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69049-06-5

69049-06-5 Structure

69049-06-5 Structure
IdentificationBack Directory
[Name]

ALFENTANIL HYDROCHLORIDE
[CAS]

69049-06-5
[Synonyms]

D00835
Alfenta (tn)
Alfentanyl Hydrochloride
ALFENTANIL HYDROCHLORIDE
AQORHZJDCHLLJN-UHFFFAOYSA-N
Alfentanil hydrochloride (usp)
Alfentanil hydrochloride solution
Methanol(test AlfentanilHCl,1.0mg/mLasfreebase)
N-[1-[2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl]-N-phenylpropionamide hydrochloride
N-[1-[2-(4-Ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)-4-piperidinyl]-N-phenyl-propanamide Hydrochloride
N-(1-(2-(4-ethyl-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethyl)-4-(methoxymethyl)piperidin-4-yl)-N-phenylpropionamide hydrochloride
N-[1-[2-(4-Ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide monohydrochloride
[EINECS(EC#)]

273-846-3
[Molecular Formula]

C21H33ClN6O3
[MDL Number]

MFCD00941457
[MOL File]

69049-06-5.mol
[Molecular Weight]

452.98
Chemical PropertiesBack Directory
[Melting point ]

92-94?C
[Fp ]

9℃
[storage temp. ]

Controlled Substance, -20°C Freezer
[solubility ]

Freely soluble in water, in ethanol (96 per cent) and in methanol.
[form ]

A crystalline solid
[Stability:]

Hygroscopic
Safety DataBack Directory
[Hazard Codes ]

F,T
[Risk Statements ]

11-23/24/25-39/23/24/25
[Safety Statements ]

16-36/37-45
[RIDADR ]

UN1230 - class 3 - PG 2 - Methanol, solution
[WGK Germany ]

2
Hazard InformationBack Directory
[Description]

Alfentanil (hydrochloride) (Item No. 19292) is an analytical reference standard characterized as an opioid. Alfentanil is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
[Description]

Alfentanil is a narcotic analgesic with a more rapid onset and shorter duration of action than its structural relative fentanyl. The primary utility of alfentanil is in surgical analgesia/anesthesia, especially for cardiac compromised patients and in procedures of short duration.
[Chemical Properties]

Tan Solid
[Originator]

Jansseu (Belgium)
[Uses]

An opioid analgesic receptor agonist for pain treatment. Tetrazole derivative of Fentanyl. Analgesic (narcotic). Controlled substance (opiate)
[Manufacturing Process]

A mixture of 22 parts of 1-ethyl-1,4-dihydro-5H-tetrazol-5-one, 45 parts of 1- bromo-2-chloroethane, 26 parts of sodium carbonate, 0.3 part of potassium iodide and 240 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. The reaction mixture is cooled, water is added and the layers are separated. The aqueous phase is extracted three times with dichloromethane. The combined organic phases are dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions are collected and the eluent is evaporated, yielding 28.4 parts (80%) of 1-(2-chloroethyl)-4-ethyl- 1,4-dihydro-5H-tetrazol-5-one as a residue.
A mixture of 1.8 parts of 1-(2-chloroethyl)-4-ethyl-1,4-dihydro-5H-tetrazol-5- one, 3.45 parts of N-[4-(methoxymethyl)-4-piperidinyl]-Nphenylpropanamide, 5 parts of sodium carbonate, 0.2 part of potassium iodide and 240 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. The reaction mixture is poured onto water and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silicagel using a mixture of trichloromethane and methanol (97:3 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is converted into the hydrochloride salt in 2-propanone. The salt is filtered off and crystallized from 2-propanone, yielding 1.5 parts (33.3%) of N-[1-[2-(4-ethyl- 4,5-dihydro-5-oxo-1H-tetrazol-1-yl]-4-(methoxymethyl)-4-piperidinyl]-Nphenylpropanamide monohydrochloride monohydrate; melting point 140.8°C.
[Brand name]

Alfenta (Akorn);RAPIFEN.
[Therapeutic Function]

Narcotic analgesic
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