Name: HEPES
SKU: 7365-45-9

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Basic Information

Molecular Structure:
CAS No.:	7365-45-9
Name:	HEPES

Formula:	C₈H₁₈N₂O₄S
Molecular Weight:	238.308
Synonyms:	1-[4-(2-Hydroxyethyl)-1-piperazinyl]ethane-2-sulfonicacid;2-[4-(2-Hydroxyethyl)piperazinyl]ethanesulfonic acid;4-(2-Hydroxyethyl)piperazine-1-(2-ethanesulfonic acid);N-(2-Hydroxyethyl)piperazine-N'-2-ethanesulfonic acid;N-(2-Hydroxyethyl)piperazine-N'-ethanesulfonic acid;NSC 166663;N'-(2-Hydroxyethyl)piperazine-N-(2-ethanesulfonic acid);N'-2-Hydroxyethylpiperazine-N-2-ethanesulfonic acid;TVZ 7;WAS 13;HEPES (4-(2-Hydroxyethyl)piperazine-1-ethanesulfonic acid);1-Piperazineethanesulfonicacid, 4-(2-hydroxyethyl)-;
EINECS:	230-907-9
Density:	1.325 g/cm³
Melting Point:	234-238 °C
Boiling Point:	408℃[at 101 325 Pa]
Solubility:	soluble in water
Appearance:	White crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	24/25-22-36-26
PSA:	89.46000
LogP:	-0.55930

Synthetic route

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 1562-00-1
sodium 2-hydroxyethanesulfonate

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)piperazine; sodium 2-hydroxyethanesulfonate In methanol at 50℃; for 5.5h; Stage #2: With 5percent by weight of raffinate In water Solvent; Temperature;	85.6%

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 15484-44-3
Na-salt of 2-chloroethane-1-sulfonic acid

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
In water at 85 - 105℃; for 0.5h; pH=10; Temperature;	84.7%

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 86761-62-8
ammonium vinylsulfonate

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)piperazine; ammonium vinylsulfonate In water at 60℃; for 4h; Stage #2: With sulfuric acid at 0℃; for 1h;

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 3039-83-6
sodium vinylsulfonate

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)piperazine; sodium vinylsulfonate In water at 60 - 120℃; for 3h; Stage #2: With oxalic acid at 20℃; for 1h; Temperature; Reagent/catalyst;

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 7308-65-8
potassium vinyl sulfonate

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)piperazine; potassium vinyl sulfonate In water at 50℃; for 3.5h; Stage #2: With sulfuric acid at 40℃; for 1h;

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 1184-84-5
ethenesulfonic acid

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)piperazine; ethenesulfonic acid With sodium hydroxide In water at 40℃; for 3.5h; Stage #2: With oxalic acid at 20℃; for 1h; Temperature; Reagent/catalyst;

: 1059536-93-4
1,1′-(1,4-butanediyl)bis(2-methylbenzimidazole)

: silver carbonate

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

: [Ag2(N-(2-hydroxyethyl)piperazine-N'-(2-ethanesulfonate))(1,1'-(1,4-butanediyl)bis(2-methylbenzimidazole))]*2H2O

Conditions

Conditions	Yield
In ethanol mixt. of Ag salt, acid and imidazole ligand was stirred at room temp. for 30 min; ammonia added dropwise; slowly evapd. at room temp.; elem. anal.;	68%

...Expand

: 102586-88-9
2,3,4,5-tetrahydro-2-oxo-1,5-ethanolbenzazepine

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

: 104876-18-8
(N,N-dimethylamino)ethyl 1,2,3,4-tetrahydroquinoline-4-propanoate

Conditions

Conditions	Yield
In water at 25℃; Rate constant;

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

A: 131543-46-9
Glyoxal

B: 2-[2-(2-Hydroxy-ethylamino)-ethylamino]-ethanesulfonic acid

Conditions

Conditions	Yield
With (batho)2CuII (batho = 2,9-dimethyl-4,7-diphenyl-1,10-phenanthrolinedisulfonate); water at 25℃; for 24h; Rate constant; Mechanism; pH 8; other substituted ethylenediamine;

: deoxyguanosine 5'-monophosphate 2-methylimidazolide

: 7365-45-9
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

A: 902-04-5
2'-deoxyguanosine 5'-monophosphate

B: 2-[4-(2-{[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-ethyl)-piperazin-1-yl]-ethanesulfonic acid

C: C20H24N10O13P2(2-)

D: C30H35N15O19P3(3-)

Conditions

Conditions	Yield
With sodium chloride; magnesium chloride; polycytidylate In water at 23℃; for 480h; pH=7.85; Kinetics; Product distribution; Further Variations:; Reagents; Condensation; dimerization; oligomerization; hydrolysis;

...Expand

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Specification

1.Introduction of HEPES

The HEPES, with its CAS NO 7365-45-9, is a kind of white crystalline powder. It has synonyms of 1-[4-(2-Hydroxyethyl)-1-piperazinyl]ethane-2-sulfonicacid;2-[4-(2-Hydroxyethyl)piperazinyl]ethanesulfonic acid;4-(2-Hydroxyethyl)piperazine-1-(2-ethanesulfonic acid);N-(2-Hydroxyethyl)piperazine-N'-2-ethanesulfonic acid and N-(2-Hydroxyethyl)piperazine-N'-ethanesulfonic acid. HEPES should be stored in shady and cool warehouse and mainly used as biological buffer.

2.Properties of HEPES

(1) H bond acceptors: 6 (2) H bond donors: 2 (3) Freely Rotating Bonds: 6
(4) Polar Surface Area: 75.22 Å2 (5) Index of Refraction: 1.543 (6) Molar Refractivity: 56.69 cm3
(7) Molar Volume: 179.7 cm3 (8) Surface Tension: 53.9 dyne/cm (9) Density: 1.325 g/cm3
(10) Melting Point: 234-238 °C (11) Storage temp: 2-8°C (12) Solubility: H2O: 1 M at 20 °C, clear, colorless

3.Sturture descriptors of HEPES

IUPAC Name: 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid

InChI: InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,
(H,12,13,14)

InChIKey: JKMHFZQWWAIEOD-UHFFFAOYSA-N

Canonical SMILES : C1CN(CCN1CCO)CCS(=O)(=O)O

4.Uses of HEPES

HEPES is widely used in cell culture, mainly 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.

5.Safety information of HEPES
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-22-36-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 1
RTECS: TL6809000
HS Code: 29335995

6.Toxity data of HEPES

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
quail	LD50	oral	> 316mg/kg (316mg/kg)		Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.

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