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bezitramide
- CAS No.15301-48-1
- Chemical Name:bezitramide
- CBNumber:CB5901881
- Molecular Formula:C31H32N4O2
- Formula Weight:492.61
- MOL File:15301-48-1.mol
bezitramide Property
- Melting point 145-149°; mp 124.5-126°
- Boiling point 586.35°C (rough estimate)
- Density 1.1470 (rough estimate)
- refractive index 1.6000 (estimate)
- pka 8.21±0.10(Predicted)
- color White, crystalline powder
- FDA UNII 3KXW0Y310I
- ATC code N02AC05
Safety
- Toxicity :LD50 orally in mice, rats: 2101, 141 mg/kg (Janssen)
- Symbol(GHS)
- Signal word
- Hazard statements
- Precautionary statements
bezitramide Chemical Properties,Usage,Production
- Originator Bezitramide,ZYF Pharm Chemical
- Uses Bezitramide is a narcotic analgesic agonist with modified pipiridine N-substituents whose binding affinity to the ORL1 and N-methyl-D-aspartate (NMDA) receptors is of research interest.
- Definition ChEBI: Bezitramide is a nitrile.
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Manufacturing Process
A mixture of 6.9 parts 4-bromo-2,2-diphenylbutyronitrile, 5 parts 4-(2-oxo-1-
benzimidazolinyl)piperidine, 7.3 parts sodium carbonate, a few crystals of
potassium iodide in 160 parts 4-methyl-2-pentanone is stirred and refluxed
for 12 hours. After cooling the reaction mixture, 100 parts water is added.
The aqueous layer is separated and extracted with 4-methyl-2-pentanone. The
combined organic layer are dried over MgSO4 and evaporated. The oily
residue is dissolved in a mixture of 24 parts diisopropylether and 24 parts
isopropanol. After cooling overnight to -20°C, 5.3 parts product are obtained.
This crop is boiled in 72 parts 4-methyl-2-pentanone and cooled to 0°C,
yielding 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-1-benzimidazolinyl)
piperidine, melting point 225-226°C, as a grey-white amorphous powder.
A mixture of 5 parts 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-1- benzimidazolinyl)piperidine, 7.5 parts propionic acid anhydride and 80 parts benzene is stirred and refluxed for 16 hours. After cooling, the reaction mixture is washed twice with 100 parts water. The aqueous layer is dried over potassium carbonate, filtered and evaporated. The residue is recrystallized from 60 parts of ether, yielding 4 parts crude 1-(3-cyano-3,3-diphenylpropyl)- 4-(2-oxo-3-propionyl-1-benzimidazolinyl)piperidine. This crop is recrystallized from 20 parts m-methyl-2-pentanone 4-ethyl-2-pentanone, yielding 1-(3-cyano-3,3-diphenylpropyl)-4-(2-oxo-3-propionyl-1-benzimidazolinyl)piperidine with melting point: 124.5-126°C as a pale yellow amorphous powder. - Therapeutic Function Narcotic analgesic, Antitussive
- Safety Profile Poison by ingestion. Caution: Maybe habit forming. This is a controlled substance (opiate)listed in the U.S. Code of Federal Regulations, Title 21Part 1308.12 (1985). When heated to decomposition itemits toxic fumes of NOx and CN-.
bezitramide Preparation Products And Raw materials
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15301-48-1, bezitramideRelated Search:
- 贝齐米特
- 15301-48-1
- FLKWNFFCSSJANB-UHFFFAOYSA-N
- 1-Piperidinebutanenitrile, 4-[2,3-dihydro-2-oxo-3-(1-oxopropyl)-1H-benzimidazol-1-yl]-α,α-diphenyl-
- R 4845
- 1-[1-(3-Cyano-3,3-diphenylpropyl)-4-piperidinyl]-1,3-dihydro-3-(1-oxopropyl)-2H-benzimidazol-2-one
- bezitramide
