HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piretanide
Arlix · ARELIX · DiuMax · Tauliz · hoe-118 · HOE 118 · Eurelix · S 734118
Identifiers & Physical Properties
| CAS No. | 55837-27-9 |
|---|---|
| Molecular formula | C17H18N2O5S |
| Average molar mass | 362.4 g/mol |
| Monoisotopic mass | 362.09364285 g/mol |
| SMILES | NS(=O)(=O)c1cc(C(=O)O)cc(N2CCCC2)c1Oc1ccccc1 |
| InChIKey | UJEWTUDSLQGTOA-UHFFFAOYSA-N |
| PubChem CID | 4849 |
| ChEMBL | CHEMBL349803 |
| ChEBI | CHEBI:32015 |
| EC No. | 259-852-9 |
| DTXSID | DTXSID2023488 |
Chemical & Physical Properties
| XLogP | 2.2 |
|---|---|
| Topological polar surface area | 118 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 7 |
| Rotatable bonds | 5 |
| Heavy atoms | 25 |
| Formal charge | 0 |
| Complexity | 564 |
| LogP (partition coefficient) | 3.92 |
| Melting point | 225-227° |
| Boiling point | 253°C (rough estimate) |
| Density | 1.3049 (rough estimate) |
| Refractive index | 1.6510 (estimate) |
| Storage conditions | 2-8°C |
| Solubility | Very slightly soluble in water, sparingly soluble in anhydrous ethanol. It shows polymorphism (5.9). |
| pKa (acidity coefficient) | 10.22±0.60(Predicted) |
| Physical state | Solid |
| Color | Pale-yellow platelets from MeOH (aq) |
| Major applications | pharmaceutical (small molecule) |
| InChI | 1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23) |
| InChIKey | UJEWTUDSLQGTOA-UHFFFAOYSA-N |
| SMILES | [S](=O)(=O)(N)c1c(c(cc(c1)C(=O)O)N3CCCC3)Oc2ccccc2 |
| CAS DataBase Reference | 55837-27-9(CAS DataBase Reference) |
| FDA UNII | DQ6KK6GV93 |
| ATC code | C03CA03 |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS hazard statements | H412 |
| GHS precautionary statements | P273-P501 |
| Water hazard class (WGK) | WGK 3 |
| Storage class | 11 - Combustible Solids |
| Toxicity | LD50 in rats, mice (mg/kg): 5601, 3672 orally (Merkel) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.H412 (66.7%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 1 of 3 reports by companies.There is 1 notification provided by 2 of 3 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Aquatic Chronic 3 (66.7%) |
| Water hazard class (WGK) | WGK 3 |
| Toxicity | LD50 in rats, mice (mg/kg): 5601, 3672 orally (Merkel) |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H412 |
| GHS precautionary statements | P273-P501 |
Applications & Uses
Uses
High-ceiling loop diuretic; structurally related to Bumetanide (B689550). Diuretic.