Product Name

  • Name

    HEPES

  • EINECS 230-907-9
  • CAS No. 7365-45-9
  • Article Data10
  • CAS DataBase
  • Density 1.325 g/cm3
  • Solubility soluble in water
  • Melting Point 234-238 °C
  • Formula C8H18N2O4S
  • Boiling Point 408℃[at 101 325 Pa]
  • Molecular Weight 238.308
  • Flash Point
  • Transport Information
  • 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)-;
  • PSA 89.46000
  • LogP -0.55930

Synthetic route

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

1-(2-hydroxyethyl)piperazine

sodium 2-hydroxyethanesulfonate
1562-00-1

sodium 2-hydroxyethanesulfonate

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
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%
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

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

Na-salt of 2-chloroethane-1-sulfonic acid

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic 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%
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

ammonium vinylsulfonate
86761-62-8

ammonium vinylsulfonate

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
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;
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

sodium vinylsulfonate
3039-83-6

sodium vinylsulfonate

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
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;
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

potassium vinyl sulfonate
7308-65-8

potassium vinyl sulfonate

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
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;
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

ethenesulfonic acid
1184-84-5

ethenesulfonic acid

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic 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;
1,1′-(1,4-butanediyl)bis(2-methylbenzimidazole)
1059536-93-4

1,1′-(1,4-butanediyl)bis(2-methylbenzimidazole)

silver carbonate

silver carbonate

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
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

[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%
...Expand
2,3,4,5-tetrahydro-2-oxo-1,5-ethanolbenzazepine
102586-88-9

2,3,4,5-tetrahydro-2-oxo-1,5-ethanolbenzazepine

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

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

(N,N-dimethylamino)ethyl 1,2,3,4-tetrahydroquinoline-4-propanoate

Conditions
ConditionsYield
In water at 25℃; Rate constant;
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
7365-45-9

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

A

Glyoxal
131543-46-9

Glyoxal

B

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

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

deoxyguanosine 5'-monophosphate 2-methylimidazolide

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

A

2'-deoxyguanosine 5'-monophosphate
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

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-)

C20H24N10O13P2(2-)

D

C30H35N15O19P3(3-)

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
C15H18ClMnN3O3
1313369-50-4

C15H18ClMnN3O3

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

C8H17N2O4S(1-)*C15H16N3O2(1-)*Mn(2+)

C8H17N2O4S(1-)*C15H16N3O2(1-)*Mn(2+)

Conditions
ConditionsYield
With sodium carbonate; sodium chloride In water at 25℃; pH=7.4;
zinc diacetate
557-34-6

zinc diacetate

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

zinc(II) oxide

zinc(II) oxide

Conditions
ConditionsYield
With sodium hydroxide In water at 110℃; for 0.283333h; pH=7.4; pH-value; Concentration; Reagent/catalyst; Sonication; Microwave irradiation;
zinc(II) chloride
7646-85-7

zinc(II) chloride

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

zinc hydroxide chloride hydrate

zinc hydroxide chloride hydrate

Conditions
ConditionsYield
With sodium hydroxide In water at 110℃; for 0.283333h; pH=7.4; Sonication; Microwave irradiation;
N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid
7365-45-9

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

1-ethyl-3-methylimidazolium hydroxide

1-ethyl-3-methylimidazolium hydroxide

C6H11N2(1+)*C8H17N2O4S(1-)
1612259-40-1

C6H11N2(1+)*C8H17N2O4S(1-)

Conditions
ConditionsYield
In water at 20℃; for 12h;
tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

C4H12N(1+)*C8H17N2O4S(1-)
79661-24-8

C4H12N(1+)*C8H17N2O4S(1-)

Conditions
ConditionsYield
In water at 20℃; for 12h;
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

C8H20N(1+)*C8H17N2O4S(1-)
79661-25-9

C8H20N(1+)*C8H17N2O4S(1-)

Conditions
ConditionsYield
In water at 20℃; for 12h;
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

2-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-ethanesulfonatetetrabutyl-ammonium;
113599-06-7

2-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-ethanesulfonatetetrabutyl-ammonium;

Conditions
ConditionsYield
In water at 20℃; for 12h;
cholin hydroxide
123-41-1

cholin hydroxide

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

cholinium 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonate

cholinium 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonate

Conditions
ConditionsYield
In aq. buffer for 12h;
dATP
1927-31-7

dATP

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

C18H30N7O9PS

C18H30N7O9PS

Conditions
ConditionsYield
With apelin-12; thermococcus kodakaraensis primase protein; magnesium acetate; serum albumin In glycerol at 70℃; for 0.5h; Enzymatic reaction;
C10H13N2O8(3-)*2Na(1+)*H(1+)

C10H13N2O8(3-)*2Na(1+)*H(1+)

C25H22N4O5Zn

C25H22N4O5Zn

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

6,6'-((1E,1'E)-((2E,2'E)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methanylylidene))bis(hydrazine-2,1-diylidene))bis(methanylylidene))bis(3-methoxyphenol)

6,6'-((1E,1'E)-((2E,2'E)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methanylylidene))bis(hydrazine-2,1-diylidene))bis(methanylylidene))bis(3-methoxyphenol)

Conditions
ConditionsYield
In water; dimethyl sulfoxide pH=7.2;
...Expand
C10H13N2O8(3-)*2Na(1+)*H(1+)

C10H13N2O8(3-)*2Na(1+)*H(1+)

C25H23CdN4O5(1+)

C25H23CdN4O5(1+)

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

6,6'-((1E,1'E)-((2E,2'E)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methanylylidene))bis(hydrazine-2,1-diylidene))bis(methanylylidene))bis(3-methoxyphenol)

6,6'-((1E,1'E)-((2E,2'E)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methanylylidene))bis(hydrazine-2,1-diylidene))bis(methanylylidene))bis(3-methoxyphenol)

Conditions
ConditionsYield
In water; dimethyl sulfoxide pH=7.2;
...Expand
C13H16N8O6P(1-)

C13H16N8O6P(1-)

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

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

N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid

A

C18H29N7O10PS(1-)

C18H29N7O10PS(1-)

B

C23H28N13O12P2(1-)

C23H28N13O12P2(1-)

C

P1,P2-diadenosine-5’-diphosphate

P1,P2-diadenosine-5’-diphosphate

Conditions
ConditionsYield
Stage #1: 5'-adenosine monophosphate With hydrogenchloride; sodium hydroxide In water pH=5.5;
Stage #2: C13H16N8O6P(1-); N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid With methyl isocyanate; acetaldehyde; magnesium chloride for 16h; pH=8; Inert atmosphere;
...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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