Page last updated: 2024-12-05

1-bromopropane

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

Description

## 1-Bromopropane: A Versatile Tool in Research

1-Bromopropane, also known as **n-propyl bromide**, is a colorless liquid with a sweet odor. It's a **haloalkane**, meaning it contains a halogen atom (bromine in this case) bonded to an alkane (propane).

**Here's why it's important in research:**

**1. Synthetic Chemistry:**

* **Alkylation Reagent:** 1-Bromopropane is a versatile alkylating agent. It can be used to introduce a propyl group (CH3CH2CH2-) into organic molecules via nucleophilic substitution reactions. This is crucial for synthesizing a wide range of organic compounds with diverse functionalities.
* **Grignard Reagent:** 1-Bromopropane can be used to prepare propyl magnesium bromide, a common Grignard reagent. Grignard reagents are highly reactive and are widely used in organic synthesis for reactions like carbon-carbon bond formation.

**2. Material Science:**

* **Solvent:** 1-Bromopropane can serve as a solvent for various reactions and processes. Its high polarity and ability to dissolve a wide range of organic compounds make it a suitable solvent for many applications.
* **Monomer:** 1-Bromopropane can be used as a monomer for the synthesis of polymers. This is due to its ability to undergo polymerization reactions through its bromine atom.

**3. Biomedical Research:**

* **Drug Discovery:** 1-Bromopropane has been investigated as a potential drug for treating conditions like Alzheimer's disease. However, its toxicity has limited its further development.
* **Antimicrobial Agent:** Some studies have shown potential antimicrobial activity of 1-Bromopropane against certain bacteria and fungi.

**4. Environmental Science:**

* **Soil Fumigant:** 1-Bromopropane was previously used as a soil fumigant to control pests and diseases. However, its high toxicity and environmental concerns have led to its phasing out.

**Safety Concerns:**

While 1-Bromopropane is a valuable research tool, it's important to note that it is **highly toxic**, both by inhalation and skin contact. It can cause severe health effects, including respiratory irritation, central nervous system depression, and liver damage. Therefore, it must be handled with extreme caution and appropriate safety measures.

**Overall:**

1-Bromopropane plays a significant role in research across various fields, from synthetic chemistry and material science to biomedical research and environmental science. Its versatility, reactivity, and unique properties make it a valuable tool for scientists. However, its toxicity demands careful handling and responsible use.

1-bromopropane: used as a solvent [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1-bromopropane : A bromoalkane that is propane carrying a bromo substituent at position 1. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID7840
CHEMBL ID1230095
CHEBI ID47105
SCHEMBL ID2478
SCHEMBL ID6999850
MeSH IDM0303801

Synonyms (64)

Synonym
LS-12961
n-propylbromide
CHEMBL1230095
chebi:47105 ,
propane, 1-bromo-
1-bromo-propane
1-bromopropane
n-propyl bromide
inchi=1/c3h7br/c1-2-3-4/h2-3h2,1h
NCGC00091561-01
106-94-5
ccris 30
hsdb 1068
einecs 203-445-0
propyl bromide
ai3-18129
1-bromopropane, 99%
3BR ,
B0638
AKOS000118833
FT-0656570
1-bromanylpropane
A801541
NCGC00091561-02
bromopropane
NCGC00258173-01
cas-106-94-5
tox21_200619
dtxsid6021874 ,
dtxcid401874
propane, bromo-
26446-77-5
unii-y9746dne68
ec 203-445-0
y9746dne68 ,
1-bp
1-propyl bromide
FT-0607548
1-bromopropane [iarc]
1-bromopropane [hsdb]
propyl bromide [mi]
bromopropane, 1-
1-bromopropane-d7
STL264215
BR1117
1-bromo propane
3-bromo propane
1-propylbromide
3-bromopropane
prbr
1-brompropane
bromo-propane
propylbromide
n-prbr
SCHEMBL2478
J-504471
SCHEMBL6999850
n-c3h7br
1-bromopropane, analytical standard
mfcd00000254
40422-05-7
F0001-0130
EN300-19391
Q161589

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Thus, this solvent may have serious reproductive toxic effects in men, and should be used very cautiously in the workplace."( Reproductive toxicity of 1-bromopropane, a newly introduced alternative to ozone layer depleting solvents, in male rats.
Asaeda, N; Ichihara, G; Iwai, H; Kitoh, J; Kumazawa, T; Maeda, K; Shibata, E; Takeuchi, Y; Tsukamura, H; Wang, H; Xie, Z; Yamada, T; Yu, X, 2000
)
0.61
" In conclusion, 2-BP is neurotoxic to the peripheral nerves in addition to its toxic effects on the reproductive and hematopoietic systems at 1000 ppm."( Neurotoxicity of 2-bromopropane and 1-bromopropane, alternative solvents for chlorofluorocarbons.
Ichihara, G; Kamijima, M; Kitoh, J; Shibata, E; Takeuchi, Y; Xie, Z; Yu, X, 2001
)
0.59
" Further studies should focus more on the differences and commonality between animals and humans in response to toxic agents."( [Investigation of toxicity through human cases and animal experiments--study of bromopropanes].
Ichihara, G, 2005
)
0.33
" The lowest observed adverse effect level and the no observed adverse effect level of 1-BP inhalation for disinhibition were 400 and 200 ppm, respectively."( New approach to risk assessment of central neurotoxicity induced by 1-bromopropane using animal models.
Fueta, Y; Hori, H; Ishidao, T; Kunugita, N; Ueno, S; Yoshida, Y, 2007
)
0.58
" Here we investigated the reversibility of the toxic effects of 1-BP in rats."( Reversibility of the adverse effects of 1-bromopropane exposure in rats.
Ando, H; Banu, S; Fukunaga, Y; Furuhashi, K; Huang, F; Ichihara, G; Ichihara, S; Inaguma, Y; Ito, H; Kikkawa, F; Kitoh, J; Wang, Q, 2007
)
0.61
"To study the reproductive toxicity of male rats exposed to 1-bromopropane and 2-bromopropane and to explore the toxic mechanism of two isomers."( [Reproductive toxicity of male rats exposed to two isomers of bromopropanes].
Huang, F; Song, X; Wang, H; Xin, Q; Ye, D; Zhang, W, 2010
)
0.6
"This study indicates that bromopropanes can cause reproductive disorder in male rats, the rats treatment with 2-BP had more toxicity than that with 1-BP, and it might have different toxic mechanism between two isomers."( [Reproductive toxicity of male rats exposed to two isomers of bromopropanes].
Huang, F; Song, X; Wang, H; Xin, Q; Ye, D; Zhang, W, 2010
)
0.36
" Taken together, this study indicated that those two isomers both have toxicity in male rats, however, the testicular toxicity and the role of apoptosis in the toxic mechanism induced by 1-BP and 2-BP may be different."( Apoptosis contributes to testicular toxicity induced by two isomers of bromopropanes.
Xin, QQ; Ye, DQ; Zhang, WJ, 2010
)
0.36
" Occupational exposure to 1-BP is associated with adverse peripheral sensory, motor, and central nervous system (CNS) effects."( Neurotoxicity associated with exposure to 1-bromopropane in golf-club cleansing workers.
Deng, JF; Lin, KP; Tsai, WJ; Wang, CL; Wang, TH; Wu, ML; Wu, YH; Yang, CC, 2015
)
0.68
" Occupational exposure to 1-BP may result in peripheral neuropathy as well as adverse CNS effects."( Neurotoxicity associated with exposure to 1-bromopropane in golf-club cleansing workers.
Deng, JF; Lin, KP; Tsai, WJ; Wang, CL; Wang, TH; Wu, ML; Wu, YH; Yang, CC, 2015
)
0.68
"Our findings indicate that prenatal 1-BP exposure in dams can cause delayed adverse effects on excitability of pyramidal cells in the hippocampal CA1 subfield of offspring."( Prenatal exposure to 1-bromopropane causes delayed adverse effects on hippocampal neuronal excitability in the CA1 subfield of rat offspring.
Fueta, Y; Hori, H; Ishidao, T; Kanda, Y; Ueno, S; Yoshida, Y, 2018
)
0.8

Pharmacokinetics

ExcerptReferenceRelevance
" Physiologically based pharmacokinetic (PBPK) model for 1-BP has been developed to examine 2 metabolic pathway assumptions for gas-uptake inhalation study."( Physiologically based pharmacokinetic modeling for 1-bromopropane in F344 rats using gas uptake inhalation experiments.
Garner, CE; Liang, S; Yin, L; Yu, X, 2015
)
0.67

Dosage Studied

ExcerptRelevanceReference
" Six recently completed toxicological studies were critically reviewed to identify (1) toxicologically significant endpoints, (2) dose-response information on these endpoints, and (3) uncertainties and limitations associated with the studies."( Development of an occupational exposure limit for n-propylbromide using benchmark dose methods.
Stelljes, ME; Wood, RR, 2004
)
0.32
" The dose-response of bromopropanes in humans and mechanism(s) underlying the differences in the toxic effects of the two bromopropanes remain to be determined."( Neuro-reproductive toxicities of 1-bromopropane and 2-bromopropane.
Ichihara, G, 2005
)
0.61
" Thus, these serial studies revealed that 1-bromopropane is neurotoxic, but its dose-response relationship in humans remains unknown."( [Investigation of toxicity through human cases and animal experiments--study of bromopropanes].
Ichihara, G, 2005
)
0.59
"Quantitative risk assessment proceeds by first estimating a dose-response model and then inverting this model to estimate the dose that corresponds to some prespecified level of response."( Monotonic Bayesian semiparametric benchmark dose analysis.
Bailer, AJ; Wheeler, M, 2012
)
0.38
" The NTP assumed that these tumors were due to genotoxic effects and that a linear dose-response relationship was appropriate."( 28-Day somatic gene mutation study of 1-bromopropane in female Big Blue
Stelljes, M; Weinberg, J; Young, R, 2019
)
0.78
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
neurotoxinA poison that interferes with the functions of the nervous system.
solventA liquid that can dissolve other substances (solutes) without any change in their chemical composition.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
bromoalkaneAny haloalkane that consists of an alkane substituted by at least one bromine atom.
bromohydrocarbonA compound derived from a hydrocarbon by replacing a hydrogen atom with a bromine atom.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency65.67060.003041.611522,387.1992AID1159552
retinoid X nuclear receptor alphaHomo sapiens (human)Potency33.18630.000817.505159.3239AID1159527
estrogen nuclear receptor alphaHomo sapiens (human)Potency0.35480.000229.305416,493.5996AID588514
thyroid stimulating hormone receptorHomo sapiens (human)Potency5.85290.001628.015177.1139AID1259385
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency42.16320.000627.21521,122.0200AID651741
lethal factor (plasmid)Bacillus anthracis str. A2012Potency12.58930.020010.786931.6228AID912
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (131)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (0.76)18.7374
1990's2 (1.53)18.2507
2000's47 (35.88)29.6817
2010's73 (55.73)24.3611
2020's8 (6.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 70.82

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index70.82 (24.57)
Research Supply Index4.91 (2.92)
Research Growth Index5.86 (4.65)
Search Engine Demand Index117.90 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (70.82)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews7 (5.22%)6.00%
Case Studies6 (4.48%)4.05%
Observational1 (0.75%)0.25%
Other120 (89.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]