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HCID 5610생성일: 2026년 10월 23일

Tyramine

https://huagongshe.com/ko/chemical/5610

Tyramine 분자 구조식

식별자 및 물리적 특성

CAS No.51-67-2
분자식C8H11NO
평균 분자량137.18 g/mol
단동위원소 질량137.08406397 g/mol
SMILESNCCc1ccc(O)cc1
InChIKeyDZGWFCGJZKJUFP-UHFFFAOYSA-N
PubChem CID5610
ChEMBLCHEMBL11608
ChEBICHEBI:15760
EC No.200-115-8
DTXSIDDTXSID2043874

화학 및 물리적 성질

XLogP1.1
극성 표면적46.3
수소 결합 공여자 수2
수소 결합 수용자 수2
회전 가능 결합 수2
무거운 원자 수10
형식 전하0
복잡도87.3
의약품Pharmaceuticals -> Listed in ZINC15
LogP(분배 계수)Log Kow = 0.72-0.24
식품 첨가물FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
향미제EU Flavoring substances
Color/FormCRYSTALS FROM BENZENE OR ALCOHOLPLATES OR NEEDLES FROM BENZENE, NEEDLES FROM WATER
용해도SOL IN WATER /TYRAMINE HYDROCHLORIDE/1 G DISSOLVES IN 10 ML BOILING ALCOHOLSPARINGLY SOL IN BENZENE, XYLENESlightly soluble in water, benzenesoluble in ethanol, xyleneWater solubility = 10.4E+3 mg/L @ 15 °C10.4 mg/mL at 15 °C
끓는 점166 °C @ 2 MM HG166 °C(Press: 2 Torr)
녹는점164-165 °CMP: 269 °C /TYRAMINE HYDROCHLORIDE/164 - 165 °C
Physical DescriptionSolidColourless to yellow solidSweet meaty aroma
Collision Cross Section123.43 Ų [M+H]+ [CCS Type: DTMethod: stepped-field]129.74 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]138.4 Ų [M+Na]+
Other Experimental PropertiesCRYSTALS FROM ALCOHOL + ETHER /TYRAMINE HYDROCHLORIDE/
밀도1.103±0.06 g/cm3(Predicted)
pKa(산도 계수)9.51±0.26(Predicted)

안전 및 규제

GHS 분류This chemical does not meet GHS hazard criteria for 65.9% (91 of 138) of all reports.WarningH315 (32.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 138 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보Chemical: Phenol, 4-(2-aminoethyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 05-01-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/16729Phenol, 4-(2-aminoethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Special ReportsThe monoamine oxidase inhibitor tyramine reaction.[Brown C et alJ Clin Pharmacol 29 (6): 529-32 (1989)]
Hazard Classes and CategoriesSkin Irrit. 2 (32.6%)
처리 방법SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
TreatmentIf the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.
상호 작용ANTIBACTERIAL ACTION OF FURAZOLIDONE IS ACCOMPANIED BY PROGRESSIVE & GENERALIZED INHIBITION OF MONOAMINE OXIDASE... TYRAMINE HAS...BEEN REPORTED TO INTERACT WITH FURAZOLIDONE...PHENYLPROPANOLAMINE & OTHER INDIRECT-ACTING SYMPATHOMIMETIC AMINES (EG, TYRAMINE) PRODUCE HYPERTENSIVE CRISIS & RELATED SYMPTOMS IN SOME INDIVIDUALS CURRENTLY RECEIVING OR PREVIOUSLY BEING TREATED WITH TRANYLCYPROMINE OR OTHER MONOAMINE OXIDASE INHIBITORS /SUCH AS ISOCARBOXAZID, PARGYLINE & PHENELZINE/. ...MAY BE FATAL.ALTHOUGH SELECTIVE MONOAMINE OXIDASE INHIBITOR (-)-DEPRENYL SUBSTANTIALLY INHIBITS TYRAMINE (I)-OXIDIZING ABILITY IN PIG, IV TYRAMINE CHALLENGE AFTER PRETREATMENT WITH THIS DRUG FAILED TO PRODUCE PRESSOR RESPONSE ("CHEESE EFFECT") ASSOC WITH OTHER IRREVERSIBLE MAO INHIBITORS.PRETREATMENT OF THYROIDECTOMIZED RATS WITH T3 & RESERPINE ABOLISHED TYRAMINE INDUCED HYPOTENSIVE ACTION. PRETREATMENT WITH PHENOXYBENZAMINE INHIBITED ACTION IN INTACT RAT AS WELL, WHEREAS CYPROHEPTADINE INCR ACTION IN THYROIDECTOMIZED RAT BUT NOT IN INTACT RATSFor more Interactions (Complete) data for TYRAMINE (11 total), please visit the HSDB record page.
건강 영향Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Certain reproductive effects in fertility, growth, and development for males and females have been linked specifically to organophosphate pesticide exposure. Most of the research on reproductive effects has been conducted on farmers working with pesticides and insecticdes in rural areas. In females menstrual cycle disturbances, longer pregnancies, spontaneous abortions, stillbirths, and some developmental effects in offspring have been linked to organophosphate pesticide exposure. Prenatal exposure has been linked to impaired fetal growth and development. Neurotoxic effects have also been linked to poisoning with OP pesticides causing four neurotoxic effects in humans: cholinergic syndrome, intermediate syndrome, organophosphate-induced delayed polyneuropathy (OPIDP), and chronic organophosphate-induced neuropsychiatric disorder (COPIND). These syndromes result after acute and chronic exposure to OP pesticides.
독성 요약Tyramine is a cholinesterase or acetylcholinesterase (AChE) inhibitor. A cholinesterase inhibitor (or 'anticholinesterase') suppresses the action of acetylcholinesterase. Because of its essential function, chemicals that interfere with the action of acetylcholinesterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses, followed by muscle spasms and ultimately death. Nerve gases and many substances used in insecticides have been shown to act by binding a serine in the active site of acetylcholine esterase, inhibiting the enzyme completely. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop. Among the most common acetylcholinesterase inhibitors are phosphorus-based compounds, which are designed to bind to the active site of the enzyme. The structural requirements are a phosphorus atom bearing two lipophilic groups, a leaving group (such as a halide or thiocyanate), and a terminal oxygen.
Signs and SymptomsSymptoms of low dose exposure include excessive salivation and eye-watering. Acute dose symptoms include severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Hypertension, hypoglycemia, anxiety, headache, tremor and ataxia may also result.
Natural Pollution Sources...TYRAMINE.../ARISES/ FROM MICROBIOLOGICAL DECARBOXYLATION OF CHOLINE, TRYPTOPHAN, TYROSINE, AND OTHER AMINO ACIDS PRESENT IN FOODSTUFF RESIDUES IN INTESTINAL TRACT. ...ALSO FOUND IN PUTREFYING FOODSTUFFS, SUCH AS CHEESE, HIGH GAME & SPOILED FISH, & ETHYLAMINE......THE SCLEROTIA /OF ERGOT/ CONTAIN A LARGE NUMBER OF AMINES AND OTHER NITROGENOUS COMPOUNDS, SOME, SUCH AS...TYRAMINE...HAVING PHYSIOLOGICAL ACTIVITY....FOODS CONTAINING TYRAMINE.../INCLUDE/ PICKLED HERRING, BEER, WINE (ESP RED WINE), & CHICKEN LIVERS...BASE FOUND IN MISTLETOE...
Human Toxicity ExcerptsTyramine is a sympathomimetic amine that is without effect when ingested in food because of its rapid biotransformation by monoamine oxidase in the gut and liver. This ... does not occur when monoxidase oxidase is inhibited.... The role of food additives, tyramine and acetylsalicylic acid, was investigated by double blind placebo controlled challenges in 25 children with severe atopic dermatitis. All children challenged with foods (n = 24), except 1, showed one or more positive reactions to the double blind placebo controlled challenges with foods. Positive reactions presented different combinations of flares of skin symptoms, intestinal symptoms and respiratory systems. Seventeen children (78%) showed a positive challenge to egg, 12% to wheat (50%), eight to milk (33.3%) and eight to soya. Six children underwent double blind placebo controlled challenges with food additives, tyramine and acetylsalicylic acid. All were found to demonstrate positive skin and/or intestinal reactions to at least one of the food additives. Two children reacted to tartrazine, three to sodium benzoate, two to sodium glutamate, two to sodium metabisulfite, four to acetylsalicylic acid and one to tyramine. ... Foods, food additives, tyramine and acetylsalicylic acid can cause positive double blind placebo controlled challenges in children with severe atopic dermatitis.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)TyraminevNo-DILI-concernNo matchDOI:10.1016/j.drudis.2016.02.015
Populations at Special Risk... Hypertensive crisis /may result in/ patients receiving monoamine oxidase inhibitors.
신호 어Warning
유해·위험 문구암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H315