Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C23H29NO2 |
| Molecular Weight | 351.4819 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(=O)C(CC(C)N1CCOCC1)(C2=CC=CC=C2)C3=CC=CC=C3
InChI
InChIKey=LOXCOAXRHYDLOW-UHFFFAOYSA-N
InChI=1S/C23H29NO2/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
| 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 | ( + / - ) |
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 |
|---|---|---|
| Methadone radioimmunoassay: two simple methods. | 1983-09 |
|
| Comparative effects of analgesics on pain threshold, respiratory frequency and gastrointestinal propulsion. | 1959-03 |
|
| The action of morphine and related substances on contraction and on acetylcholine output of coaxially stimulated guinea-pig ileum. | 1957-03 |
|
| The determination of phenadoxone. | 1951-11 |
|
| [Pharmacology of phenadoxone]. | 1950-03-01 |
|
| The pharmacology of phenadoxone or dl-6-morpholino-4:4-diphenyl-heptan-3-one hydrochloride. | 1950-03 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:29:39 GMT 2025
by
admin
on
Mon Mar 31 18:29:39 GMT 2025
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| Record UNII |
375W3TA42N
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| Record Status |
Validated (UNII)
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Code | English | ||
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Systematic Name | English | ||
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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NCI_THESAURUS |
C1506
Created by
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DEA NO. |
9637
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NCI_THESAURUS |
C67413
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admin on Mon Mar 31 18:29:40 GMT 2025 , Edited by admin on Mon Mar 31 18:29:40 GMT 2025
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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100000082227
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PRIMARY | |||
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SUB09747MIG
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PRIMARY | |||
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3435
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PRIMARY | |||
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CHEMBL2104551
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PRIMARY | |||
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375W3TA42N
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PRIMARY | |||
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10089
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PRIMARY | |||
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467-84-5
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PRIMARY | |||
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PHENADOXONE
Created by
admin on Mon Mar 31 18:29:40 GMT 2025 , Edited by admin on Mon Mar 31 18:29:40 GMT 2025
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PRIMARY | Phenadoxone (Heptalgin, Morphidone, Heptazone) is an opioid analgesic of the open chain class (methadone and relatives) invented in by Hoechst in 1947. | ||
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m1222
Created by
admin on Mon Mar 31 18:29:40 GMT 2025 , Edited by admin on Mon Mar 31 18:29:40 GMT 2025
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PRIMARY | Merck Index | ||
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7576-91-2
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SUPERSEDED | |||
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207-400-6
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PRIMARY | |||
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4168
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PRIMARY | |||
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DTXSID70861963
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admin on Mon Mar 31 18:29:40 GMT 2025 , Edited by admin on Mon Mar 31 18:29:40 GMT 2025
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PRIMARY | |||
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C66364
Created by
admin on Mon Mar 31 18:29:40 GMT 2025 , Edited by admin on Mon Mar 31 18:29:40 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
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ACTIVE MOIETY |