Tyramine | CAS#51-67-2 | Sympathomimetic compound

MedKoo Cat#: 462783 | Name: Tyramine

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tyramine is 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.

Chemical Structure

Tyramine

CAS#51-67-2 (free base)

Theoretical Analysis

MedKoo Cat#: 462783

Name: Tyramine

CAS#: 51-67-2 (free base)

Chemical Formula: C8H11NO

Exact Mass: 137.0841

Molecular Weight: 137.18

Elemental Analysis: Elemental Analysis: C, 70.04; H, 8.08; N, 10.21; O, 11.66

Price and Availability

Size	Price	Availability
25g	USD 550.00	2 Weeks
50g	USD 950.00	2 Weeks
100g	USD 1,650.00	2 Weeks

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Related CAS #

51-67-2 (free base) 60-19-5 (chloride)

Synonym

NSC 249188; NSC249188; NSC-249188; Uteramine; p-Tyramine;

IUPAC/Chemical Name

4-(2-aminoethyl)phenol

InChi Key

DZGWFCGJZKJUFP-UHFFFAOYSA-N

InChi Code

InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2

SMILES Code

NCCc1ccc(O)cc1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 137.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Kim J, Lee MC, Jeon J, Rodríguez-delaRosa A, Endo Y, Kim DS, Madrigal-Salazar AD, Seo JW, Lee H, Kim KT, Moon JI, Park SG, Lopez-Pacheco MC, Alkhateeb AF, Sobahi N, Bassous N, Liu W, Lee JS, Kim S, Aykut DY, Nasr ML, Hussain MA, Lee SH, Kim WJ, Pourquié O, Sinha I, Shin SR. Combinational regenerative inductive effect of bio-adhesive hybrid hydrogels conjugated with hiPSC-derived myofibers and its derived EVs for volumetric muscle regeneration. Bioact Mater. 2024 Oct 14;43:579-602. doi: 10.1016/j.bioactmat.2024.09.013. PMID: 40115877; PMCID: PMC11923440. 2: Kong X, Li C, Li Y, Song X, Huang L. Ultrasensitive determination of exosomes by tyramine-assisted colorimetric sensors for tumor diagnosis. Analyst. 2025 Mar 20. doi: 10.1039/d5an00013k. Epub ahead of print. PMID: 40111754. 3: Rosso C, Birolo R, Gallo A, Franks WT, Priola E, Chierotti MR, Gobetto R. Exploring Tyramine's Role in the Formation of Supramolecular Adducts with Nonsteroidal Anti-Inflammatory Drugs. Chemistry. 2025 Mar 19:e202500080. doi: 10.1002/chem.202500080. Epub ahead of print. PMID: 40105012. 4: Yun J, Chin YW, Hong SP, Lee JE. Discovery of Doenjang aging marker and metabolites alteration during long-term aging period: Targeted and untargeted metabolomic study. Food Chem. 2025 Mar 13;479:143719. doi: 10.1016/j.foodchem.2025.143719. Epub ahead of print. PMID: 40101381. 5: Xu G, Fu L, Wu L, Lu J, Xu M, Qian R, Shao C, Qian M, Zhang Y, Yang G. A tyramine receptor gene LsTAR2 is involved in reproduction and feeding in the small brown planthopper Laodelphax striatellus. Pestic Biochem Physiol. 2025 Apr;209:106335. doi: 10.1016/j.pestbp.2025.106335. Epub 2025 Feb 18. PMID: 40082032. 6: Barrière G, Pelloquin-Mvogo Z, Boulain M, Khsime I, Bharatiya R, Riquier MA, Morin D, Allain AE, Chagraoui A, Juvin L, De Deurwaerdere P. Widespread and Heterologous Effects of L-DOPA on Monoaminergic Tissue Metabolism in Newborn Rats Expressing Air-Stepping. Int J Mol Sci. 2025 Mar 5;26(5):2298. doi: 10.3390/ijms26052298. PMID: 40076918; PMCID: PMC11901079. 7: Chatterjee A, Palodhi A, Basnet H, Agarwal P, Das BK, Mal C, Pal H. Understanding the Therapeutic Potential of Smilax perfoliata and Elsholtzia griffithii Through GC-MS Analysis, Antimicrobial Assay and Molecular Docking. Plant Foods Hum Nutr. 2025 Mar 11;80(2):89. doi: 10.1007/s11130-025-01335-6. PMID: 40067433. 8: Szosland-Fałtyn A, Maciejewska N, Bartodziejska B. Effect of Ripening Temperature on Microbial Safety and Biogenic Amine Levels in Rennet Cheeses Produced from Raw Cow Milk. J Food Prot. 2025 Mar 7;88(5):100476. doi: 10.1016/j.jfp.2025.100476. Epub ahead of print. PMID: 40057278. 9: Liu J, Wang Y, Zhou Y, Wang X, Bi S. Functional characterization of the methyl-accepting chemotaxis proteins RS10830 and RS10815 in Xanthomonas oryzae pv. oryzicola. Int J Biol Macromol. 2025 Mar 5;306(Pt 4):141800. doi: 10.1016/j.ijbiomac.2025.141800. Epub ahead of print. PMID: 40054815. 10: Mostafa IM, Abdussalam A, Jiang H, Dong Z, Zhang W, Lou B, Xu G. Selective Electrochemical Biosensors for Tyrosinase and Tyramine via Enzyme-Mediated Oxidation Reaction. Anal Chem. 2025 Mar 18;97(10):5715-5722. doi: 10.1021/acs.analchem.4c06719. Epub 2025 Mar 6. PMID: 40048672. 11: Franklin MA, Salib MN, Gafni J, Pessah IN, Molinski TF. Structure-activity of Bastadins from the marine sponge Ianthella basta. Modulators of the RYR1 Ca2+ channel. Bioorg Med Chem Lett. 2025 Mar 3;121:130165. doi: 10.1016/j.bmcl.2025.130165. Epub ahead of print. PMID: 40043821. 12: Chou AK, Chiu CC, Chen YW, Hung CH, Wang JJ. Augmented analgesic effect of tyramine or octopamine in combination with lidocaine is mediated with α-adrenergic receptors. Am J Physiol Regul Integr Comp Physiol. 2025 Mar 4. doi: 10.1152/ajpregu.00225.2024. Epub ahead of print. PMID: 40038094. 13: Lamichhane B, Gélinas SE, Merindol N, Koirala M, Dos Santos KCG, Germain H, Desgagné-Penix I. Elucidating the enzyme network driving Amaryllidaceae alkaloids biosynthesis in Leucojum aestivum. Plant Biotechnol J. 2025 Mar 4. doi: 10.1111/pbi.70026. Epub ahead of print. PMID: 40035234. 14: Zhu C, Xu Y, Wang D. Magnesium ions enhance biogenic amine degradation by Pichia kudriavzevii MZ5: Insights from transcriptomics and novel recombinant enzyme expression. Int J Biol Macromol. 2025 Feb 28;306(Pt 3):141617. doi: 10.1016/j.ijbiomac.2025.141617. Epub ahead of print. PMID: 40024410. 15: Gregoret SA, Junges CM, Culzoni MJ, Goicoechea HC, Teglia CM, Gutierrez FA. Sustainable and efficient electrochemical determination of octopamine in Apis mellifera for stress monitoring. Talanta. 2025 Aug 15;291:127801. doi: 10.1016/j.talanta.2025.127801. Epub 2025 Feb 24. PMID: 40024132. 16: Glymenaki M, Curio S, Shrestha S, Zhong Q, Rushton L, Barry R, El-Bahrawy M, Marchesi JR, Wang Y, Gooderham NJ, Guerra N, Li JV. Roux-en-Y gastric bypass- associated fecal tyramine promotes colon cancer risk via increased DNA damage, cell proliferation, and inflammation. Microbiome. 2025 Feb 28;13(1):60. doi: 10.1186/s40168-025-02049-2. PMID: 40022152; PMCID: PMC11869571. 17: Patil YP, Wagh DS, Barvkar VT, Gawari SK, Pisalwar PD, Ahmed S, Joshi RS. Altered Octopamine synthesis impairs tyrosine metabolism affecting Helicoverpa armigera vitality. Pestic Biochem Physiol. 2025 Mar;208:106323. doi: 10.1016/j.pestbp.2025.106323. Epub 2025 Feb 10. PMID: 40015913. 18: Tu YH, Chang CM, Yang CC, Tsai IJ, Chou YC, Yang CP. Dietary Patterns and Migraine: Insights and Impact. Nutrients. 2025 Feb 13;17(4):669. doi: 10.3390/nu17040669. PMID: 40004997; PMCID: PMC11858445. 19: Zhu K, Liu W, Peng Y, Wang X, Wang Z, Zheng J, Deng G, Wang Q. Study on the mechanism of Shuanghe decoction against steroid-induced osteonecrosis of the femoral head: insights from network pharmacology, metabolomics, and gut microbiota. J Orthop Surg Res. 2025 Feb 26;20(1):202. doi: 10.1186/s13018-025-05619-0. PMID: 40001178; PMCID: PMC11863617. 20: Mediatrice H, Aimable N, Claude I, Fallah N, Abdelkader ME, Biregeya J, Hu Y, Zhang L, Zhou H, Li J, Liu P, Lin Z, Lin D. The Influence of the Divergent Substrate on Physicochemical Properties and Metabolite Profiling of Agrocybe cylindracea Cultivation. J Fungi (Basel). 2025 Feb 10;11(2):132. doi: 10.3390/jof11020132. PMID: 39997426; PMCID: PMC11856532.