potent selective agonists of the human β3-Adrenergic receptor

The preparation and structure-activity relationships (SARs) of potent agonists of the human β3-adrenergic receptor (AR) derived from a 4-aminopiperidine scaffold are described. Examples combine human β3-AR potency with selectivity over human β1-AR and/or human β2-AR agonism. Compound 29s was identified as a potent (EC50 = 1 nM) and selective (greater than 400-fold over β1- with no β2-AR agonism) full β3-AR agonist with in vivo activity in a transgenic mouse model of thermogenesis.