Imidazoleacetic acid
Based on 2 publication(s) in Google Scholar
Imidazoleacetic acid (Imidazolyl-4-acetic acid) is a blood-brain barrier-permeable full agonist of the GABAA receptor. Imidazoleacetic acid forms via histamine oxidation in the mouse brain. Imidazoleacetic acid exerts multiple neurochemical and behavioral effects. Imidazoleacetic acid induces a range of centrally mediated effects, including analgesia, sedation, hypnosis, as well as reductions in blood pressure, body temperature, isolation-induced aggression and motor activity.
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- Purity : 99.80%
- CAS No.: 645-65-8
- 화학식: C5H6N2O2
- 분자량:126.11
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보관:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biological Activity
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Chemical Information
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용액&용해도
- 순도&문서
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) Imidazoleacetic acid
MoreAll Endogenous Metabolite Isoforms
More
Biological Activity
제품 설명
IC50 & Target
[1]|
Human Endogenous Metabolite |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | EC50 |
13 μM
Compound: 4, IAA
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Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by FMP assay
Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by FMP assay
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[PMID: 17655213] |
| HEK293 | EC50 |
138 μM
Compound: 4, IAA
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Agonist activity at GABA alpha-1-beta-2-gamma-2 receptor expressed in HEK293 cells by Whole-cell patch-clamp technique
Agonist activity at GABA alpha-1-beta-2-gamma-2 receptor expressed in HEK293 cells by Whole-cell patch-clamp technique
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[PMID: 17655213] |
| HEK293 | EC50 |
20 μM
Compound: 4, IAA
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Agonist activity at rat GABA alpha-1-T129S-beta-2-gamma-2 receptor mutant expressed in HEK293 cells by Whole-cell patch-clamp technique
Agonist activity at rat GABA alpha-1-T129S-beta-2-gamma-2 receptor mutant expressed in HEK293 cells by Whole-cell patch-clamp technique
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[PMID: 17655213] |
| HEK293 | EC50 |
5.5 μM
Compound: 4, IAA
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Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by Whole-cell patch-clamp technique
Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by Whole-cell patch-clamp technique
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[PMID: 17655213] |
| Oocyte | EC50 |
16 μM
Compound: 47
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Partial agonist activity against rho-1 subunit GABA-C receptor expressed in Xenopus oocytes, low intrinsic activity (Im 3%)
Partial agonist activity against rho-1 subunit GABA-C receptor expressed in Xenopus oocytes, low intrinsic activity (Im 3%)
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[PMID: 10780899] |
| Oocyte | EC50 |
3 μM
Compound: 47
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Partial agonist activity against rho-2 subunit GABA-C receptor expressed in Xenopus oocytes, higher intrinsic activity (Im 38%)
Partial agonist activity against rho-2 subunit GABA-C receptor expressed in Xenopus oocytes, higher intrinsic activity (Im 38%)
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[PMID: 10780899] |
| Oocyte | EC50 |
300 μM
Compound: 3
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Agonist activity on human Gamma-aminobutyric acid A receptor alpha-3-beta-3-gamma-2 expressed in Xenopus oocytes
Agonist activity on human Gamma-aminobutyric acid A receptor alpha-3-beta-3-gamma-2 expressed in Xenopus oocytes
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[PMID: 11412984] |
| Oocyte | EC50 |
310 μM
Compound: 3
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Effective agonist dose for human Gamma-aminobutyric acid A receptor alpha-1-beta-3-gamma-2 expressed in Xenopus oocytes
Effective agonist dose for human Gamma-aminobutyric acid A receptor alpha-1-beta-3-gamma-2 expressed in Xenopus oocytes
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[PMID: 11412984] |
| Oocyte | EC50 |
420 μM
Compound: 3
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Effective agonist dose for human Gamma-aminobutyric acid A receptor alpha-5-beta-3-gamma-2 expressed in Xenopus oocytes
Effective agonist dose for human Gamma-aminobutyric acid A receptor alpha-5-beta-3-gamma-2 expressed in Xenopus oocytes
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[PMID: 11412984] |
| Oocyte | EC50 |
600 μM
Compound: 3
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Agonist activity on human Gamma-aminobutyric acid A receptor alpha-2-beta-3-gamma-2 expressed in Xenopus oocytes
Agonist activity on human Gamma-aminobutyric acid A receptor alpha-2-beta-3-gamma-2 expressed in Xenopus oocytes
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[PMID: 11412984] |
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 645-65-8
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Appearance Solid
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분자량 126.11
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화학식 C5H6N2O2
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Color White to off-white
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SMILES
O=C(O)CC1=CN=CN1
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Synonyms
Imidazolyl-4-acetic acid
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Structure Classification
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Initial Source
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선적
Room temperature in continental US; may vary elsewhere.
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보관
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (2)
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Journal Impact Factor
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Most Recent
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Nature
2025 Jul;643(8070):192-200. PMID: 39695227 -
FASEB J
The metabolomic profiling identifies N, N-dimethylglycine as a facilitator of dorsal root ganglia neuron axon regeneration after injury. [Abstract]2022 May;36(5):e22305. PMID: 35394692
용액&용해도
In Vitro:
H2O : ≥ 200 mg/mL (1585.92 mM)
DMSO : 8.33 mg/mL (66.05 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
* "≥" means soluble, but saturation unknown.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
순도&문서
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Data Sheet (274 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Khandelwal JK, et al. Presence and measurement of imidazoleacetic acid, a gamma-aminobutyric acid agonist, in rat brain and human cerebrospinal fluid. J Neurochem. 1989;52(4):1107-1113. [Content Brief]
[2]. Thomas B, et al. Imidazoleacetic acid, a gamma-aminobutyric acid receptor agonist, can be formed in rat brain by oxidation of histamine. J Neurochem. 1995;65(2):818-826. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO / H2O | 1 mM | 7.9296 mL | 39.6479 mL | 79.2959 mL | 198.2396 mL |
| 5 mM | 1.5859 mL | 7.9296 mL | 15.8592 mL | 39.6479 mL | |
| 10 mM | 0.7930 mL | 3.9648 mL | 7.9296 mL | 19.8240 mL | |
| 15 mM | 0.5286 mL | 2.6432 mL | 5.2864 mL | 13.2160 mL | |
| 20 mM | 0.3965 mL | 1.9824 mL | 3.9648 mL | 9.9120 mL | |
| 25 mM | 0.3172 mL | 1.5859 mL | 3.1718 mL | 7.9296 mL | |
| 30 mM | 0.2643 mL | 1.3216 mL | 2.6432 mL | 6.6080 mL | |
| 40 mM | 0.1982 mL | 0.9912 mL | 1.9824 mL | 4.9560 mL | |
| 50 mM | 0.1586 mL | 0.7930 mL | 1.5859 mL | 3.9648 mL | |
| 60 mM | 0.1322 mL | 0.6608 mL | 1.3216 mL | 3.3040 mL | |
| H2O | 80 mM | 0.0991 mL | 0.4956 mL | 0.9912 mL | 2.4780 mL |
| 100 mM | 0.0793 mL | 0.3965 mL | 0.7930 mL | 1.9824 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Imidazoleacetic acid Related Classifications
HY-113413 Related Classifications
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