Details
Stereochemistry | RACEMIC |
Molecular Formula | C23H29NO2.ClH |
Molecular Weight | 387.943 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CCC(=O)C(CC(C)N1CCOCC1)(C2=CC=CC=C2)C3=CC=CC=C3
InChI
InChIKey=QGUPBYVADAJUNT-UHFFFAOYSA-N
InChI=1S/C23H29NO2.ClH/c1-3-22(25)23(20-10-6-4-7-11-20,21-12-8-5-9-13-21)18-19(2)24-14-16-26-17-15-24;/h4-13,19H,3,14-18H2,1-2H3;1H
Molecular Formula | C23H29NO2 |
Molecular Weight | 351.4819 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Phenadoxone hydrochloride is one of some forty amino-ketones and amino-esters related to amidone. The compound is a very potent analgesic for the rat; by the subcutaneous route it is more active than either morphine or amidone. In spite of this its acute toxicity to mice is lower than that of amidone and its therapeutic index is therefore correspondingly higher, giving a wider margin of safety. Side effects in dogs, such as narcosis, sedation, and general depression, were much less with phenadoxone than with amidone or morphine. Nausea and vomiting did not occur after phenadoxone in non-tolerant dogs. Clinical results show that for relieving certain types of pain in human subjects it is a potent analgesic that compares favorably with morphine and amidone. At therapeutic dose levels undesirable pharmacological effects, such as cardiac depression and vasomotor disturbance, are absent, and it is only at extremely high dose levels that untoward effects occur. However, the drug has a strong respiratory depressant action when given in high doses; it should be used with special caution if injected intravenously.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
The pharmacology of phenadoxone or dl-6-morpholino-4:4-diphenyl-heptan-3-one hydrochloride. | 1950 Mar |
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[Pharmacology of phenadoxone]. | 1950 Mar-Apr |
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The determination of phenadoxone. | 1951 Nov |
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The action of morphine and related substances on contraction and on acetylcholine output of coaxially stimulated guinea-pig ileum. | 1957 Mar |
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Comparative effects of analgesics on pain threshold, respiratory frequency and gastrointestinal propulsion. | 1959 Mar |
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Methadone radioimmunoassay: two simple methods. | 1983 Sep |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:26:02 GMT 2023
by
admin
on
Sat Dec 16 08:26:02 GMT 2023
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Record UNII |
JPI3X77W99
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Record Status |
Validated (UNII)
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545-91-5
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208-895-1
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m1222
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11019
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JPI3X77W99
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DTXSID00969688
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |