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HomeProduct name list4-Hydroxybenzylamine

4-Hydroxybenzylamine

Synonym(s):4-(Aminomethyl)phenol

4-Hydroxybenzylamine Structural

What is 4-Hydroxybenzylamine?

Description

4-HOBA is an isomer of the isoketal scavenger 2-HOBA that has reduced efficacy as an isoketal scavenger. Unlike 2-HOBA, 4-HOBA has no effect on hypertension induced by angiotensin II in mice. 4-HOBA has been used as a negative control for the activity of 2-HOBA and related compounds in a mouse model of hypertension.

Chemical properties

4-Hydroxybenzylamine, also known as tyramine and p-hydroxyphenethylamine, is a white or off-white or light green solid. Tyramine, a compound originally isolated from ergot alkaloids and decomposed animal tissues, is an important synthetic drug intermediate.

The Uses of 4-Hydroxybenzylamine

4-Hydroxybenzylamine (cas# 696-60-6) is a compound useful in organic synthesis.

Preparation

Synthesis of 4-Hydroxybenzylamine:Ammonia is passed into 500 ml of ethanol at 10° C. until saturation is reached, 122.1 g=1 mole of p-hydroxybenzaldehyde, 20 g of Raney nickel and 0.1 ml of concentrated sulfuric acid are added and the mixture is stirred in an autoclave for 6 hours at room temperature and under a hydrogen pressure of 100 atmospheres. After releasing the pressure, the catalyst is filtered off and the filtrate is boiled up with active charcoal, filtered and concentrated. The residue is recrystallized from a mixture of ethanol and ether. This gives 104 g (85% of theory), melting point: 104° C.
Literature source US04391805

Definition

ChEBI: 4-Hydroxybenzylamine is an aromatic amine.

Properties of 4-Hydroxybenzylamine

Melting point: 123-128 °C
Boiling point: 262.4±15.0 °C(Predicted)
Density  1.141±0.06 g/cm3(Predicted)
storage temp.  under inert gas (nitrogen or Argon) at 2–8 °C
solubility  DMSO (Slightly), Water (Slightly, Heated)
form  Powder
pka 8.93±0.26(Predicted)
color  Off-white to pale yellow
CAS DataBase Reference 696-60-6(CAS DataBase Reference)

Safety information for 4-Hydroxybenzylamine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Hydroxybenzylamine

InChIKey RQJDUEKERVZLLU-UHFFFAOYSA-N

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