Anileridine
- CAS NO.:144-14-9
- Empirical Formula: C22H28N2O2
- Molecular Weight: 352.47
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-15 10:43:25
What is Anileridine?
Absorption
Anileridine is absorbed by all routes of administration.
Toxicity
Symptoms of overexposure include dizziness, perspiration, a feeling of warmth, dry mouth, visual difficulty, itching, euphoria, restlessness, nervousness and excitement have been reported.
Originator
Leritine HCl,Merck Sharp and Dohme,US,1958
The Uses of Anileridine
A synthetic analgesic drug. 4-phenylpiperidine derivative that is an analog of Meperidine (M223900) with increased analgesic activity.
Background
Anileridine is a synthetic opioid and strong analgesic medication. It is a narcotic pain reliever used to treat moderate to severe pain. Narcotic analgesics act in the central nervous system (CNS) to relieve pain. Some of their side effects are also caused by actions in the CNS.
Indications
For treatment and management of pain (systemic) and for use as an anesthesia adjunct.
definition
ChEBI: A piperidinecarboxylate ester that is the ethyl ester of isonipecotic acid in which the hydrogen alpha- to the carboxyl group is substituted by a phenyl group, and the hydrogen attached to the nitrogen is substituted by a 2-(4-aminophenyl) thyl group.
Manufacturing Process
A mixture of 7.8 grams (0.05 mol) of β-(p-aminophenyl)ethyl chloride
hydrochloride, 12.5 grams (0.025 mol) of 4-phenyl-4-carboethoxypiperidine
carbonate, 10.5 grams (0.125 mol) sodium bicarbonate, and 100 cc of
anhydrous ethanol are mixed, stirred and heated under reflux for a period of
approximately 40 hours and then concentrated in vacuum to dryness. The
residual material is triturated with 50 cc of water, decanted, washed by
decantation with an additional 50 cc of water, and then dried in vacuum to
give N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine.
The N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine is dissolved
in 50 cc of hot anhydrous ethanol, an excess (about 20 cc) of 20% alcoholic
hydrochloric acid solution is added; upon scratching the side of the container
crystals form. One hundred cubic centimeters of ether are then added to the
mixture, the ethereal mixture is cooled, and the crystalline material which
precipitates is recovered by filtration, washed with ether, and dried to give
12.7 grams of N-[β-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine
dihydrochloride which can be further purified by recrystallization from ethanol
or methanal to give substantially pure material; MP 275-277°C.
brand name
Leritine (Merck).
Therapeutic Function
Narcotic analgesic
Pharmacokinetics
Anileridine, a potent analgesic, is an analog of pethidine. Anileridine is useful for the relief of moderate to severe pain. It may also be used as an analgesic adjunct in general anesthesia in the same manner as meperidine to reduce the amount of anesthetic needed, to facilitate relaxation, and to reduce laryngospasm. In addition, anileridine exerts mild antihistaminic, spasmolytic and antitussive effects. Anileridine's main pharmacologic action is exerted on the CNS. Respiratory depression, when it occurs, is of shorter duration than that seen with morphine or meperidine when equipotent analgesic doses are used.
Safety Profile
Poison by ingestion,subcutaneous, intravenous, and intraperitoneal routes.When heated to decomposition it emits toxic fumes ofNOx.
Metabolism
Hepatic
Properties of Anileridine
Melting point: | 83°C |
Boiling point: | 486.07°C (rough estimate) |
Density | 1.1096 (rough estimate) |
refractive index | 1.6500 (estimate) |
solubility | DMSO (Slightly), Ethyl Acetate (Soluble) |
pka | 8.41±0.10(Predicted) |
form | Solid |
Safety information for Anileridine
Computed Descriptors for Anileridine
New Products
3-Pyridineacrylic acid 3-Bromo-4-fluorophenol N-Boc-Ethylenediamine cis-[2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl-4-methylbenzenesulphonate 4-Aminotetrahydropyran hydrochloride 4,5-Dibromopyridazin-3-one N-Benzyl-3-hydroxypiperidine 2-Methyl-4-nitrobenzoic acid 2-(4-bromophenyl)-2-methylpropanoic acid 4-Acetyl-2-methylbenzoicacid Acetyl-meldrum's acid Ethyl-4-Pyrazole carboxylate 2,6-Pyridinedimethanol 5,7-Dichloro-3H-Imidazo[4,5-B]Pyridine 5-Bromo-2-Methoxy-4-Methyl-3-Nitropyridine 2-Fluoro-5-Iodopyridine 2-Fluoro-5-Methylpyridine 2-Chloro-3-Bromo-5-Amiopyridine METHYL-4-(BUTYRYLAMINO)3-METHYL-5-NITROBENZOATE TRANS-CYCLOBUTANE-1,2- DICARBOXYLIC ACID 5-Nitro indazole R-(-)-5-(2-AMINO-PROPYL)-2-METHOXY-BENZENESULFONAMIDE 1,3-cyclohexanedione 4-AminophenaethylalcholRelated products of tetrahydrofuran
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