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511-13-7

511-13-7 Structure

511-13-7 Structure
IdentificationMore
[Name]

2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE
[CAS]

511-13-7
[Synonyms]

2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE
CHLOPHEDIANOL
CHLOPHEDIANOL HYDROCHLORIDE
1-o-chlorophenyl-1-phenyl-3-dimethylamino-1-propanolhydrochloride
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
alpha-(2-dimethylaminoethyl)-o-chlorobenzhydrolhydrochloride
bayer-186
bayerb-186
chlorphedianol,hydrochloride
clofedanolhydrochloride
clophedianolhydrochloride
coldrin
detigon
detigon-bayer
pectolitan
refugal
sk74
[EINECS(EC#)]

208-124-9
[Molecular Formula]

C17H21Cl2NO
[MDL Number]

MFCD00079013
[Molecular Weight]

326.26
[MOL File]

511-13-7.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R25:Toxic if swallowed.
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

(2-Chlorophenyl)phenyl-methanone
Hazard InformationBack Directory
[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
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