2. Metabolic Enzyme/Protease Neuronal Signaling Membrane Transporter/Ion Channel
  3. Endogenous Metabolite GABA Receptor
  4. Imidazoleacetic acid

Imidazoleacetic acid  (Synonyms: Imidazolyl-4-acetic acid)

Cat. No.: HY-113413 Purity: 99.80%
COA
SDS
Handling Instructions Technical Support

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.

For research use only. We do not sell to patients.

Imidazoleacetic acid

Imidazoleacetic acid Chemical Structure

CAS No. : 645-65-8

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10 mM * 1 mL in DMSO
ready for reconstitution
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Based on 2 publication(s) in Google Scholar

Other Forms of Imidazoleacetic acid:

Imidazoleacetic acid Related Antibodies

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Human Endogenous Metabolite Microbial Metabolite

  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

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[1][2].

IC50 & Target[1]

Human Endogenous Metabolite

 

Cellular Effect
Cell Line Type Value Description References
HEK293 EC50
13 μM
Compound: 4, IAA
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
[PMID: 17655213]
HEK293 EC50
138 μM
Compound: 4, IAA
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
[PMID: 17655213]
HEK293 EC50
20 μM
Compound: 4, IAA
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
[PMID: 17655213]
HEK293 EC50
5.5 μM
Compound: 4, IAA
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
[PMID: 17655213]
Oocyte EC50
16 μM
Compound: 47
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%)
[PMID: 10780899]
Oocyte EC50
3 μM
Compound: 47
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%)
[PMID: 10780899]
Oocyte EC50
300 μM
Compound: 3
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
[PMID: 11412984]
Oocyte EC50
310 μM
Compound: 3
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
[PMID: 11412984]
Oocyte EC50
420 μM
Compound: 3
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
[PMID: 11412984]
Oocyte EC50
600 μM
Compound: 3
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
[PMID: 11412984]
In Vivo

Imidazoleacetic acid induces a series of centrally mediated effects, including analgesia, sedation, hypnosis, as well as reductions in blood pressure, body temperature, isolation-induced aggression, and motor activity[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Molecular Weight

126.11

Formula

C5H6N2O2
CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(O)CC1=CN=CN1
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
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.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 7.9296 mL 39.6479 mL 79.2959 mL
5 mM 1.5859 mL 7.9296 mL 15.8592 mL
View the 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.

* 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.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Purity & Documentation

Purity: 99.80%

SDS (393 KB)

COA (248 KB) HNMR (229 KB) RP-HPLC (275 KB) MS (69 KB)

Handling Instructions (2659 KB)
References

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.

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Imidazoleacetic acid Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Imidazoleacetic acid645-65-8Imidazolyl-4-acetic acidEndogenous MetaboliteGABA ReceptorGamma-aminobutyric acid Receptorγ-Aminobutyric acid Receptorrat brainmammalian neural tissueinvertebrate neural tissueGABA-benzodiazepine receptor complexhuman lumbar CSFtype A GABA receptorsbenzodiazepineGABA receptorantioxidantmiceInhibitorinhibitorinhibit

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