MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 525349 | Name: Imetit Dihydrobromide
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Imetit Dihydrobromide is a histamine H3 receptor (H3R) agonist.

Chemical Structure

Imetit Dihydrobromide
Imetit Dihydrobromide
CAS#32385-58-3

Theoretical Analysis

MedKoo Cat#: 525349

Name: Imetit Dihydrobromide

CAS#: 32385-58-3

Chemical Formula: C6H12Br2N4S

Exact Mass:

Molecular Weight: 332.06

Elemental Analysis: C, 21.70; H, 3.64; Br, 48.13; N, 16.87; S, 9.65

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
50mg USD 950.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Imetit Dihydrobromide
IUPAC/Chemical Name
2-(1H-Imidazol-5-yl)ethyl carbamimidothioate;dihydrobromide
InChi Key
DOBOYMKCRRLTRF-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10N4S.2BrH/c7-6(8)11-2-1-5-3-9-4-10-5;;/h3-4H,1-2H2,(H3,7,8)(H,9,10);2*1H
SMILES Code
[H]Br.[H]Br.NC(SCCC1=CN=CN1)=N
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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:
Imetit dihydrobromide (VUF 8325 dihydrobromide) is a high affinity and potent agonist of histamine H3 and H4 receptors, with Ki values of 0.3 and 2.7 nM, respectively. Imetit mimics histamine effect in triggering a shape change in eosinophils (EC50=25 nM).
In vitro activity:
Treatment of cells with the H3R agonist imetit led to a significant increase in survival rates in a concentration-dependent manner (Fig. 7a) (d.f. 1, 29; F = 34.19; p < 0.0001). This action was abolished by co-incubation with the MEK inhibitor U0126, the H3R selective antagonist ciproxifan, or the EGFR inhibitor AG1478 (Fig. 7b and c). Conversely, the H1R inhibitor pyrilamine, the H2R inhibitor famotidine, and the H4R inhibitor JNJ7777120 did not display significant inhibitory effects on the imetit-caused increase in survival rate (Fig. 7b). This study also determined the cleaved-caspase 3 activity after OGD/R treatment. As shown in Fig. 7d, H3R agonist imetit showed the potential to inhibit the OGD-induced activation of caspase-3 through H3R in neuron cells. Reference: J Neurochem. 2016 Apr;137(2):200-15. https://pubmed.ncbi.nlm.nih.gov/26826667/
In vivo activity:
This study focused on the histamine H3 receptor (H3R) as a potential target for the treatment of PE and evaluated the effects of imetit (an H3R/H4R agonist), ciproxifan (an H3R antagonist), and JNJ-7777120 (an H4R antagonist) in vivo. The in vivo electrophysiological experiments revealed that imetit reduced mechanical stimuli-evoked neuronal firing in anesthetized rats. Subsequently, this study evaluated the effect of imetit using a copulatory behavior test to assess ejaculation latency (EL) in rats. Imetit prolonged EL, although this effect was inhibited by ciproxifan. These findings indicate that H3R stimulation suppresses mechanical stimuli-evoked neuronal firing in the spinal-penile neurotransmission system, thereby resulting in prolonged EL. Reference: Int J Mol Sci. 2022 Feb 18;23(4):2291. https://pubmed.ncbi.nlm.nih.gov/35216402/
Solvent mg/mL mM
Solubility
Water 33.2 100.01
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 332.06 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. Lai X, Ye L, Liao Y, Jin L, Ma Q, Lu B, Sun Y, Shi Y, Zhou N. Agonist-induced activation of histamine H3 receptor signals to extracellular signal-regulated kinases 1 and 2 through PKC-, PLD-, and EGFR-dependent mechanisms. J Neurochem. 2016 Apr;137(2):200-15. doi: 10.1111/jnc.13559. Epub 2016 Mar 10. PMID: 26826667. 2. Nakamura T, Yoshikawa T, Noguchi N, Sugawara A, Kasajima A, Sasano H, Yanai K. The expression and function of histamine H₃ receptors in pancreatic beta cells. Br J Pharmacol. 2014 Jan;171(1):171-85. doi: 10.1111/bph.12429. PMID: 24117016; PMCID: PMC3874705. 3. Kiyohara K, Uta D, Nagaoka Y, Kino Y, Nonaka H, Ninomiya-Baba M, Fujita T. Involvement of Histamine H3 Receptor Agonism in Premature Ejaculation Found by Studies in Rats. Int J Mol Sci. 2022 Feb 18;23(4):2291. doi: 10.3390/ijms23042291. PMID: 35216402; PMCID: PMC8878335. 4. Farzin D, Attarzadeh M. Influence of different histamine receptor agonists and antagonists on apomorphine-induced licking behavior in rat. Eur J Pharmacol. 2000 Sep 15;404(1-2):169-74. doi: 10.1016/s0014-2999(00)00608-7. PMID: 10980276.
In vitro protocol:
1. Lai X, Ye L, Liao Y, Jin L, Ma Q, Lu B, Sun Y, Shi Y, Zhou N. Agonist-induced activation of histamine H3 receptor signals to extracellular signal-regulated kinases 1 and 2 through PKC-, PLD-, and EGFR-dependent mechanisms. J Neurochem. 2016 Apr;137(2):200-15. doi: 10.1111/jnc.13559. Epub 2016 Mar 10. PMID: 26826667. 2. Nakamura T, Yoshikawa T, Noguchi N, Sugawara A, Kasajima A, Sasano H, Yanai K. The expression and function of histamine H₃ receptors in pancreatic beta cells. Br J Pharmacol. 2014 Jan;171(1):171-85. doi: 10.1111/bph.12429. PMID: 24117016; PMCID: PMC3874705.
In vivo protocol:
1. Kiyohara K, Uta D, Nagaoka Y, Kino Y, Nonaka H, Ninomiya-Baba M, Fujita T. Involvement of Histamine H3 Receptor Agonism in Premature Ejaculation Found by Studies in Rats. Int J Mol Sci. 2022 Feb 18;23(4):2291. doi: 10.3390/ijms23042291. PMID: 35216402; PMCID: PMC8878335. 2. Farzin D, Attarzadeh M. Influence of different histamine receptor agonists and antagonists on apomorphine-induced licking behavior in rat. Eur J Pharmacol. 2000 Sep 15;404(1-2):169-74. doi: 10.1016/s0014-2999(00)00608-7. PMID: 10980276.
1: Monge L, García-Villalón AL, Fernández N, García JL, Gómez B, Diéguez G. In vitro relaxation of dog cerebral veins in response to histamine is mediated by histamine H2 receptors. Eur J Pharmacol. 1997 Nov 5;338(2):135-41. PubMed PMID: 9455995.