Tyramine

Modify Date: 2024-01-02 17:52:41

Tyramine Structure
Tyramine structure
Common Name Tyramine
CAS Number 51-67-2 Molecular Weight 137.179
Density 1.1±0.1 g/cm3 Boiling Point 275.1±23.0 °C at 760 mmHg
Molecular Formula C8H11NO Melting Point 160-162 °C(lit.)
MSDS Chinese USA Flash Point 141.3±13.3 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Tyramine


Tyramine is an indirectly acting sympathomimetic amine that releases norepinephrine from presynaptic nerve terminals.

 Names

Name tyramine
Synonym More Synonyms

 Tyramine Biological Activity

Description Tyramine is an indirectly acting sympathomimetic amine that releases norepinephrine from presynaptic nerve terminals.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Tyramine is an indirectly acting sympathomimetic amine that releases norepinephrine from presynaptic nerve terminals[1]. Tyramine potentiates the postsynaptic inhibitory effects of norepinephrine on the firing of cortical neurones in the rat[2]. Although tyramine exists in three isomerie forms, the orthoisomer and metaisomers are present in very low concentrations and it is the paraisomer that is implied when reference is made to tyramine. The tyramines are generally present in nanogram/gram concentrations in brain tissue, but they have a very rapid turnover. The CNS role of tyramine is unclear, it has been suggested that it is involved in the modulation of dopamine synthesis and may also regulate norepinephrine turnover[3].
References

[1]. Harrison WM, et al. The tyramine challenge test as a marker for melancholia. Arch Gen Psychiatry. 1984 Jul;41(7):681-5.

[2]. BURN JH, et al. The action of sympathomimetic amines in animals treated with reserpine. J Physiol. 1958 Dec 4;144(2):314-36.

[3]. Juorio AV, et al. A possible role for tyramines in brain function and some mental disorders. Gen Pharmacol. 1982;13(3):181-3.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 275.1±23.0 °C at 760 mmHg
Melting Point 160-162 °C(lit.)
Molecular Formula C8H11NO
Molecular Weight 137.179
Flash Point 141.3±13.3 °C
Exact Mass 137.084061
PSA 46.25000
LogP 1.38
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.600
Storage condition Refrigerator, Under Inert Atmosphere
Stability Stable. Incompatible with strong acids, strong oxidizing agents.
Water Solubility 1g/95mL (15 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SJ5950000
CHEMICAL NAME :
Phenol, p-(2-aminoethyl)-
CAS REGISTRY NUMBER :
51-67-2
BEILSTEIN REFERENCE NO. :
1099914
LAST UPDATED :
199612
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C8-H11-N-O
MOLECULAR WEIGHT :
137.20
WISWESSER LINE NOTATION :
Z2R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
225 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
229 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Autonomic Nervous System - sympathomimetic
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intracervical
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Behavioral - muscle contraction or spasticity
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
137 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 240,19,1990

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS SJ5950000
HS Code 2922299090

 Synthetic Route

 Customs

HS Code 2922299090
Summary 2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

Phenol, 4-(ethylamino)-
Uteramine
Tyramin
MFCD00008193
4-Ethylaminophenol
Tocosine
4-(2-aminoethyl)phenol
4-(2-aminoethyl)-pheno
p-Hydroxyphenylethylamine
Tyrosamine
Systogene
4-Hydroxyphenethylamine
p-Tyramine
4-(Ethylamino)phenol
4-(Ethylamino)benzolol
2-(4-Hydroxyphenyl)ethylamine
EINECS 200-115-8
4-hydroxy-phenethylamine
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