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1223-36-5

1223-36-5 Structure

1223-36-5 Structure
IdentificationBack Directory
[Name]

clofexamide
[CAS]

1223-36-5
[Synonyms]

NP-246
ANP246
ANP-246
ANP 246
IEM-455
clofexamide
Amichlophene
Chlofexamide
2-(4-Chlorophenoxy)-N-[2-(diethylamino)ethyl]acetamide
Acetamide, 2-(4-chlorophenoxy)-N-[2-(diethylamino)ethyl]-
[EINECS(EC#)]

214-951-6
[Molecular Formula]

C14H21ClN2O2
[MDL Number]

MFCD00864305
[MOL File]

1223-36-5.mol
[Molecular Weight]

284.78
Chemical PropertiesBack Directory
[Melting point ]

45 °C
[Boiling point ]

124.5°C (rough estimate)
[density ]

1.1742 (rough estimate)
[refractive index ]

1.5200 (estimate)
[pka]

14.19±0.46(Predicted)
Hazard InformationBack Directory
[Originator]

Clofexamide ,CNRS
[Uses]

Clofexamide (ANP 246; Amichlophene) is a potent antidepressant agent. Clofexamide also shows anti-inflammatory activity[1][2].
[Manufacturing Process]

In 1 L of water there is dissolved 116.0 g (1 mole) of N,Ndiethylethylenediamine and, under vigorous stirring at a temperature maintained below 50°C, there is added 205.0 g (1 mole) of the chloride of pchlorphenoxyacetic acid. The solution becomes rapidly homogeneous; the formation of the basic amide hydrochloride is rapidly completed by further stirring the reaction mixture for 2 h at about 20°C. Then an excess of soda lye is added and the basic amide formed is extracted by ether. The ethereal solution is dried on anhydrous sodium sulfate and ether is distilled after that the residue is dried. So 2-(p-chlorophenoxy)-N-(2-(diethylamino)ethyl) acetamide is obtained.
[Therapeutic Function]

Antidepressant, Analgesic, Antiinflammatory, Local anesthetic
[References]

[1] Irino O, et al. Studies on absorption, biotransformation and excretion of drug. 1. Metabolites of clofexamide in rat. Chem Pharm Bull (Tokyo). 1972 Jan;20(1):47-55. DOI:10.1248/cpb.20.47
Safety DataBack Directory
[Toxicity]

LD50 oral in rat: 1040mg/kg
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34161-24-5

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