HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toloxatone
Humoryl · 69276MD · Perenum · MD-69276 · Toloxatone · Taloxotone · Delalande 69276 · Toloxatone USP/EP/BP
Identifiers & Physical Properties
| CAS No. | 29218-27-7 |
|---|---|
| Molecular formula | C11H13NO3 |
| Average molar mass | 207.23 g/mol |
| Monoisotopic mass | 207.08954328 g/mol |
| SMILES | Cc1cccc(N2CC(CO)OC2=O)c1 |
| InChIKey | MXUNKHLAEDCYJL-UHFFFAOYSA-N |
| PubChem CID | 34521 |
| ChEMBL | CHEMBL18116 |
| ChEBI | CHEBI:156575 |
| EC No. | 249-522-2 |
| DTXSID | DTXSID40865478 |
Chemical & Physical Properties
| XLogP | 1.2 |
|---|---|
| Topological polar surface area | 49.8 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 2 |
| Heavy atoms | 15 |
| Formal charge | 0 |
| Complexity | 244 |
| Melting point | 76° |
| Boiling point | 358.9±21.0 °C(Predicted) |
| Density | 1.245±0.06 g/cm3(Predicted) |
| Storage conditions | Inert atmosphere,2-8°C |
| Solubility | DMSO: >10mg/mL |
| Physical state | solid |
| pKa (acidity coefficient) | 14.05±0.10(Predicted) |
| Color | White to off-white |
| InChI | 1S/C11H13NO3/c1-8-3-2-4-9(5-8)12-6-10(7-13)15-11(12)14/h2-5,10,13H,6-7H2,1H3 |
| InChIKey | MXUNKHLAEDCYJL-UHFFFAOYSA-N |
| SMILES | Cc1cccc(c1)N2CC(CO)OC2=O |
| FDA UNII | 5T206015T5 |
| ATC code | N06AG03 |
| UNSPSC Code | 12161501 |
| NACRES | NA.77 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302 |
| GHS precautionary statements | P280-P305+P351+P338 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xn |
| Risk statements (R) | 22 |
| UN transport number | 3249 |
| Water hazard class (WGK) | 3 |
| RTECS number | RQ2867500 |
| Hazard class | 6.1(b)Acute Tox. 4 Oral |
| Packing group | III |
| Storage class | 11 - Combustible Solids |
| Toxicity | LD50 orally in mice (mg/kg): 1850 (Fauran)also reported as 1500 (Raynaud) |
Safety & Regulations
| GHS classification | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| RTECS number | RQ2867500 |
| UN transport number | 3249 |
| Toxicity | LD50 orally in mice (mg/kg): 1850 (Fauran)also reported as 1500 (Raynaud) |
| Risk statements (R) | 22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn |
| Hazard class | 6.1(b)Acute Tox. 4 Oral |
| Storage class | 11 - Combustible Solids |
| Packing group | III |
| GHS hazard statements | H302 |
| GHS precautionary statements | P280-P305+P351+P338 |
Applications & Uses
Description
Toloxatone is a selective, reversible and competitive inhibitor of type A monoamine oxidase (MAO-A) which shows clinical utility as an antidepressant. It is reportedly free of the "cheese effect" in man, possibly due to the reversible nature of its inhibitory effect on intestinal MAO-A in the presence of high concentrations of tyramine.
Uses
Toloxatone is a monoamine oxidase-A (MAO-A) inhibitor.