132539-07-2 Usage
Description
Remifentanil Hydrochloride, also known as Ultiva, is a synthetic μ-opioid agonist used in the medical field. It is a potent, short-acting analgesic with rapid onset and offset, making it ideal for use in general anesthesia and immediate post-operative pain management. Remifentanil Hydrochloride is prepared through the Michael addition of a 4,4-disubstituted piperidine to methyl acrylate and is approximately 30 times more potent than its chemical relative, alfentanil. Remifentanil Hydrochloride is a white solid and is classified as a controlled substance due to its opiate nature.
Uses
Used in Anesthesia:
Remifentanil Hydrochloride is used as an anesthetic agent for general anesthesia. Its rapid onset (1.6 min) and rapid offset (5.4 min) independent of the duration of administration make it a preferred choice for surgeries where precise control of the depth of anesthesia is required.
Used in Post-operative Pain Management:
Remifentanil Hydrochloride is used as an analgesic for immediate post-operative pain management. Its unique pharmacokinetic properties allow for a quick and effective relief of pain during the initial recovery period following surgery.
Used in Pharmaceutical Research:
Remifentanil Hydrochloride is used as a research compound in the development of new pharmaceuticals targeting the μ-opioid receptor. Its potent and short-acting nature provides valuable insights into the design and optimization of novel analgesic drugs.
Used in Drug Delivery Systems:
Remifentanil Hydrochloride can be utilized in the development of innovative drug delivery systems to improve its bioavailability, stability, and targeted delivery to specific tissues or organs. This may involve the use of various carriers, such as nanoparticles or liposomes, to enhance the drug's therapeutic outcomes and minimize potential side effects.
Originator
Glaxo Wellcome (UK)
Biochem/physiol Actions
Remifentanil hydrochloride is a mu opioid receptor agonist, anesthetic, and analgesic compound. Remifentanil was developed as an ultra-short-acting mu opioid receptor agonist with improved pharmacodynamic properties.
Pharmacokinetics
Remifentanil is much like alfentanil in its pharmacodynamic effects. It is a selective μ opioid agonist
with 15 to 20 times greater potency than alfentanil. Remifentanil has an onset of
action of 1 to 3 minutes when given intravenously. Its unique property is its rapid
offset of action, which is independent of the duration of administration of the compound. Thus, it is
very useful for titration of antinociceptive effect, followed by a rapid and predictable recovery time
of 3 to 5 minutes. The short duration of action is a result of the ester group, which has been
rationally designed into the substituent on the piperidine nitrogen. This ester group is rapidly
hydrolyzed to the inactive carboxylic acid by serum and tissue esterases, making the drug's
duration of action essentially independent of the liver or renal function of the patient. Remifentanil
is used extensively for analgesia associated with general anesthesia procedures. It often is used in
combination with injectable general anesthetic agents, such as midazolam or propofol.
Check Digit Verification of cas no
The CAS Registry Mumber 132539-07-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,5,3 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 132539-07:
(8*1)+(7*3)+(6*2)+(5*5)+(4*3)+(3*9)+(2*0)+(1*7)=112
112 % 10 = 2
So 132539-07-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H28N2O5.ClH/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2;/h5-9H,4,10-15H2,1-3H3;1H
132539-07-2Relevant articles and documents
INTERMEDIATES FOR THE PREPARATION OF REMIFENTANIL HYDROCHLORIDE
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, (2020/05/14)
A new intermediate for synthesizing 1-substituted-4-[phenyl(propanoyl)amino]piperidine-4-carbonitrile derivatives is laid open. Specifically set out is a method for use of this intermediate in the preparation of remifentanil. The enclosed shorter process offers a greater yield of products with higher purity as compared to methods reported in the prior art.
Alternate Process for Remifentanil Preparation
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Page/Page column 9, (2010/05/13)
An alternate process for synthesizing opiate or opioid analgesics and anesthetics, and intermediates thereof is provided. In particular, a process of synthesizing synthetic opiate or opioid compounds such as, for example, remifentanil, carfentanil, sufentanil, fentanyl, and alfentanil are disclosed.
PROCESS FOR SYNTHESIZING REMIFENTANIL
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Page/Page column 25, (2008/06/13)
A process for synthesizing remifentanil or carfentanil, as well as intermediates for use in the preparation of synthetic opiate or opioid compounds. The process comprising reacting a 4-amino 4-carbamyl piperidine with a base in a closed reaction chamber at elevated temperature and pressure to form to intermediate which may be esterified with an alcohol, alkylated, and acylated to produce a synthetic opiate or opioid compound.