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30653-83-9

30653-83-9 Structure

30653-83-9 Structure
IdentificationBack Directory
[Name]

parsalmide
[CAS]

30653-83-9
[Synonyms]

Parsal
MY-41-6
parsalmide
5-Amino-N-butyl-2-(2-propynyloxy)benzamide
5-Amino-N-butyl-2-(2-propyn-1-yloxy)benzamide
Benzamide, 5-amino-N-butyl-2-(2-propyn-1-yloxy)-
[EINECS(EC#)]

250-274-2
[Molecular Formula]

C14H18N2O2
[MDL Number]

MFCD00864361
[MOL File]

30653-83-9.mol
[Molecular Weight]

246.3
Chemical PropertiesBack Directory
[Melting point ]

83-85℃
[Boiling point ]

389.31°C (rough estimate)
[density ]

1.107
[refractive index ]

1.5500 (estimate)
[pka]

pKa (aq soln, 20°) 4.6 ±0.03
Hazard InformationBack Directory
[Originator]

Parsalmide,Shanghai Lansheng Corporation
[Definition]

ChEBI: Parsalmide is a member of benzamides.
[Manufacturing Process]

5-Acetylamino-2-acetoxybenzoyl chloride was obtained by reaction of 5acetylamino-2-acetoxy-benzoic acid with thionylchloride.
5-Acetylamino-N-butyl-2-hydroxybenzamide was produced in the result of treatment of 5-acetylamino-2-acetoxybenzoyl chloride with butylamine in the presence of sodium hydroxide
5-Acetamino-N-(n-butyl)-2-propargyloxybenzamide was obtained by reaction of 5-acetylamino-N-butyl-2-hydroxybenzamide with propargylbromide in the presence of sodium, isopropyl alcohol and sulfuric acid.
28.8 g (0.1 mole) 5-acetamino-N-(n-butyl)-2-propargyloxybenzamide in 320 ml of 4 N sulfuric acid was heated, under stirring, at 90°-95°C for 2 h. The clear solution was cooled and its pH adjusted to 1 with 1 N NaOH; after filtering, further alkali was subsequently added until a pH of 10 was obtained. At this point the product was separated by filtration and recrystallized from ethanol at 60°C to give 16.6 g (a yield of 68%) of chromatographically pure 5-amino-N-(n-hutyl)-2-propargyloxybenzamide; melting point 85°-87°C.
[Therapeutic Function]

Muscle relaxant, Antiinflammatory, Analgesic
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