Basic information
- CAS
791-35-5- Standard SMILES
CN(C)CCC(O)(c1ccccc1)c1ccccc1Cl- InChIKey
WRCHFMBCVFFYEQ-UHFFFAOYSA-N- Molecular formula
- C17H20ClNO
- Average molar mass
- 289.8 g/mol
- Monoisotopic mass
- 289.123342
Overview
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 tertiary amino compound and a diarylmethane. It is a conjugate base of a clofedanol(1+).
Names & identifiers
- Preferred name
- Chlophedianol
- IUPAC
- 1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol
- English name
- clofedanol
- Molecular formula
- C17H20ClNO
- Molecular weight
- 289.7998
Names & synonyms
CHLOPHEDIANOLClofedanol791-35-5ChlofedanolTussistopClophedianol baseAntitussinClofedanolumClofedianolo1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol1-Phenyl-1-(o-chlorophenyl)-3-dimethylaminopropanolalpha-(Dimethylaminoethyl)-o-chlorobenzhydrol
Show more names
DencylclofedanoCalmotusinNSC 113595ClophedianolCHLOPHENDIANOL
2-Chloro-alpha-(2-(dimethylamino)ethyl)benzhydrolDTXSID4022789NSC-113595CHEBI:13520742C50P12APDTXCID602789clofedanoloRefChem:577726
Database identifiers
- CAS
791-35-5- PubChem CID
- 2795
- DTXSID
DTXSID4022789- ChEMBL
CHEMBL1201313- ChEBI
CHEBI:135207- UNII
- 42C50P12AP
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 23.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 291
Experimental & physicochemical properties
Solubility6.21e-02 g/L
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 120 ° · 120°
- Boiling point
- 429.8 · 429.8±45.0 °C(Predicted)
- Density
- 1.148 · 1.148±0.06 g/cm3(Predicted)
- pka
- 13.03 · 13.03±0.29(Predicted)
- CAS DataBase Reference
- 791 · 791-35-5
- FDA UNII
- 42 C50P12AP · 42C50P12AP
- ATC code
- 5 DB10 · R05DB10
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501
- Toxicity
- 50 i.v · LD50 i.v. in mice: 70 mg/kg (Lorenz)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory InformationREACH registered substance: Clofedano (EC: 212-340-9)
Other Safety InformationIMAP assessments - Benzenemethanol, 2-chloro-.alpha.-[2-(dimethylamino)ethyl]-.alpha.-phenyl-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxicology
Health EffectsMay have anticholinergic effects at high doses.
Exposure RoutesOral
Toxicity SummarySuppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- Toxicity
- LD50 i.v. in mice: 70 mg/kg (Lorenz)
- Signal word
- Danger
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
QR - Respiratory system
PharmacodynamicsChlophedianol (or Clofedanol) is a centrally-acting cough suppressant. It has local anesthetic and antihistamine properties, and may have anticholinergic effects at high doses.
Mechanism of ActionSuppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.
Metabolism/Metabolites
Hepatic.
Hepatic.
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed in the treatment of dry cough.
Applications
Uses(±)-Chlophedianol is an inhalation eutectic compound, used for treatment of respiratory diseases.Also, used in preparation of Deuterated morphine derivatives useful in treatment of pain or as as antitussive agents with reduced risk of possibility of drug abuse.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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