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Substance Name: Tyramine
RN: 51-67-2
UNII: X8ZC7V0OX3
InChIKey: DZGWFCGJZKJUFP-UHFFFAOYSA-N
Note
- An indirect sympathomimetic that occurs naturally in cheese and other foods. Tyramine does not directly activate adrenergic receptors, but it can serve as a substrate for adrenergic uptake systems and MONOAMINE OXIDASE to prolong the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals and may be a neurotransmitter in some invertebrate nervous systems.
Molecular Formula
- C8-H11-N-O
Molecular Weight
- 137.1809
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- Classifications
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- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic Uptake Inhibitors
- Autonomic Agents
- Drug / Therapeutic Agent
- Membrane Transport Modulators
- Mutation Data
- Neurotransmitter Agents
- Neurotransmitter Uptake Inhibitors
- Peripheral Nervous System Agents
- Sympathomimetics
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Names and Synonyms
Name of Substance
- Tyramine
MeSH Heading
- Tyramine
Synonyms
- 2-(4-Hydroxyphenyl)ethylamine
- 2-(p-Hydroxyphenyl)ethylamine
- 4-(2-Aminoethyl)phenol
- 4-13-00-01788 (Beilstein Handbook Reference)
- 4-Hydroxyphenethylamine
- 4-Hydroxyphenylethylamine
- alpha-(4-Hydroxyphenyl)-beta-aminoethane
- Benzeneethanamine, 4-hydroxy-
- beta-Hydroxyphenylethylamine
- BRN 1099914
- EINECS 200-115-8
- HSDB 2132
- NSC 249188
- p-(2-Aminoethyl)phenol
- p-beta-Aminoethylphenol
- p-Hydroxyphenethylamine
- p-Hydroxyphenylethylamine
- p-Tyramine
- Phenethylamine, p-hydroxy-
- Systogene
- Tenosin-wirkstoff
- Tocosine
- Tyramin
- Tyramine
- Tyrosamine
- UNII-X8ZC7V0OX3
- Uteramine
Systematic Names
- 4-(2-Aminoethyl)phenol
- Phenol, 4-(2-aminoethyl)-
- Phenol, p-(2-aminoethyl)-
Registry Numbers
CAS Registry Number
- 51-67-2
FDA UNII
- X8ZC7V0OX3
System Generated Number
- 0000051672
Structure Descriptors
InChI
InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2InChIKey
DZGWFCGJZKJUFP-UHFFFAOYSA-NSmiles
NCCc1ccc(O)Toxicity
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. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 164.5 | deg C | EXP | |
pKa Dissociation Constant | 9.77 | (none) | EXP | |
log P (octanol-water) | 0.860 | (none) | EST | |
Water Solubility | 1.04E+04 | mg/L | 15 | EXP |
Vapor Pressure | 3.17E-03 | mm Hg | 25 | EST |
Henry's Law Constant | 8.45E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 7.36E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.