Introduction：Basic information about 2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE CAS 511-13-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Basic information
| Product Name: | 2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE |
| Synonyms: | 2-Chloro-[2-(dimethylamino)ethyl]-Phenyl-benzenemethanolhydrochloride;2-chloro-alpha-(2-(dimethylamino)ethyl)-alpha-phenyl-benzenemethanohydro;2-chloro-alpha-(2-(dimethylamino)ethyl)-benzhydrohydrochloride;2-chloro-alpha-[2-(dimethylamino)ethyl]-alpha-phenyl-benzenemethanohydro;detigon-bayer;pectolitan;refugal;sk74 |
| CAS: | 511-13-7 |
| MF: | C17H21Cl2NO |
| MW: | 326.26 |
| EINECS: | 208-124-9 |
| Product Categories: | Amines;Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol File: | 511-13-7.mol |
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2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Chemical Properties
| Melting point | 190-191° |
| storage temp. | Hygroscopic, Refrigerator, under inert atmosphere |
| solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| color | White to Off-White |
| Stability: | Hygroscopic |
| CAS DataBase Reference | 511-13-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | T |
| Risk Statements | 25 |
| Safety Statements | 36/37/39-45 |
| RIDADR | 3249 |
| RTECS | DC7600000 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| Toxicity | LD50 orally in rats: 350 mg/kg; s.c. in mice: 95 mg/kg (Lorenz) |
2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Usage And Synthesis
| Originator | Abehol,Pliva |
| Uses | A centrally-acting cough suppressant. It has local anesthetic and antihistamine properties, and may have anticholinergic effects at high doses. |
| Definition | ChEBI: Chlophedianol hydrochloride is a diarylmethane. |
| Manufacturing Process | To a suspension of 330.0 g of sodamide (moistened with toluene) in 1500 mlof absolute ether, a solution of 1080.0 g of o-chlorobenzophenone and 350.0g of acetonitrile in 3500 ml of absolute ether was gradually added dropwise,with stirring, such that the reaction temperature adjusted itself to 28°-30°C.The reaction mixture was stirred for 12 to 15 h at room temperature and wasthen added carefully to some ice water. The resulting solution was extracted 3times with ether. The ether solution was washed with water, dried overNa2SO4, filtered, and finally concentrated. When 1 L of petroleum ether wasadded, 1240.0 g (96% of theoretical) of β-phenyl-β-o-chlorophenylhydroacrylonitrile (melting point 90°-92°C) precipitated.
500.0 g of the β-phenyl-β-o-chlorophenyl-hydroacrylonitrile were dissolved in3 L of methanol and hydrogenated in the presence of 50.0 g of Raney cobaltat a temperature of 60°-70°C and a pressure of 80-85 ATM. Two moles ofhydrogen were absorbed, and after separation of the methanolic solution fromthe catalyst, 450.0 g of 1-o-chlorophenyl-1-phenyl-3-aminopropanol-1 ofmelting point 117°C were obtained.
Catalytic methylation of 1-o-chlorophenyl-1-phenyl-3-aminopropanol-1(hydrogenation in the presence of 2.2 mol of formaldehyde in aqueousmethanol with Raney nickel catalyst) yielded 450.0 g of l-o-chlorophenyl-1-phenyl-3 dimethylaminopropanol-1 of melting point 120°C.
In practice it is usually used as hydrochloride. |
| Brand name | Ulo (3MPharmaceuticals). |
| Therapeutic Function | Antitussive |
2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Preparation Products And Raw materials
| Raw materials | (2-Chlorophenyl)phenyl-methanone |
