1-(heptafluorobutyryl)imidazole profile

## 1-(Heptafluorobutyryl)imidazole: A Reagent for Fluorination

1-(Heptafluorobutyryl)imidazole, also known as **HFBI**, is a **reagent used for introducing a heptafluorobutyryl (HFB) group** into various molecules, particularly **amines and alcohols**.

Here's a breakdown of why this compound is important in research:

**1. Introduction of Fluorine:** Fluorine is a unique and versatile element in organic chemistry. Its introduction into molecules can significantly alter their properties, making them:

* **More Lipophilic:** Fluorine is highly electronegative, making the molecule more hydrophobic. This can improve drug permeability through cell membranes.
* **More Metabolically Stable:** Fluorine can increase resistance to metabolic breakdown, prolonging the drug's lifespan in the body.
* **More Bioactive:** Fluorine can interact with biological targets in different ways, influencing their activity.
* **More Stable:** Fluorination can improve the chemical stability of molecules.

**2. The HFB Group:** The heptafluorobutyryl (HFB) group offers specific advantages:

* **Bulkier:** It is a larger group compared to other fluorinated groups, leading to steric effects. This can be beneficial for modulating protein-ligand interactions or achieving specific conformations in molecules.
* **High Fluorine Content:** The HFB group provides a high concentration of fluorine atoms, enhancing the effects mentioned above.

**3. Versatility in Applications:** HFBI finds applications in various research fields:

* **Medicinal Chemistry:** Fluorination with HFBI is a valuable tool for developing new drugs and exploring their potential therapeutic benefits.
* **Materials Science:** The HFB group can be used to modify materials, enhancing their properties like hydrophobicity or resistance to degradation.
* **Biochemistry:** HFBI can be used to label biomolecules for research purposes, including protein analysis and structure determination.

**4. Synthetic Utility:** HFBI is a useful reagent due to its:

* **Ease of Use:** It is readily available and reacts efficiently with a variety of functional groups.
* **High Yield Reactions:** The introduction of the HFB group is generally achieved with good yields.
* **Versatility:** HFBI can be used to introduce the HFB group in various positions and with different functionalities.

**Overall, 1-(Heptafluorobutyryl)imidazole is a powerful tool for researchers working in diverse areas like medicinal chemistry, materials science, and biochemistry. It enables the introduction of fluorine into molecules, leading to significant changes in their properties and paving the way for innovative discoveries.**

ID Source	ID
PubMed CID	94431
SCHEMBL ID	999664
MeSH ID	M0135029

Synonym
heptafluorobutyrylimidazole
n-heptafluorobutyrylimidazole
nsc151966
32477-35-3
nsc-151966
n-heptafluorobutyrylimidazole, 97%
1-(heptafluorobutyryl)imidazole, bioreagent, suitable for derivatization
1-(heptafluorobutyryl)imidazole
H0467
1-(perfluorobutyryl)imidazole
2,2,3,3,4,4,4-heptafluoro-1-imidazol-1-ylbutan-1-one
AKOS005254282
n-(heptafluorobutyryl)imidazole
A821296
ai3-52909
nsc 151966
1-(2,2,3,3,4,4,4-heptafluoro-1-oxobutyl)-1h-imidazole
einecs 251-063-8
1h-imidazole, 1-(2,2,3,3,4,4,4-heptafluoro-1-oxobutyl)-
2,2,3,3,4,4,4-heptafluoro-1-(1h-imidazol-1-yl)butan-1-one
hfbi
FT-0629285
n-heptafluorobutyroylimidazole
SCHEMBL999664
1-heptafluorobutyrylimidazole
n-(heptafluoro-n-butyryl)imidazole
c7h3f7n2o
mfcd00014503
n-heptafluorobutyrylimidazole, for gc derivatization, >=98.5% (gc)
DTXSID40186211
J-018753
SY027465
AMY24768
1-(perfluorobutanoyl)-1h-imidazole
PS-11103
1-(heptafluorobutyryl)imidazole;2,2,3,3,4,4,4-heptafluoro-1-(1h-imidazol-1-yl)butan-1-one
BCP34072
CS-W014058

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (8.33)	18.7374
1990's	2 (16.67)	18.2507
2000's	3 (25.00)	29.6817
2010's	4 (33.33)	24.3611
2020's	2 (16.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	12 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	2.05	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
dimercaprol Dimercaprol: An anti-gas warfare agent that is effective against Lewisite (dichloro(2-chlorovinyl)arsine) and formerly known as British Anti-Lewisite or BAL. It acts as a chelating agent and is used in the treatment of arsenic, gold, and other heavy metal poisoning.. dimercaprol : A dithiol that is propane-1,2-dithiol in which one of the methyl hydrogens is replaced by a hydroxy group. a chelating agent originally developed during World War II as an experimental antidote against the arsenic-based poison gas Lewisite, it has been used clinically since 1949 for the treatment of poisoning by arsenic, mercury and gold. It can also be used for treatment of poisoning by antimony, bismuth and possibly thallium, and (with sodium calcium edetate) in cases of acute leaad poisoning. Administration is by (painful) intramuscular injection of a suspension of dimercaprol in peanut oil, typically every 4 hours for 2-10 days depending on the toxicity. In the past, dimercaprol was also used for the treatment of Wilson's disease, a severely debilitating genetic disorder in which the body tends to retain copper, with resultant liver and brain injury.	2	1	dithiol; primary alcohol	chelator
valine Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.	2.06	1	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
methylene chloride Methylene Chloride: A chlorinated hydrocarbon that has been used as an inhalation anesthetic and acts as a narcotic in high concentrations. Its primary use is as a solvent in manufacturing and food technology.. dichloromethane : A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.	1.98	1	chloromethanes; volatile organic compound	carcinogenic agent; polar aprotic solvent; refrigerant
alpha-chlorohydrin alpha-Chlorohydrin: A chlorinated PROPANEDIOL with antifertility activity in males used as a chemosterilant in rodents.. 3-chloropropane-1,2-diol : A chloropropane-1,2-diol that is propane-1,2-diol substituted by a chloro group at position 3.	2.02	1	chloropropane-1,2-diol
2-ethylhexanol [no description available]	1.97	1	primary alcohol	plant metabolite; volatile oil component
1-hexanol 1-hexanol: RN given refers to parent cpd. hexanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of six carbon atoms.. hexan-1-ol : A primary alcohol that is hexane substituted by a hydroxy group at position 1.	1.97	1	hexanol; primary alcohol	alarm pheromone; antibacterial agent; fragrance; plant metabolite
2-ethylhexanoic acid 2-ethylhexanoic acid: structure in first source; wood preservative; 2-ethylhexanoic acid is active ingredient in Sinesto B	1.97	1	branched-chain fatty acid
mustard gas Mustard Gas: Severe irritant and vesicant of skin, eyes, and lungs. It may cause blindness and lethal lung edema and was formerly used as a war gas. The substance has been proposed as a cytostatic and for treatment of psoriasis. It has been listed as a known carcinogen in the Fourth Annual Report on Carcinogens (NTP-85-002, 1985) (Merck, 11th ed).. bis(2-chloroethyl) sulfide : An ethyl sulfide that is diethyl sulfide in which a hydrogen from each of the terminal methyl groups is replaced by a chlorine. It is a powerful vesicant regulated under the Chemical Weapons Convention.	2.06	1	ethyl sulfide; organochlorine compound	alkylating agent; carcinogenic agent; vesicant
etorphine Etorphine: A narcotic analgesic morphinan used as a sedative in veterinary practice.	1.98	1
benzeneboronic acid [no description available]	2.02	1	boronic acids
18,19-dihydroetorphine 18,19-dihydroetorphine: RN given refers to (5alpha,7alpha(R))-isomer; structure given in first source	1.98	1
tryptoline tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure	1.96	1	beta-carbolines
arsenic Arsenic: A shiny gray element with atomic symbol As, atomic number 33, and atomic weight 75. It occurs throughout the universe, mostly in the form of metallic arsenides. Most forms are toxic. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), arsenic and certain arsenic compounds have been listed as known carcinogens. (From Merck Index, 11th ed)	2	1	metalloid atom; pnictogen	micronutrient
lewisite lewisite: RN given refers to cpd without isomeric designation	2	1
phosphorus Phosphorus: A non-metal element that has the atomic symbol P, atomic number 15, and atomic weight 31. It is an essential element that takes part in a broad variety of biochemical reactions.	1.97	1	monoatomic phosphorus; nonmetal atom; pnictogen	macronutrient
2-chlorovinylarsonous acid 2-chlorovinylarsonous acid: major metabolite of lewisite; structure in first source	2	1

Condition	Relationship Strength	Studies
Chemical Dependence [description not available]	1.98	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	1.98	1
Substance-Related Disorders Disorders related to substance use or abuse.	1.98	1

1-(heptafluorobutyryl)imidazole

Cross-References

Synonyms (38)

Research

Studies (12)

Market Indicators

Research Demand Index: 12.48

Study Types