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Name

HEPES

 EINECS 230-907-9
CAS No. 7365-45-9 Density 1.325 g/cm3
PSA 89.46000 LogP -0.55930
Solubility soluble in water Melting Point 234-238 °C
Formula C8H18N2O4S Boiling Point 408℃[at 101 325 Pa]
Molecular Weight 238.308 Flash Point N/A
Transport Information N/A Appearance White crystalline powder
Safety 24/25-22-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 7365-45-9 (HEPES) Hazard Symbols IrritantXi
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)-;

Article Data 10

HEPES 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

HEPES 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:  IrritantXi
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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