4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid
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4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid
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CAS No:
7365-45-9
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Formula:
C8H18N2O4S
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Chemical Name:
4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid
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Synonyms:
1-Piperazineethanesulfonic acid,4-(2-hydroxyethyl)-;4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid;HEPES;N-2-Hydroxyethylpiperazino-N′-2-ethanesulfonic acid;N-(2-Hydroxyethyl)piperazine-N′-2-ethanesulfonic acid;N-(2-Hydroxyethyl)piperazine-N′-2′-ethanesulfonic acid;1-[4-(2-Hydroxyethyl)-1-piperazinyl]ethane-2-sulfonic acid;2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethanesulfonic acid;N-(2-Hydroxyethyl)piperazine-N′-ethanesulfonic acid;2-[4-(2-Hydroxyethyl)piperazinyl]ethanesulfonic acid;N′-2-Hydroxyethylpiperazine-N-2-ethanesulfonic acid;WAS 13;TVZ 7;NSC 166663;N′-(2-Hydroxyethyl)piperazine-N-(2-ethanesulfonic acid);4-(2-Hydroxyethyl)piperazine-1-(2-ethanesulfonic acid);2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethane-1-sulfonic acid
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CAS No:
Description
White crystalline powder
2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid is a HEPES that is ethanesulfonic acid in which one of the methyl hydrogens is replaced by a 4-(2-hydroxyethyl)piperazin-1-yl group. A Good's buffer substance, pKa = 7.55 at 20 ℃. It is a HEPES and an organosulfonic acid. It is a conjugate acid of a 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonate. It is a tautomer of a 2-[4-(2-hydroxyethyl)piperazin-4-ium-1-yl]ethanesulfonate.|A dipolar ionic buffer.
4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid Basic Attributes
2383
238.30
230-907-9
RWW266YE9I
166663
DTXSID5040382
29335995
Safety Information
NONH for all modes of transport
1
36/37/38
24/25-22-36-26
TL6809000
Xi
Stable. Combustible. Incompatible with strong oxidizing agents. Protect from moisture.
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
Not Classified
Drug Information
A chemical system that functions to control the levels of specific ions in solution. When the level of hydrogen ion in solution is controlled the system is called a pH buffer. (See all compounds classified as Buffers.)
HEPES
4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid Use and Manufacturing
0.5 mol of N-hydroxyethylpiperazine, 0.565 mol of sodium 2-hydroxyethanesulfonate and 500 mL of methanol were charged into a 1000 mL four-necked flask equipped with a reflux tube and subjected to a condensation reaction with sufficient stirring;First reacted at 50 for 2.5 hours, then gradually heated to reflux and continued to react for 3.0 hours;And then cooled to obtain a reaction mother liquor containing 4-hydroxyethylpiperazineethanesulfonate.The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 93.6percent by high performance liquid chromatography. 20 L of 4-hydroxyethylpiperazineethanesulfonate, Mass concentration of 15wtpercent raffinate, in the stirring effect, Diluted with deionized water to a concentration of 5 wtpercent by dialysis dialysis to remove sodium chloride, And finally concentrated by evaporation, cooling crystallization, filtration to get pure HEPES products, And finally washed once with anhydrous methanol, and dried by vacuum to obtain purified HEPES. The purified HEPES sample was formulated as a solution and then tested for purity:The purified HEPES sample was prepared as a solution and then tested for purity, 99.9percent, yield 85.6percent, pH = 6.46, Cl- concentration 6.8 μg / g.
HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid ) is a zwitterionic organic chemical buffering agent; one of the twenty Good's buffers. HEPES is widely used in cell culture, largely because it is better at maintaining physiological pH despite changes in carbon dioxide concentration (produced by cellular respiration) when compared to bicarbonate buffers, which are also commonly used in cell culture. The dissociation of water decreases with falling temperature, but the dissociation constants (pK) of many other buffers do not change much with temperature. HEPES is like water in that its dissociation decreases as the temperature decreases. This makes HEPES a more effective buffering agent for maintaining enzyme structure and function at low temperatures. Lepe-Zuniga et al. reported a phototoxicity of HEPES when exposed to ambient light by the production of hydrogen peroxide, which is not a problem in bicarbonate-based cell culture buffers. It is therefore strongly advised to keep HEPES-containing solutions in darkness as much as possible.HEPES has the following characteristics:
Laboratory chemicals
Wholesale and retail trade|1-Piperazineethanesulfonic acid, 4-(2-hydroxyethyl)-: ACTIVE
Computed Properties
Molecular Weight:238.31
XLogP3:-4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:238.09872823
Monoisotopic Mass:238.09872823
Topological Polar Surface Area:89.5
Heavy Atom Count:15
Complexity:267
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Buffering agent, helps maintain pH stability in formulations
Registered Holders
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AVT (SHANGHAI) PHARMACEUTICAL TECH CO LTD
Active
United States
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Xzl Bio-Technology Co., Ltd.
Active
China
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Jiangsu Hi-stone Pharmaceutical Co., Ltd.
Active
China
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4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid
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