2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE
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
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 ml
of absolute ether, a solution of 1080.0 g of o-chlorobenzophenone and 350.0
g 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 was
then added carefully to some ice water. The resulting solution was extracted 3
times with ether. The ether solution was washed with water, dried over
Na2SO4, filtered, and finally concentrated. When 1 L of petroleum ether was
added, 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 in
3 L of methanol and hydrogenated in the presence of 50.0 g of Raney cobalt
at a temperature of 60°-70°C and a pressure of 80-85 ATM. Two moles of
hydrogen were absorbed, and after separation of the methanolic solution from
the catalyst, 450.0 g of 1-o-chlorophenyl-1-phenyl-3-aminopropanol-1 of
melting 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 aqueous
methanol 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 (3M Pharmaceuticals).
Therapeutic Function
Antitussive
2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Preparation Products And Raw materials
Raw materials
2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDESupplier
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2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE(511-13-7)Related Product Information
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