Imidazenil
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MedKoo CAT#: 576636

CAS#: 151271-08-8

Description: Imidazenil is a partial positive allosteric modulator of gamma-aminobutyric acid action at GABA(A) receptors.

Chemical Structure

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Imidazenil
CAS# 151271-08-8
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 576636
Name: Imidazenil
CAS#: 151271-08-8
Chemical Formula: C18H12BrFN4O
Exact Mass: 398.02
Molecular Weight: 399.223
Elemental Analysis: C, 54.15; H, 3.03; Br, 20.01; F, 4.76; N, 14.03; O, 4.01

Price and Availability

Size Price Availability Quantity
5mg USD 300 2 Weeks
10mg USD 550 2 Weeks
25mg USD 950 2 Weeks
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Synonym: Imidazenil

IUPAC/Chemical Name: 4H-Imidazo(1,5-a)(1,4)benzodiazepine-3-carboxamide, 6-(2-bromophenyl)-8-fluoro-

InChi Key: OCJHYHKWUWSHEN-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H12BrFN4O/c19-13-4-2-1-3-11(13)16-12-7-10(20)5-6-14(12)24-9-23-17(18(21)25)15(24)8-22-16/h1-7,9H,8H2,(H2,21,25)

SMILES Code: NC(=O)c1ncn2c1CN=C(c3ccccc3Br)c4cc(F)ccc24

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Imidazenil is a partial positive allosteric modulator of gamma-aminobutyric acid action at GABA(A) receptors.
In vitro activity: TBD
In vivo activity: Using patas monkeys and a multiple schedule with repeated acquisition and performance of chain responses, this study reports that IMD (imidazenil) administration for 17 days antagonized without showing tolerance ALP-induced disruption of acquisition. Reference: Proc Natl Acad Sci U S A. 2000 Feb 29;97(5):2314-9. https://pubmed.ncbi.nlm.nih.gov/10696114/

Preparing Stock Solutions

The following data is based on the product molecular weight 399.22 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.

Recalculate based on batch purity %
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
Formulation protocol: 1. Auta J, Guidotti A, Costa E. Imidazenil prevention of alprazolam-induced acquisition deficit in patas monkeys is devoid of tolerance. Proc Natl Acad Sci U S A. 2000 Feb 29;97(5):2314-9. doi: 10.1073/pnas.97.5.2314. PMID: 10696114; PMCID: PMC15798. 2. Pibiri F, Kozikowski AP, Pinna G, Auta J, Kadriu B, Costa E, Guidotti A. The combination of huperzine A and imidazenil is an effective strategy to prevent diisopropyl fluorophosphate toxicity in mice. Proc Natl Acad Sci U S A. 2008 Sep 16;105(37):14169-74. doi: 10.1073/pnas.0807172105. Epub 2008 Sep 10. PMID: 18784370; PMCID: PMC2544596.
In vitro protocol: TBD
In vivo protocol: 1. Auta J, Guidotti A, Costa E. Imidazenil prevention of alprazolam-induced acquisition deficit in patas monkeys is devoid of tolerance. Proc Natl Acad Sci U S A. 2000 Feb 29;97(5):2314-9. doi: 10.1073/pnas.97.5.2314. PMID: 10696114; PMCID: PMC15798. 2. Pibiri F, Kozikowski AP, Pinna G, Auta J, Kadriu B, Costa E, Guidotti A. The combination of huperzine A and imidazenil is an effective strategy to prevent diisopropyl fluorophosphate toxicity in mice. Proc Natl Acad Sci U S A. 2008 Sep 16;105(37):14169-74. doi: 10.1073/pnas.0807172105. Epub 2008 Sep 10. PMID: 18784370; PMCID: PMC2544596.

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1. Kadriu B, Guidotti A, Costa E, Auta J. Imidazenil, a non-sedating anticonvulsant benzodiazepine, is more potent than diazepam in protecting against DFP-induced seizures and neuronal damage. Toxicology. 2009 Feb 27;256(3):164-74. doi: 10.1016/j.tox.2008.11.021. Epub 2008 Dec 7. PMID: 19111886.

2. Auta J, Giusti P, Guidotti A, Costa E. Imidazenil, a partial positive allosteric modulator of GABAA receptors, exhibits low tolerance and dependence liabilities in the rat. J Pharmacol Exp Ther. 1994 Sep;270(3):1262-9. PMID: 7932179.

3. Auta J, Costa E, Davis J, Guidotti A. Imidazenil: a potent and safe protective agent against diisopropyl fluorophosphate toxicity. Neuropharmacology. 2004 Mar;46(3):397-403. doi: 10.1016/j.neuropharm.2003.09.010. PMID: 14975695.

4. Giusti P, Ducić I, Puia G, Arban R, Walser A, Guidotti A, Costa E. Imidazenil: a new partial positive allosteric modulator of gamma-aminobutyric acid (GABA) action at GABAA receptors. J Pharmacol Exp Ther. 1993 Aug;266(2):1018-28. PMID: 8394902.