Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Natural isomer of dopamine direct precursor, product of tyrosine hydroxylase.
| Pubchem Sid | 504750945 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750945 |
| Canonical Smiles | C1=C(NC=N1)CCN.Cl.Cl |
| IUPAC Name | 2-(1H-imidazol-5-yl)ethanamine;dihydrochloride |
| InChIKey | PPZMYIBUHIPZOS-UHFFFAOYSA-N |
| INCHI | 1S/C5H9N3.2ClH/c6-2-1-5-3-7-4-8-5;;/h3-4H,1-2,6H2,(H,7,8);2*1H |
| Isomeric SMILES | C1=C(NC=N1)CCN.Cl.Cl |
| WGK Germany | 2 |
| RTECS | MS1575000 |
| PubChem CID | 5818 |
| Molecular Weight | 184.07 |
| Beilstein | 3624116 |
| Reaxy-Rn | 3624116 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Amines |
| Intermediate Tree Nodes | Primary amines |
| Direct Parent | 2-arylethylamines |
| Alternative Parents | Aralkylamines Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Monoalkylamines Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 2-arylethylamine - Aralkylamine - Heteroaromatic compound - Imidazole - Azole - Azacycle - Organoheterocyclic compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Primary aliphatic amine - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 11, 2026 | H110868 | |
| Certificate of Analysis | May 21, 2025 | H110868 | |
| Certificate of Analysis | May 21, 2025 | H110868 | |
| Certificate of Analysis | May 21, 2025 | H110868 | |
| Certificate of Analysis | May 21, 2025 | H110868 | |
| Certificate of Analysis | May 21, 2025 | H110868 | |
| Certificate of Analysis | Jan 16, 2025 | H110868 | |
| Certificate of Analysis | Mar 14, 2024 | H110868 | |
| Certificate of Analysis | Jul 20, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Apr 10, 2023 | H110868 | |
| Certificate of Analysis | Mar 14, 2022 | H110868 | |
| Certificate of Analysis | Mar 14, 2022 | H110868 | |
| Certificate of Analysis | Mar 14, 2022 | H110868 |
| Solubility | Very soluble in water and methanol. Soluble in ethanol. , Very soluble in water and methanol. Soluble in ethanol. |
|---|---|
| Melt Point(°C) | 246°C |
| Molecular Weight | 184.060 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 183.033 Da |
| Monoisotopic Mass | 183.033 Da |
| Topological Polar Surface Area | 54.700 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 64.700 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 3 |
| 1. Shijin Xiong, Xiaoyan Xu, Qiaozhen Liu, Yazhou Xu, Hongbing Ren, Tao Xiong, Mingyong Xie. (2023) Integrated metatranscriptomics and metabolomics revealed the metabolic pathways of biogenic amines during Laotan Suancai fermentation. Food Bioscience, [PMID:] [10.1016/j.fbio.2023.103517] |
| 2. Furong Jin, Xinyue Yin, Yang Wan, Jiukai Zhang, Jindi Wang, Xiangbo Fu, Tianxin Fu, Buwei Liu, Yongshi Chen, Bo Tian, Zhibiao Feng. (2023) Ultrasonic–microwave synergistic supramolecular solvent liquid–liquid microextraction of trace biogenic amines in fish and beer based on solidification of floating organic droplet. FOOD CHEMISTRY, [PMID:37516607] [10.1016/j.foodchem.2023.136965] |
| 3. Shan Xu, Peifang Chen, Xichi Lin, Imran Mahmood Khan, Xiaoyuan Ma, Zhouping Wang. (2022) Controllable synthesis of flower-like AuNFs@ZIF-67 core-shell nanocomposites for ultrasensitive SERS detection of histamine in fish. ANALYTICA CHIMICA ACTA, [PMID:36641156] [10.1016/j.aca.2022.340776] |
| 4. Jian-Jun Zhong, Liping Xia, Liuru Xue, Boyu Liu, Lingling Zhao, Hua Ye, Zhanming Li. (2022) Analytical method for histamine, urocanic acid isomers, and their precursor histidine in fish sauce based on precolumn dansylation and high-performance liquid chromatography. FOOD CONTROL, [PMID:] [10.1016/j.foodcont.2022.109566] |
| 5. Yixuan Fan, Runze Yu, Yongfeng Chen, Yufeng Sun, Geoffrey I. N. Waterhouse, Zhixiang Xu. (2022) A Capillary Electrophoresis Method Based on Molecularly Imprinted Solid-Phase Extraction for Selective and Sensitive Detection of Histamine in Foods. MOLECULES, 27 (20): (6987). [PMID:36296580] [10.3390/molecules27206987] |
| 6. Xirui Chen, Yujie Tu, Song Cheng, Xujing Guo, Tianying Lu, Yuqian Guo, Xiaolin Huang, Yonghua Xiong, Ben Zhong Tang. (2022) A colorimetric and ratiometric fluorescent paper chip for biogenic amine monitoring based on a simple pH-sensitive AIEgen. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.137928] |
| 7. Xujing Guo, Xirui Chen, Rui Chen, Yujie Tu, Tianying Lu, Yuqian Guo, Liang Guo, Yonghua Xiong, Xiaolin Huang, Ben Zhong Tang. (2022) Ratiometric Monitoring of Biogenic Amines by a Simple Ammonia-Response Aiegen. Foods, 11 (7): (932). [PMID:35407018] [10.3390/foods11070932] |
| 8. Xiaofeng Wang, Yongfeng Chen, Runze Yu, Ruiqiang Wang, Zhixiang Xu. (2021) A sensitive biomimetic enzyme-linked immunoassay method based on Au@Pt@Au composite nanozyme label and molecularly imprinted biomimetic antibody for histamine detection. FOOD AND AGRICULTURAL IMMUNOLOGY, [PMID:] [10.1080/09540105.2021.1978945] |
| 9. Chen Chen, Ximo Wang, Geoffrey I.N. Waterhouse, Xuguang Qiao, Zhixiang Xu. (2021) A surface-imprinted surface-enhanced Raman scattering sensor for histamine detection based on dual semiconductors and Ag nanoparticles. FOOD CHEMISTRY, [PMID:34488130] [10.1016/j.foodchem.2021.130971] |
| 10. Yiming Zhang, Jinsheng Yu, Shuyu Lai, Jian Song, Xiaomei Wu, Dingnan Wang, Linjiang Pang, Tingting Chai. (2020) Rapid determination of histamine level in seafood using read-out strips based on high-performance thin layer chromatography modified with self-visualization nanomaterials. FOOD CONTROL, [PMID:] [10.1016/j.foodcont.2020.107816] |
| 11. Yi-Fang Li, Zheng-Zhong Lin, Cheng-Yi Hong, Zhi-Yong Huang. (2020) Histamine detection in fish samples based on indirect competitive ELISA method using iron-cobalt co-doped carbon dots labeled histamine antibody. FOOD CHEMISTRY, [PMID:33601655] [10.1016/j.foodchem.2020.128812] |
| 12. Xiaofeng Wang, Xiaoqing Song, Lin Si, Longhua Xu, Zhixiang Xu. (2020) A novel biomimetic immunoassay method based on Pt nanozyme and molecularly imprinted polymer for the detection of histamine in foods. FOOD AND AGRICULTURAL IMMUNOLOGY, [PMID:] [10.1080/09540105.2020.1807916] |
| 13. Yangyang Xu, Suya Fu, Feiyang Liu, Haiyin Yu, Jiangang Gao. (2018) Multi-stimuli-responsiveness of a novel polydiacetylene-based supramolecular gel. Soft Matter, 14 (39): (8044-8050). [PMID:30255918] [10.1039/C8SM01515E] |
| 14. Lingling Zhao, Xinqi Pan, Jie Shi, Hua Ye, Huanan Guan, Yuanxin Guo, Jian-Jun Zhong. (2025) Formation of urocanic acid versus histamine from histidine in chub mackerel (Scomber japonicus) fillets as determined by a mixed-mode HPLC method. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.107431] |
| 15. Han Huang, Yudi Liu, Yanjun Tong, Wei Zhao, Xiaomei Lyu, Ruijin Yang. (2024) High-Pressure Processing for Pickled Crabs: Safety, Quality and Flavor Assessment and Correlation Analysis of Spoilage Indicators. Food Bioscience, [PMID:] [10.1016/j.fbio.2024.105227] |
| 16. Dongfei Zhang, Ao Wang, Wenkai Liu, Ao Zhen, Jiehua Li, Feng Luo, Xianglong Han, Zhen Li, Hong Tan. (2024) Self-Catalysis Highly Reversible Imidazole-Based Dynamic Covalent Polyurethane-Ureas. MACROMOLECULES, [PMID:] [10.1021/acs.macromol.4c00149] |
| 17. Cheng-yuan Li, Mei Su, Yun-yi Yan, Lin Zhou, Lu-yao Ao, Wei-rong Fang, Yun-man Li. (2017) KFP-H008 blocks gastric acid secretion through inhibiting H+-K+-ATPase. EUROPEAN JOURNAL OF PHARMACOLOGY, [PMID:28629736] [10.1016/j.ejphar.2017.06.020] |
| 18. Jinxiu Guo, Yu Chen, Lizhi Zhao, Ping Sun, Hongli Li, Lei Zhou, Xiayan Wang, Qiaosheng Pu. (2016) A strategy to modulate the electrophoretic behavior in plastic microchips using sodium polystyrene sulfonate. JOURNAL OF CHROMATOGRAPHY A, [PMID:27908499] [10.1016/j.chroma.2016.11.042] |
| 19. Shiyan Liu, Xuefeng Zhang, Xin Gong, Jinxin Yu, Tao Lin, Qian Xiang, Xinnian Zeng, Jiali Liu. (2025) molecular and pharmacological characterization of the dopamine receptors in the oriental fruit fly, Bactrocera dorsalis. INSECT BIOCHEMISTRY AND MOLECULAR BIOLOGY, [PMID:40245998] [10.1016/j.ibmb.2025.104312] |
| 20. Li Sisi, Luo Kaitong, Zhou Yali, Wang Junhao, Zhang Zhen, Liu Zhao-Qing, Chen Yibo. (2026) Substitution of free halide ions unlocks responsive photoluminescence switching in manganese-based metal halides. Light-Science & Applications, 15 (1): (105). [PMID:41639042] [10.1038/s41377-025-02161-w] |
| 21. Zehao Ye, Jiying Xu, Yi Chen, Pengfei Zhang. (2026) Electrochemically Modulated Optical Imaging Sensors Integrated with Microfluidics. Biosensors-Basel, 16 (2): (86). [PMID:41744705] [10.3390/bios16020086] |
| 22. Yanan Liu, Yuhao Huang, Qileng Aori, Yu Wang, Sai Zhao, Zhen-Lin Xu. (2026) A sustained-release antibacterial gelatin hydrogel based on metal-phenolic networks for long-term preservation of prefabricated meat. FOOD CHEMISTRY, [PMID:] [10.1016/j.foodchem.2026.149080] |
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