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Furan-2-carboxylic acid

CAS# 88-14-2

Furan-2-carboxylic acid

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Quality Control of Furan-2-carboxylic acid

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Chemical structure

Furan-2-carboxylic acid

3D structure

Chemical Properties of Furan-2-carboxylic acid

Cas No. 88-14-2 SDF Download SDF
PubChem ID 6919 Appearance Powder
Formula C5H4O3 M.Wt 112.08
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (892.22 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name furan-2-carboxylic acid
SMILES C1=COC(=C1)C(=O)O
Standard InChIKey SMNDYUVBFMFKNZ-UHFFFAOYSA-N
Standard InChI InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Furan-2-carboxylic acid

The herbs of Hexagonia speciosa

Biological Activity of Furan-2-carboxylic acid

DescriptionFuran-2-carboxylic acid, an orally active selective human cathepsin K inhibitor, may have the therapeutic potential for the treatment of diseases characterized by excessive bone loss including osteoporosis.Furan-2-carboxylic acid also has anti-bacterial effect, inhibits the proliferation of some slow-growing or difficult-to-culture bacteria on the plates.
TargetsAntifection
In vitro

Trace amounts of furan-2-carboxylic acids determine the quality of solid agar plates for bacterial culture.[Pubmed: 22848437]

PLoS One. 2012;7(7):e41142.

Many investigators have recognised that a significant proportion of environmental bacteria exist in a viable but non-culturable state on agar plates, and some researchers have also noticed that some of such bacteria clearly recover their growth on matrices other than agar. However, the reason why agar is unsuitable for the growth of some bacteria has not been addressed.
METHODS AND RESULTS:
According to the guide of a bioassay for swarming inhibition,We identified 5-hydroxymethylFuran-2-carboxylic acid (5-HMFA) and Furan-2-carboxylic acid (FA) as factors that inhibit bacterial swarming and likely inhibit extracellular polysaccharide production on agar. The Furan-2-carboxylic acids 5-HMFA and Furan-2-carboxylic acid effectively inhibited the swarming and swimming of several environmental bacteria at concentrations of 1.8 and 2.3 µg L(-1) (13 and 21 nmol L(-1)), respectively, which are equivalent to the concentrations of these compounds in 0.3% agar. On Luria-Bertani (LB) plates containing 1.0% agar that had been previously washed with MeOH, a mixture of 5-HMFA and Furan-2-carboxylic acid in amounts equivalent to their original concentrations in the unwashed agar repressed the swarming of Escherichia coli K12 strain W3110, a representative swarming bacterium.
CONCLUSIONS:
Agar that contains trace amounts of 5-HMFA and Furan-2-carboxylic acid inhibits the proliferation of some slow-growing or difficult-to-culture bacteria on the plates, but it is useful for single colony isolation due to the ease of identification of swarmable bacteria as the non-swarmed colonies.

In vivo

An orally active cathepsin K inhibitor, furan-2-carboxylic acid, 1-{1-[4-fluoro-2-(2-oxo-pyrrolidin-1-yl)-phenyl]-3-oxo-piperidin-4-ylcarbamoyl}-cyclohexyl)-amide (OST-4077), inhibits osteoclast activity in vitro and bone loss in ovariectomized rats.[Pubmed: 16699068]

J Pharmacol Exp Ther. 2006 Aug;318(2):555-62.

Human cathepsin K, a cysteine proteinase of the papain family, has been recognized as a potential drug target for the treatment of osteoporosis. The predominant expression of cathepsin K in osteoclasts has rendered the enzyme into a major target for the development of novel antiresorptive drugs.
METHODS AND RESULTS:
Now, we report the pharmacological properties of OST-4077 [Furan-2-carboxylic acid (1-{1-[4-fluoro-2-(2-oxo-pyrrolidin-1-yl)-phenyl]-3-oxo-piperidin-4-ylcarbamoyl}-cyclohexyl)-amide] as a novel selective cathepsin K inhibitor. Human and rat cathepsin K were inhibited in vitro by Furan-2-carboxylic acid with the IC50 values of 11 and 427 nM, respectively. Furan-2-carboxylic acid suppressed bone resorption induced by rabbit osteoclasts (IC50, 37 nM) but did not affect bone mineralization or cellular alkaline phosphatase activity in MC3T3-E1 cells. Parathyroid hormone-induced bone resorption was inhibited in a dose-dependent manner in thyroparathyroidectomized rats gavaged with a single dose of Furan-2-carboxylic acid (ED50, 69 mg/kg). When given orally twice daily for 4 weeks to 3-month-old ovariectomized (OVX) rats, Furan-2-carboxylic acid dose-dependently prevented bone loss, as monitored by bone densitometry, ash content, and urinary excretion of deoxypyridinoline. No change in serum osteocalcin in the OVX rats by Furan-2-carboxylic acid suggested that bone formation might not be affected by the agent.
CONCLUSIONS:
In summary, Furan-2-carboxylic acid selectively inhibited bone resorbing activities of osteoclasts and prevented bone loss induced by estrogen deficiency but did not affect bone formation. Furan-2-carboxylic acid, an orally active selective human cathepsin K inhibitor, may have the therapeutic potential for the treatment of diseases characterized by excessive bone loss including osteoporosis.

Furan-2-carboxylic acid Dilution Calculator

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Furan-2-carboxylic acid Molarity Calculator

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Preparing Stock Solutions of Furan-2-carboxylic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 8.9222 mL 44.611 mL 89.222 mL 178.444 mL 223.055 mL
5 mM 1.7844 mL 8.9222 mL 17.8444 mL 35.6888 mL 44.611 mL
10 mM 0.8922 mL 4.4611 mL 8.9222 mL 17.8444 mL 22.3055 mL
50 mM 0.1784 mL 0.8922 mL 1.7844 mL 3.5689 mL 4.4611 mL
100 mM 0.0892 mL 0.4461 mL 0.8922 mL 1.7844 mL 2.2305 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Furan-2-carboxylic acid

An orally active cathepsin K inhibitor, furan-2-carboxylic acid, 1-{1-[4-fluoro-2-(2-oxo-pyrrolidin-1-yl)-phenyl]-3-oxo-piperidin-4-ylcarbamoyl}-c yclohexyl)-amide (OST-4077), inhibits osteoclast activity in vitro and bone loss in ovariectomized rats.[Pubmed:16699068]

J Pharmacol Exp Ther. 2006 Aug;318(2):555-62.

Human cathepsin K, a cysteine proteinase of the papain family, has been recognized as a potential drug target for the treatment of osteoporosis. The predominant expression of cathepsin K in osteoclasts has rendered the enzyme into a major target for the development of novel antiresorptive drugs. Now, we report the pharmacological properties of OST-4077 [Furan-2-carboxylic acid (1-{1-[4-fluoro-2-(2-oxo-pyrrolidin-1-yl)-phenyl]-3-oxo-piperidin-4-ylcarbamoyl}- cyclohexyl)-amide] as a novel selective cathepsin K inhibitor. Human and rat cathepsin K were inhibited in vitro by OST-4077 with the IC50 values of 11 and 427 nM, respectively. OST-4077 suppressed bone resorption induced by rabbit osteoclasts (IC50, 37 nM) but did not affect bone mineralization or cellular alkaline phosphatase activity in MC3T3-E1 cells. Parathyroid hormone-induced bone resorption was inhibited in a dose-dependent manner in thyroparathyroidectomized rats gavaged with a single dose of OST-4077 (ED50, 69 mg/kg). When given orally twice daily for 4 weeks to 3-month-old ovariectomized (OVX) rats, OST-4077 dose-dependently prevented bone loss, as monitored by bone densitometry, ash content, and urinary excretion of deoxypyridinoline. No change in serum osteocalcin in the OVX rats by OST-4077 suggested that bone formation might not be affected by the agent. In summary, OST-4077 selectively inhibited bone resorbing activities of osteoclasts and prevented bone loss induced by estrogen deficiency but did not affect bone formation. OST-4077, an orally active selective human cathepsin K inhibitor, may have the therapeutic potential for the treatment of diseases characterized by excessive bone loss including osteoporosis.

Trace amounts of furan-2-carboxylic acids determine the quality of solid agar plates for bacterial culture.[Pubmed:22848437]

PLoS One. 2012;7(7):e41142.

BACKGROUND: Many investigators have recognised that a significant proportion of environmental bacteria exist in a viable but non-culturable state on agar plates, and some researchers have also noticed that some of such bacteria clearly recover their growth on matrices other than agar. However, the reason why agar is unsuitable for the growth of some bacteria has not been addressed. METHODOLOGY/PRINCIPAL FINDINGS: According to the guide of a bioassay for swarming inhibition, we identified 5-hydroxymethylFuran-2-carboxylic acid (5-HMFA) and Furan-2-carboxylic acid (FA) as factors that inhibit bacterial swarming and likely inhibit extracellular polysaccharide production on agar. The Furan-2-carboxylic acids 5-HMFA and FA effectively inhibited the swarming and swimming of several environmental bacteria at concentrations of 1.8 and 2.3 microg L(-1) (13 and 21 nmol L(-1)), respectively, which are equivalent to the concentrations of these compounds in 0.3% agar. On Luria-Bertani (LB) plates containing 1.0% agar that had been previously washed with MeOH, a mixture of 5-HMFA and FA in amounts equivalent to their original concentrations in the unwashed agar repressed the swarming of Escherichia coli K12 strain W3110, a representative swarming bacterium. CONCLUSIONS/SIGNIFICANCE: Agar that contains trace amounts of 5-HMFA and FA inhibits the proliferation of some slow-growing or difficult-to-culture bacteria on the plates, but it is useful for single colony isolation due to the ease of identification of swarmable bacteria as the non-swarmed colonies.

Description

2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats.

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