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ketobemidone
- CAS No.469-79-4
- Chemical Name:ketobemidone
- CBNumber:CB3879300
- Molecular Formula:C15H21NO2
- Formula Weight:247.33
- MOL File:469-79-4.mol
ketobemidone Property
- Melting point 156-157°
- Boiling point 390.37°C (rough estimate)
- Density 1.0267 (rough estimate)
- refractive index 1.5130 (estimate)
- solubility Freely soluble in water, soluble in ethanol (96 per cent), very slightly soluble in methylene chloride.
- form Solid
- pka pKa 8.52/9.65(H2O) (Uncertain)
- color Pale Beige to Light Beige
- FDA UNII PQS1L514CF
- ATC code N02AB01
- Symbol(GHS)
- Signal word
- Hazard statements
- Precautionary statements
ketobemidone Chemical Properties,Usage,Production
- Chemical Properties ketobemidone is white or almost white, crystalline powder.
- Originator Ketobemidone,Shanghai Lancheng Corporation
- Uses ketobemidone is an opioid analgesic. Used as a substitute to morphine for postoperative pain in children.
- Definition ChEBI: Ketobemidone is a member of piperidines.
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Manufacturing Process
The process includes the following steps:
1. 80 weight parts (w.p.) powder of sodium amide was added to 147 w.p. 3- methoxy-benzylcyanide, 156 w.p. N,N-bis(2-chloroethyl)-N-methylamine and 350 w.p. toluene in 6-8 portions by stirring at 40°-45°C. The mixture was slowly heated to 100°-105°C with stirring for 1 hour at this temperature. Some water was added after cooling, the toluene layer was treated with diluted HCl and it therefrom was adjusted to a alkaline pH by addition of sodium hydroxide, extracted with ether and the ether layer dried over Na2CO3. The solvent was removed; the distillation of the residue gave 4-cyan- 4-(3-metoxyphenyl)-1-methylpiperidine as a colorless oil; BP 150°C at 2 mm/Hg, hardened by standing; MP 44°C. The yield was 65-68%.
2. The solution of ethyl magnesium bromide from 36 w.p. magnesium and 165 w.p. ethyl bromide in 700 w.p. ether was added to 230 w.p. above cyanide in 330 w.p toluene. The mixture was refluxed for 1 hour. Then the ether was slowly distilled and the residue was stood for 1 hour at water bath temperature. After cooling with an ice the mixture was acidified by addition of HCl to adjust the congo acid pH. 4-(3-Methoxyphenyl-1-methyl-4- propipnylpiperidine was prepared by a saturation of above solution with NH3 and it therefrom was dried over K2CO3 and distilled to give a colorless product BP 184°-185°C at 6 mm/Hg.
3. The mixture 261 w.p 4-(3-methoxyphenyl)-1-methyl-4-propipnylpiperidine and 750 w.p. HBr (BP 126°C) was refluxed for 1 hour. Then 2/3 of acid was distilled on an oil bath and the hot water was added to the rest. The title product was precipitated by NH3 as the oil that became hard and after recrystallisation from ethylacetate had MP 156°-157°C. - Therapeutic Function Narcotic analgesic
ketobemidone Preparation Products And Raw materials
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469-79-4, ketobemidone Related Search:
- Pharmaceuticals
- Intermediates & Fine Chemicals
- Heterocycles
- Aromatics
- 凯托米酮
- 469-79-4
- 1-[4-(3-hydroxyphenyl)-1-methylpiperidin-4-yl]propan-1-one
- Cliradone
- Cliradon
- Ciba 7115
- Cetobemidon
- A 21 Lundbeck
- 1-Propanone, 1-[4-(m-hydroxyphenyl)-1-methyl-4-piperidyl]-
- 1-Propanone, 1-[4-(3-hydroxyphenyl)-1-methyl-4-piperidinyl]-
- NSC 117863-d3
- K 4710-d3
- Ciba 7115-d3
- CetobeMidone-d3
- A 21 Lundbeck-d3
- 4-(M-Hydroxyphenyl)-1-Methyl-4-piperidyl Ethyl Ketone-d3
- 1-[4-(M-Hydroxyphenyl)-1-Methyl-4-piperidyl]-1-propanone-d3
- 1-[4-(3-Hydroxyphenyl)-1-Methyl-4-piperidinyl]-1-propanone-d3
- NSC 117863
- K 4710
- 4-(M-Hydroxyphenyl)-1-Methyl-4-piperidyl Ethyl Ketone
- 1-[4-(3-Hydroxyphenyl)-1-Methyl-4-piperidinyl]-1-propanone
- ketobemidone
- 1-[4-(m-Hydroxyphenyl)-1-methyl-4-piperidyl]-1-propanone
- Ethyl 4-(3-hydroxyphenyl)-1-methylpiperidin-4-yl ketone
- Cetobemidone
- 1-[4-(3-Hydroxyphenyl)-1-methylpiperidin-4-yl]-1-propanone
