HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hantzsch ester
diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate · DILUDINE · hantzschester · ethidine · hantzsch esters · etidin · 1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER · 1,4-dihydro-2,6-dimethyL
Identifiers & Physical Properties
| CAS No. | 1149-23-1 |
|---|---|
| Molecular formula | C13H19NO4 |
| Average molar mass | 253.29 g/mol |
| Monoisotopic mass | 253.13140809 g/mol |
| SMILES | CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1 |
| InChIKey | LJXTYJXBORAIHX-UHFFFAOYSA-N |
| PubChem CID | 70849 |
| ChEMBL | CHEMBL1521734 |
| EC No. | 214-561-6 |
| DTXSID | DTXSID80150895 |
Chemical & Physical Properties
| XLogP | 1.8 |
|---|---|
| Topological polar surface area | 64.6 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 6 |
| Heavy atoms | 18 |
| Formal charge | 0 |
| Complexity | 383 |
| Melting point | 178-183 °C(lit.) |
| Boiling point | 351.8±42.0 °C(Predicted) |
| Density | 1.104±0.06 g/cm3(Predicted) |
| Storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| Solubility | Soluble in organic solvents. |
| pKa (acidity coefficient) | 3.50±0.70(Predicted) |
| Physical state | Solid |
| Color | Yellow |
| λmax | 374nm(EtOH)(lit.) |
| InChI | InChI=1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3 |
| InChIKey | LJXTYJXBORAIHX-UHFFFAOYSA-N |
| SMILES | C1(C)NC(C)=C(C(OCC)=O)CC=1C(OCC)=O |
| CAS DataBase Reference | 1149-23-1(CAS DataBase Reference) |
| FDA UNII | GWN6123BUG |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
| Water hazard class (WGK) | 2 |
| RTECS number | US7970100 |
| Customs code | 29333990 |
| Toxicity | LD50 oral in dog: > 12gm/kg |
Safety & Regulations
| GHS classification | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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 | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (97.8%) |
| Water hazard class (WGK) | 2 |
| RTECS number | US7970100 |
| Customs code | 29333990 |
| Toxicity | LD50 oral in dog: > 12gm/kg |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26 |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
Applications & Uses
Uses
Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is a hydrogen source in conjugate reduction and organocatalytic reductive amination. It is used as a hydrogen source in organocatalytic reductive amination and conjugate reduction.
Uses
3,5-Dicarboethoxy-2,6-dimethyl-1,4-dihydropyridine is a dihydropyridine derivative that have been tested for antimicrobial activities.