3-amino-2-(4-chlorophenyl)-2-hydroxypropane-1-sulfonic acid

• ChemBase ID: 105300
• Molecular Formular: C9H12ClNO4S
• Molecular Mass: 265.71388
• Monoisotopic Mass: 265.01755655
• SMILES: NCC(O)(CS(=O)(=O)O)c1ccc(Cl)cc1
• Canonical SMILES: NCC(c1ccc(cc1)Cl)(CS(=O)(=O)O)O
• InChI: InChI=1S/C9H12ClNO4S/c10-8-3-1-7(2-4-8)9(12,5-11)6-16(13,14)15/h1-4,12H,5-6,11H2,(H,13,14,15)
• InChIKey: WBSMZVIMANOCNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-2-(4-chlorophenyl)-2-hydroxypropane-1-sulfonic acid
• IUPAC Traditional name: 3-amino-2-(4-chlorophenyl)-2-hydroxypropane-1-sulfonic acid
• Synonyms: 3-Amino-2-(4-chlorophenyl)-2-hydroxypropanesulfonic acid; 2-Hydroxysaclofen; 2-Hydroxysaclofen; 3-AMINO-2-(4-CHLOROPHENYL)-2-HYDROXYPROPANESULFONIC ACID

Database IDs

• CAS Number: 117354-64-0
• MDL Number: MFCD00069282
• PubChem SID: 24278170; 162092009; 24895428
• PubChem CID: 1564

CALCULATED PROPERTIES

• Acid pKa: -1.4249347
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.9928262
• LogD (pH = 7.4): -1.000099
• Log P: -0.9927371
• Molar Refractivity: 59.8746 cm^3
• Polarizability: 24.6063 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble1.2 mg/mL; 0.1 M NaOH: soluble9.5 mg/mL; DMSO: soluble28 mg/mL; H2O: soluble1 mg/mL; methanol: soluble1.4 mg/mL
• Apperance: solid; white solid
• Melting Point: 267-269 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GABBR1(2550), GABBR2(9568)

Product Information

• Purity: ≥98% (TLC); 98%

DETAILS

MP Biomedicals - 02159693

Purity: 98% min.
Selective antagonist at GABA_B receptors.
Also see Phaclofen

Sigma Aldrich - H113

Biochem/physiol Actions
GABAB receptor antagonist which shows higher selectivity for the GABAB receptor than does phaclofen.
Potent and selective antagonist at GABAB receptors.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H113.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - A6566

Biochem/physiol Actions
Potent and selective antagonist at GABAB receptors.