Netobimin
CS-587 · Hapadex · hapasil · NETOBIMIN · Neviyapine · NETOBIMIN USP/EP/BP · amino)methylene)amino)- · ethanesulfonicacid,2-(((methoxycarbonyl)amino)((2-nitro-5-(propylthio)phenyl)
Identifiers & Physical Properties
| CAS No. | 88255-01-0 |
|---|---|
| Molecular formula | C14H20N4O7S2 |
| Average molar mass | 420.5 g/mol |
| Monoisotopic mass | 420.07734098 g/mol |
| SMILES | CCCSc1ccc([N+](=O)[O-])c(NC(=NCCS(=O)(=O)O)NC(=O)OC)c1 |
| InChIKey | WCBVUETZRWGIJQ-UHFFFAOYSA-N |
| PubChem CID | 71449 |
| ChEMBL | CHEMBL2105153 |
| EC No. | 686-284-2 |
| DTXSID | DTXSID20236925 |
Chemical & Physical Properties
| XLogP | 1.9 |
|---|---|
| Topological polar surface area | 197 |
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 9 |
| Rotatable bonds | 10 |
| Heavy atoms | 27 |
| Formal charge | 0 |
| Complexity | 630 |
| Melting point | 215° (dec) |
| Density | 1.48±0.1 g/cm3(Predicted) |
| pKa (acidity coefficient) | 7.18±0.46(Predicted) |
| CAS DataBase Reference | 88255-01-0(CAS DataBase Reference) |
| FDA UNII | U30C54N3MU |
| GHS pictogram | GHS08,GHS07,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H330-H372-H319-H361 |
| GHS precautionary statements | P201-P202-P281-P308+P313-P405-P501-P260-P264-P270-P314-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P264-P280-P305+P351+P338-P337+P313P |
Safety & Regulations
| GHS classification | DangerH319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P203, P260, P264, P264+P265, P270, P271, P280, P284, P304+P340, P305+P351+P338, P316, P318, P319, P320, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 53 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Ethanesulfonic acid, 2-(methoxycarbonyl)amino2-nitro-5-(propylthio)phenylaminomethyleneamino-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Hazard Classes and Categories | Eye Irrit. 2 (100%) |
| Signal word | Danger |
| GHS pictogram | GHS08,GHS07,GHS06 |
| GHS hazard statements | H330-H372-H319-H361 |
| GHS precautionary statements | P201-P202-P281-P308+P313-P405-P501-P260-P264-P270-P314-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P264-P280-P305+P351+P338-P337+P313P |
Applications & Uses
Uses
Phenylguanidine anthelmintic. Anthelmintic.
Preparation & Synthesis
Preparation
Nevirapine was prepared by reacting 2-chloro-N-(2-chloro-4-methyl-3-pyridyl)-3-pyridinecarbosilane with cyclopropylamine and cyclizing. The amination reaction was carried out at 130–150 °C for 5–8 hours using diethylene glycol dimethyl ether as the solvent and alkaline earth metals, zinc oxides, or hydroxides such as calcium oxide as the catalyst. The cyclization reaction also used diethylene glycol dimethyl ether as the inert solvent and sodium hydride as the catalyst, at 120–150 °C for 30–90 minutes. The solution was then distilled off, and the residue was hydrolyzed at 20–90 °C. After cooling, the hydrolysis residue was mixed with an inert solvent and an organic acid and stirred at 5–50 °C for 30–90 minutes. The product existed as a suspension. Separation, washing with water, and washing with alcohol yielded the target product, with a theoretical yield of 81.7–83.5%.