Page last updated: 2024-12-11

1-(4'-hydroxy-2'-butenoxy)methyl-2-nitroimidazole

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

You're asking about **1-(4'-hydroxy-2'-butenoxy)methyl-2-nitroimidazole**. This compound, often shortened to **HO-MNI**, is a promising research tool in the field of **bioorthogonal chemistry**. Here's a breakdown of its key features and why it's important:

**What it is:**

* **Structure:** HO-MNI is a relatively small organic molecule.
* It has a nitroimidazole ring, which is known for its ability to interact with biological systems, particularly with DNA.
* It also has a butenoxy group connected to the nitroimidazole ring, giving it a chemical handle for further modification.
* **Key property:** HO-MNI has the unique ability to undergo **strain-promoted azide-alkyne cycloaddition (SPAAC)**. This is a chemical reaction that happens quickly and specifically, even in complex biological environments.

**Why it's important for research:**

1. **Bioorthogonal Chemistry:** HO-MNI is a **bioorthogonal reagent**. This means it can react with other molecules specifically in living systems without interfering with normal biological processes. This allows researchers to study and manipulate biological systems in a very controlled way.

2. **Imaging and Tracking:** HO-MNI can be used to label and track biomolecules in living cells and organisms. This is done by:
* **Attaching it to molecules of interest:** HO-MNI can be conjugated to proteins, antibodies, or other biological targets.
* **Using a fluorescent probe:** A molecule containing an azide group (which reacts with HO-MNI through SPAAC) and a fluorescent tag can be used to visualize the location and movement of the tagged biomolecules.

3. **Drug Delivery:** HO-MNI is also being investigated for its potential to deliver drugs specifically to target cells. By attaching a drug to a molecule that can be tagged with HO-MNI, researchers could potentially deliver the drug only to cells that express the specific target.

**Overall, HO-MNI is a versatile tool with broad applications in research:**

* **Understanding biological processes:** By tracking and visualizing biomolecules in living systems, HO-MNI can provide valuable insights into cell function and disease mechanisms.
* **Developing new therapies:** Its potential for targeted drug delivery makes HO-MNI a promising avenue for developing new and more effective treatments.

**Further reading:**
To learn more about HO-MNI and its applications, you can search for research articles on PubMed or Google Scholar using keywords like:

* HO-MNI
* Strain-promoted azide-alkyne cycloaddition
* Bioorthogonal chemistry
* Click chemistry
* Bioimaging
* Drug delivery

1-(4'-hydroxy-2'-butenoxy)methyl-2-nitroimidazole: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6438892
SCHEMBL ID3809568
MeSH IDM0137807

Synonyms (14)

Synonym
rk-28
4-((2-nitro-1h-imidazol-1-yl)methoxy)-2-buten-1-ol
2-buten-1-ol, 4-((2-nitro-1h-imidazol-1-yl)methoxy)-
rk 28
(e)-4-[(2-nitroimidazol-1-yl)methoxy]but-2-en-1-ol
101179-42-4
1-(4'-hydroxy-2'-butenoxy)methyl-2-nitroimidazole
93679-10-8
SCHEMBL3809568
(2e)-4-((2-nitro-1h-imidazol-1-yl)methoxy)-2-buten-1-ol
(2e)-4-[(2-nitro-1h-imidazol-1-yl)methoxy]-2-buten-1-ol
1-[(4'-hydroxy-2'-butenoxy)methyl]-2-nitroimidazole
4-((2-nitro-1h-imidazol-1-yl)methoxy)but-2-en-1-ol
DTXSID40879176

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"01) less toxic than RK-28 at this dose, as reflected in a lower increase in the brain glucose level (0."( Metabolic studies and neurotoxicity in tumors and brain of mice after hypoxic cell sensitizers.
Streffer, C; Tamulevicius, P, 1994
)
0.29

Pharmacokinetics

ExcerptReferenceRelevance
" This report presents the results of pharmacokinetic studies performed in 10 of the 17 patients who were administrated intravenous or intratumoral RK-28 during intraoperative radiation therapy."( Pharmacokinetics of intratumoral RK-28, a new hypoxic radiosensitizer.
Abe, M; Baba, N; Manabe, T; Sakaguchi, M; Sasai, K; Shibamoto, Y; Takahashi, M, 1992
)
0.28
" After intravenous injection, RK-28 was rapidly removed from the plasma (biological half-life of 17 min) and its area under the curve (AUC) was proportional to the amount of RK-28 administered."( Pharmacokinetics of RK-28 (a new radiosensitizer) and pharmaceutical design of a suppository form using rats.
Goto, S; Inoue, H; Kato, T; Kim, NS; Mikami, Y; Miyata, K; Okubo, M; Sagitani, H; Umejima, H, 1994
)
0.29

Bioavailability

ExcerptReferenceRelevance
" The absolute bioavailability of RK-28 was 59."( Pharmacokinetics of RK-28 (a new radiosensitizer) and pharmaceutical design of a suppository form using rats.
Goto, S; Inoue, H; Kato, T; Kim, NS; Mikami, Y; Miyata, K; Okubo, M; Sagitani, H; Umejima, H, 1994
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (44.44)18.7374
1990's10 (55.56)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.50

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.50 (24.57)
Research Supply Index3.00 (2.92)
Research Growth Index4.49 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.50)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (5.56%)5.53%
Reviews2 (11.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]