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Chlophedianol

Chlophedianol structure

CAS No:
791-35-5
Formula:
C17H20ClNO
Chemical Name:
Chlophedianol
Synonyms:
Benzenemethanol,2-chloro-α-[2-(dimethylamino)ethyl]-α-phenyl-;Benzhydrol,2-chloro-α-[2-(dimethylamino)ethyl]-;2-Chloro-α-[2-(dimethylamino)ethyl]-α-phenylbenzenemethanol;2-Chloro-α-(2-dimethylaminoethyl)benzhydrol;1-o-Chlorophenyl-3-dimethylamino-1-phenylpropan-1-ol;Clofedanol;1-Phenyl-1-o-chlorophenyl-3-(dimethylamino)-1-propanol;Chlophedianol;α-(Dimethylaminoethyl)-o-chlorobenzhydrol;1-o-Chlorophenyl-1-phenyl-3-dimethylamino-1-propanol;1-Phenyl-1-(o-chlorophenyl)-3-dimethylaminopropanol;Tussistop;Calmotusin;(±)-Chlophedianol;NSC 113595;65460-06-2
Categories:
Organic Chemistry > Amides

Description

Solid

Clofedanol is a diarylmethane that is 2-chlorophenyl(phenyl)methane substituted on the methane carbon by a 2-(dimethylamino)ethyl group. Used in the treatment of dry cough, it suppresses the cough reflex by a direct effect on the cough centre in the medulla of the brain. It has a role as an antitussive. It is a diarylmethane and a tertiary amino compound.|Clofedanol is a centrally-acting cough suppressant available in Canada under the trade name Ulone. It is not available in the United States.

Chlophedianol Basic Attributes

Molecular Weight：

289.7998

Exact Mass：

289.80

EC Number：

212-340-9

NSC Number：

113595

DSSTox ID：

DTXSID4022789

ATC Code：

R - Respiratory system

Characteristics

PSA：

23.5

XLogP3：

3.52760

Appearance：

Solid

Melting Point：

120 °C

Water Solubility：

6.21e-02 g/L

Toxicity：

LD50 i.v. in mice: 70 mg/kg (Lorenz)

Safety Information

Precautionary statement(s)：

P264, P270, P301+P310, P321, P330, P405, P501

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

Drug Indication：

Used in the treatment of dry cough.

Pharmacology：

Chlophedianol (or Clofedanol) is a centrally-acting cough suppressant. It has local anesthetic and antihistamine properties, and may have anticholinergic effects at high doses.

Metabolism/Metabolites：

Hepatic.

Mechanism of Action：

Suppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.

MeSH Entry Terms：

2-chloro-alpha-(2-dimethylaminoethyl)benzhydrol

Computed Properties

Molecular Weight:289.8
XLogP3:3.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:289.1233420
Monoisotopic Mass:289.1233420
Topological Polar Surface Area:23.5
Heavy Atom Count:20
Complexity:291
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes