N-(4-Chlorobenzoyl)-tyramine supplier

Name
N-(4-Chlorobenzoyl)-tyramine
EINECS 255-566-3
CAS No. 41859-57-8
Article Data8
CAS DataBase
Density 1.268 g/cm³
Solubility
Melting Point 170-172 °C
Formula C₁₅H₁₄ClNO₂
Boiling Point 505.4 °C at 760 mmHg
Molecular Weight 275.735
Flash Point 259.5 °C
Transport Information
Appearance Pale-yellow solid
Safety 26-36/37
Risk Codes 36-43
Molecular Structure
Hazard Symbols Xi
Synonyms 4-chloro-N-[2-(4-hydroxyphenyl)ethyl]benzamide;Benzamide, 4-chloro-N-[2-(4-hydroxyphenyl)ethyl]-;N1-(4-hydroxyphenethyl)-4-chlorobenzamide;N-(4-Chlorobenzoyl)-tyramine;4-Chloro-N-[2-(4-hydroxyphenyl)ethyl]benzamide;
PSA 49.33000
LogP 3.40900

Synthetic route

: 51-67-2
tyrosamine

: 122-01-0
4-chloro-benzoyl chloride

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 5℃; for 3h;	91%
With potassium phosphate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	68%
With sodium hydrogencarbonate In water at 10 - 15℃; for 3h;

: 51-67-2
tyrosamine

: 74-11-3
para-chlorobenzoic acid

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

Conditions

Conditions	Yield
Stage #1: para-chlorobenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: tyrosamine In N,N-dimethyl-formamide at 20℃; for 24h;

: 60-19-5
tyramine hydrochloride

: 122-01-0
4-chloro-benzoyl chloride

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate; sodium hydroxide In water at 10 - 15℃; for 3h;
With sodium hydrogencarbonate In water at 0 - 20℃; Inert atmosphere;

: 600-00-0
ethyl 2-bromoisobutyrate

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: ethyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions

Conditions	Yield
Stage #1: 4-chloro-N-(4-hydroxyphenethyl)benzamide With potassium carbonate In ethanol at 85℃; for 0.5h; Stage #2: ethyl 2-bromoisobutyrate With tetrabutylammomium bromide In ethanol at 85℃; for 24h;	88%

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 2-(4-chlorophenyl)-1-oxa-3-azaspiro[5.5]undeca-2,7,10-trien-9-one

Conditions

Conditions	Yield
With 4-tolyl iodide; 3-chloro-benzenecarboperoxoic acid at 20℃; for 16h;	81%

: 67-66-3
chloroform

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 67-64-1
acetone

: 41859-67-0
bezafibrate

Conditions

Conditions	Yield
With sodium hydroxide In water at 50 - 60℃; for 1.5h;

...Expand

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

Reaxys ID: 33619940: Reaxys ID: 33619940

Reaxys ID: 33619938: Reaxys ID: 33619938

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[((1-benzyl-6-bromo-1H-indole-2-yl)methylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-(4-dimethylaminobenzylidenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-(3-bromo-4-hydroxybenzylidenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-(3-bromo-4-hydroxy-5-methoxybenzylidenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-(4-hydroxy-3-methoxy-5-methyl-benzylidenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-(2,3-dimethoxy-6-nitrobenzylidenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(4-((1-hydrazinyl-2-methyl-1-oxopropanyl)oxy)phenethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[(1-(furan-2-yl)methylenehydrazinocarbonyl)-1-methylethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-methyl-1-(thiophene-2-ylmethylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-methyl-1-(thiophene-3-ylmethylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[1-methyl-1-(4-methylthiophene-2-ylmethylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[((1H-indole-2-yl)methylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-N-(2-{4-[((6-bromo-1-methyl-1H-indole-2-yl)methylenehydrazinocarbonyl)ethoxy]phenyl}ethyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / ethanol / 0.5 h / 85 °C 1.2: 24 h / 85 °C 2.1: hydrazine / water; methanol / 15 h / 45 - 50 °C 3.1: methanol / 60 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: pent-4-en-1-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / chloroform / 65 °C / Inert atmosphere 2: potassium carbonate / acetonitrile / 80 °C / Inert atmosphere View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 4-chloro-5-morpholinopentyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / chloroform / 65 °C / Inert atmosphere 2: potassium carbonate / acetonitrile / 80 °C / Inert atmosphere 3: iron(II) diacetylacetonate; lithium chloride; aluminum (III) chloride / dichloromethane; butan-1-ol / 40 h / 25 °C View Scheme

: 41859-57-8
4-chloro-N-(4-hydroxyphenethyl)benzamide

: 67-64-1
acetone

: 41859-67-0
bezafibrate

Conditions

Conditions	Yield
With sodium hydroxide In chloroform at 65℃; Inert atmosphere;

N-(4-Chlorobenzoyl)-tyramine Specification

The Benzamide,4-chloro-N-[2-(4-hydroxyphenyl)ethyl]-, with the CAS registry number 41859-57-8 and EINECS registry number 255-566-3, has the systematic name of 4-chloro-N-[2-(4-hydroxyphenyl)ethyl]benzamide. It is a kind of pale-yellow solid, and belongs to the product categories of Amines and Aromatics. And the molecular formula of the chemical is C₁₅H₁₄ClNO₂.

The characteristics of Benzamide,4-chloro-N-[2-(4-hydroxyphenyl)ethyl]- are as followings: (1)ACD/LogP: 2.90; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.9; (4)ACD/LogD (pH 7.4): 2.9; (5)ACD/BCF (pH 5.5): 94.56; (6)ACD/BCF (pH 7.4): 94.34; (7)ACD/KOC (pH 5.5): 903.27; (8)ACD/KOC (pH 7.4): 901.2; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 75.77 cm³; (15)Molar Volume: 217.3 cm³; (16)Polarizability: 30.03×10^-24cm³; (17)Surface Tension: 51.8 dyne/cm; (18)Density: 1.268 g/cm³; (19)Flash Point: 259.5 °C; (20)Enthalpy of Vaporization: 80.44 kJ/mol; (21)Boiling Point: 505.4 °C at 760 mmHg; (22)Vapour Pressure: 7.74E-11 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(c1ccc(Cl)cc1)NCCc2ccc(O)cc2
(2)InChI: InChI=1/C15H14ClNO2/c16-13-5-3-12(4-6-13)15(19)17-10-9-11-1-7-14(18)8-2-11/h1-8,18H,9-10H2,(H,17,19)
(3)InChIKey: ZTLWJYCDAXUIBK-UHFFFAOYAI

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 5gm/kg (5000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 4357, 1988.

Product Name

N-(4-Chlorobenzoyl)-tyramine

Synthetic route

N-(4-Chlorobenzoyl)-tyramine Specification

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