69049-06-5 Usage
Uses
Used in Pharmaceutical Industry:
Alfentanil hydrochloride is used as an opioid analgesic receptor agonist for the treatment of severe pain. It is particularly effective as a narcotic analgesic in situations requiring rapid onset and short-term pain management.
Used in Surgical Procedures:
Alfentanil hydrochloride is used as an anesthetic agent during surgical procedures, especially for patients with compromised cardiac function, to provide effective pain relief and ensure a smooth surgical process.
Used in Research and Forensic Applications:
Alfentanil hydrochloride serves as an analytical reference standard in research settings, aiding in the development of new pain management therapies and understanding the mechanisms of opioid action. It is also utilized in forensic applications for the identification and analysis of controlled substances in legal investigations.
Originator
Jansseu (Belgium)
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.
Therapeutic Function
Narcotic analgesic
Check Digit Verification of cas no
The CAS Registry Mumber 69049-06-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,0,4 and 9 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 69049-06:
(7*6)+(6*9)+(5*0)+(4*4)+(3*9)+(2*0)+(1*6)=145
145 % 10 = 5
So 69049-06-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H32N6O3.ClH/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26;/h6-10H,4-5,11-17H2,1-3H3;1H
69049-06-5Relevant academic research and scientific papers
Jaime, Carlos,Virgili, Albert,Portillo, Susana,Caparros, Antoni,Burusco, Kepa K.
, p. 440 - 447 (2014)
The configurational and conformational structure of alfentanil hydrochloride (1) was studied by nuclear magnetic resonance and theoretical calculations. Compound 1 is best described by equilibrium between two stereoisomeric piperidinium rings with the N-s
SUBSTITUTED 4-AMINO-PIPERIDINES
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Page/Page column 32, (2010/02/17)
The present invention relates to new substituted 4-amino-piperidine opioid receptor modulators, pharmaceutical compositions thereof, and methods of use thereof