4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid

HCID 23831CAS 7365-45-9

Substructure search Find similar structures

Basic information

Standard SMILES: O=S(=O)(O)CCN1CCN(CCO)CC1
InChIKey: JKMHFZQWWAIEOD-UHFFFAOYSA-N
Molecular formula: C8H18N2O4S
Average molar mass: 238.31 g/mol
Monoisotopic mass: 238.09872806

Overview

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 C. It is an organosulfonic acid and a HEPES. 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.

Names & identifiers

Preferred name: 4-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid
IUPAC: 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid

Names & synonyms

HEPES7365-45-94-(2-Hydroxyethyl)-1-piperazineethanesulfonic acid1-Piperazineethanesulfonic acid, 4-(2-hydroxyethyl)-HEPES solution4-(2-Hydroxyethyl)-1-piperazineethane sulfonic acidRWW266YE9ICHEBI:42334hydroxyethylpiperazine ethane sulfonic acidNSC-166663NSC166663Monosodium Salt, HEPES

Show more names

Salt, HEPES MonosodiumN 2 Hydroxyethylpiperazine N' 2' ethanesulfonic AcidN-2-Hydroxyethylpiperazine-N'-2'-ethanesulfonic AcidRefChem:783545CHEBI:46756Hydroxyethyl Piperazine Ethanesulfonic Acid Solution230-907-92-(4-(2-Hydroxyethyl)piperazin-1-yl)ethanesulfonic acid

Database identifiers

CAS: 7365-45-9
PubChem CID: 23831
DTXSID: DTXSID5040382
ChEMBL: CHEMBL1232545
ChEBI: CHEBI:42334
UNII: RWW266YE9I
EC Number: 230-907-9
Nikkaji: J29.038F

Properties

Computed structural properties

XLogP: -4
Topological polar surface area: 89.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 5
Heavy atoms: 15
Formal charge: 0
Complexity: 267

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biological Buffers

Physical Description · 2 items

Dry Powder; Liquid

Solid; [Merck Index] White powder; [Alfa Aesar MSDS]

Collision Cross Section151.1 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4044458]

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 95.6% (194 of 203) of all reports.

Not Classified

Aggregated GHS information provided per 203 reports by companies from 9 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: 1-Piperazineethanesulfonic acid, 4-(2-hydroxyethyl)-

1-Piperazineethanesulfonic acid, 4-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Piperazineethanesulfonic acid, 4-(2-hydroxyethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 09-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13322

Hydroxyethyl piperazineethanesulfonic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See Piperazine and salts.

Hazard Classes and CategoriesNot Classified

Safety & protection

Protective Action Criteria (PAC) · 3 items

30 [mg/m3]

330 [mg/m3]

2000 [mg/m3]

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationA 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.