Cat. No.: HY-113413

Imidazoleacetic acid

(Synonyms: Imidazolyl-4-acetic acid)

2 Cited Publications

Customer Review

Based on 2 publication(s) in Google Scholar

Imidazoleacetic acid (Imidazolyl-4-acetic acid) is a blood-brain barrier-permeable full agonist of the GABA_A 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.

Purity: 99.80%
CAS No.: 645-65-8
Formula: C₅H₆N₂O₂
Molecular Weight:126.11

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Imidazoleacetic acid Chemical Structure

CAS No.: 645-65-8

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Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vivo
Chemical Information
Publications (2)
Solvent & Solubility
- In Vitro
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target^[1]

Human Endogenous Metabolite

All Endogenous Metabolite Isoforms :

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.

Chemical Information

CAS No. 645-65-8
Appearance Solid
Molecular Weight 126.11
Formula C₅H₆N₂O₂
Color White to off-white
SMILES

O=C(O)CC1=CN=CN1
Synonyms

Imidazolyl-4-acetic acid
Structure Classification
- Ketones, Aldehydes, Acids
Initial Source
- Endogenous metabolite
- Human Gut Microbiota Metabolites
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

Publications (2)

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Journal Impact Factor

Nature

Lithocholic acid phenocopies anti-ageing effects of calorie restriction. [Abstract]

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

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.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

7.9296 mL

39.6479 mL

79.2959 mL

5 mM

1.5859 mL

7.9296 mL

15.8592 mL

10 mM

0.7930 mL

3.9648 mL

7.9296 mL

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

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

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Dilution Calculator

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Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (274 KB)
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)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
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]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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
H₂O	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.

Keywords

Imidazoleacetic acid

2 Cited Publications

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Imidazoleacetic acid

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Publications Citing Use of MedChemExpress (MCE) Imidazoleacetic acid

All Endogenous Metabolite Isoforms

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Imidazoleacetic acid Related Classifications

HY-113413 Related Classifications