53648-55-8 Usage
Description
Dezocine is an injectable agonisthtagonist analgesic indicated when an opioid
analgesic is suitable for the management of pain. The drug differs from other opioid
agonisthtagonists by having a high affinity for both the mu and delta receptors and a
low effect on kappa receptors. Dezocine is reported to have a rapid onset of action,
short half-life and low abuse potential with insignificant side effects.
Originator
Wyeth-Ayerst (American Home Products) (U.S.A.)
Uses
Dezocine is an opioid analgesic that is related to Pentazocine (P274300). Dezocine is used to relieve post-operative pain with its potency comparable to Meperidine (M223900).
Definition
ChEBI: (7S,8S)-7-Amino-8-methyl-5,6,7,8-tetrahydronaphthalen-2-ol in which the hydrogen at position 8 and one of the hydrogens at position 6 are substituted by each end of a tetramethylene bridge. A synthetic opioid analgesic, it
has mixed opiod agonist and antagonist properties. Although it is used for pain management, it can produce opioid withdrawal syndrome in patients already dependent on other opioids, and its clinical application is limited by side effects such as dizziness.
Brand name
Dalgan (AstraZeneca).
Biological Functions
Dezocine (Dalgan) is a synthetic aminotetralin derivative
with potent agonist–antagonist effects.The onset of
activity and potency as an analgesic are comparable to
those of morphine. Although the drug requires glucuronidation
during metabolism, patients with hepatic
insufficiency clear it normally.The main route for clearance
is the kidney.Thus, patients with renal dysfunction
are prone to buildup of dezocine over time. As an antagonist,
dezocine is more potent than pentazocine. As
an agonist, dezocine produces analgesia and respiratory
depression (which is readily reversed by naloxone), but
unlike pentazocine, it has little if any effect on the cardiovascular
system.
Dezocine is indicated as an analgesic for moderate
to severe pain. In addition, it shows promise in chronic
pain states, such as with victims of severe burns.
Contraindications and adverse effects of the drug are
similar to those described for morphine. No tendency
toward abuse has been demonstrated thus far.
Mechanism of action
Dezocine is classified as a mixed agonist/antagonist. The SAR of dezocine is unique among the
opioids. It is a primary amine, whereas all other nonpeptide opioids are tertiary amines. Its exact
receptor selectivity profile has not been reported; however, its pharmacology is most similar to that
of buprenorphine. It seems to be a partial agonist at μ receptors, to have little effect at κ receptors,
and to exert some agonist effect at δ receptors.
Clinical Use
It is useful for the treatment of moderate to severe pain. It is available for intramuscular and intravenous dose. The drug is indicated for postoperative and cancerinduced pain.
Check Digit Verification of cas no
The CAS Registry Mumber 53648-55-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,6,4 and 8 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 53648-55:
(7*5)+(6*3)+(5*6)+(4*4)+(3*8)+(2*5)+(1*5)=138
138 % 10 = 8
So 53648-55-8 is a valid CAS Registry Number.
InChI:InChI=1/C16H23NO/c1-16-8-4-2-3-5-12(15(16)17)9-11-6-7-13(18)10-14(11)16/h6-7,10,12,15,18H,2-5,8-9,17H2,1H3/t12-,15+,16+/m1/s1
53648-55-8Relevant articles and documents
Dezocine production process
-
Paragraph 0045; 0059; 0062, (2019/10/10)
The invention provides a dezocine production process, and relates to the technical field of medical chemistry. The dezocine production process comprises the following steps of 1) synthesis of dezocine ammonium salt, 2) synthesis of methyl dezocine salt, 3) synthesis of a crude dizocine product and 4) refining and packaging of the crude dizocine product. By means of the four processes of synthesis of dezocine ammonium salt, synthesis of methyl dezocine salt, synthesis of the crude dizocine product and refining and packaging of the crude dizocine product, the synthesis steps and the reaction conditions are optimized, the synthesis cycle is shortened, and meanwhile the detailed processes of the synthesis of dezocine ammonium salt, synthesis of methyl dezocine salt, synthesis of the crude dizocine product and refining of the crude dizocine product are described in details; key process parameters and product quality standards are defined, thus the dezocine production process can rapidly grasp key control points, and the synthesis reaction can be helped to be conducted efficiently and stably.
DEZOCINE ANALOGUE
-
Paragraph 0086; 0101; 0102, (2018/11/27)
Disclosed in the present invention is a Dezocine analogue, and particularly disclosed are compounds represented by formula (I), (II) and (III), a pharmaceutically acceptable salt or tautomer thereof.
Asymmetric alkylation of α-aryl substituted carbonyl compounds by means of chiral phase transfer catalysts. Applications for the synthesis of (+)-podocarp-8(14)-en-13-one and of (-)-Wy-16,225, a potent analgesic agent
Nerinckx,Vandewalle
, p. 265 - 276 (2007/10/02)
Asymmetric induction in the alkylation (alkyl halides and enones) of α-aryl substituted ketones, esters and lactones by means of CPTC has been evaluated. The catalysts used are the bromides of N-(p-trifluoromethyl) benzyl derivatives of cinchonine, cinchonidine, dihydrocinchonine and dihydrocinchonidine. The potential of the method is illustrated by the asymmetric synthesis of (+)-podocarp-8(14)-ene-13-one (13) and of (-)-Wy-16,225 (10), a bridged aminotetralin with potent analgesic properties.
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