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Tyramine

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Name

Tyramine

EINECS 200-115-8
CAS No. 51-67-2 Density 1.103 g/cm3
Solubility 1g / 95mL (15 °C) in water Melting Point 155-163 °C
Formula C8H11NO Boiling Point 325.2 °C at 760 mmHg
Molecular Weight 137.18 Flash Point 119.2 °C
Transport Information Appearance white to light beige solid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 51-67-2 (Tyramine) Hazard Symbols IrritantXi
Synonyms

p-Hydroxyphenylethylamine;p-beta-Aminoethylphenol;Uteramine;Tyrophagus lintneriMushroom mite is also indexed at this headingTyrosamine;4-Hydroxyphenyl ethylamine;4-Hydroxy-.beta.-phenylethylamine;beta-Hydroxyphenylethylamine;Phenol, 4- (2-aminoethyl)-;4-Hydroxyphenethylamine;p-.beta.-Aminoethylphenol;Phenol, 4-(2-aminoethyl)-;2-(4-hydroxyphenyl)ethylazanium;Tocosine;Benzeneethanamine, 4-hydroxy-;alpha-(4-Hydroxyphenyl)-beta-aminoethane;p-Hydroxy-Beta-Phenethylamine;Tyramine, 4-Hydroxyphenylethylamine;

 

Tyramine Specification

The IUPAC name of Tyramine is 4-(2-aminoethyl)phenol. With the CAS registry number 51-67-2, it is also named as Benzeneethanamine, 4-hydroxy-. The product's categories are Anilines, Aromatic Amines and Nitro Compounds. Besides, it is white to light beige solid, which should be stored in sealed, dark place. It is stable and incompatible with strong acids, strong oxidizing agents. In addition, its molecular formula is C8H11NO and molecular weight is 137.18.

The other characteristics of this product can be summarized as: (1)EINECS: 200-115-8; (2)ACD/LogP: 0.72; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -2.36; (5)ACD/LogD (pH 7.4): -1.82; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 2; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 4; (13)Index of Refraction: 1.577; (14)Molar Refractivity: 41.21 cm3; (15)Molar Volume: 124.3 cm3; (16)Surface Tension: 48.3 dyne/cm; (17)Density: 1.103 g/cm3; (18)Flash Point: 119.2 °C; (19)Melting point: 155-163 °C; (20)Water Solubility: 1g / 95mL (15 °C); (21)Enthalpy of Vaporization: 58.99 kJ/mol; (22)Boiling Point: 325.2 °C at 760 mmHg; (23)Vapour Pressure: 0.000123 mmHg at 25 °C.

Preparation of Tyramine: this chemical occurs widely in plants and animals and is metabolized by the enzyme monoamine oxidase. Moreover, it is often produced by the decarboxylation of tyrosine during fermentation or decay. It also can be produced by the deoxidization of P-Hydroxybenzyl cyanide.

Uses of Tyramine: this chemical is used as intermediate of Bezafibrate. It is also used in organic synthesis. It can be used for the contraction of uterus, peripheral nerves, and for elevation of blood pressure in medical treatment. Additionally, it can react with Formaldehyde to get 4-(2-Dimethylamino-ethyl)-phenol.



This reaction needs H2, 10 percent Pd/C and Methanol at temperature of 20 °C. The yield is 93 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: Oc1ccc(cc1)CCN
(2)InChI: InChI=1/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
(3)InChIKey: DZGWFCGJZKJUFP-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
(5)Std. InChIKey: DZGWFCGJZKJUFP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 30mg/kg (30mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1412, 1935.
mouse LD50 intracervical 30mg/kg (30mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Tohoku Yakka Daigaku Kenkyu Nempo. Annual Report of the Tohoku College of Pharmacy. Vol. 27, Pg. 131, 1980.
mouse LD50 intravenous 229mg/kg (229mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976.
mouse LDLo intraperitoneal 800mg/kg (800mg/kg)   Journal of Physiology. Vol. 76, Pg. 224, 1932.
mouse LDLo subcutaneous 225mg/kg (225mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. -, 1965.
mouse LDLo unreported 2200mg/kg (2200mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930.
rabbit LD50 intravenous 300mg/kg (300mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 691, 1986.

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