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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
Structure of PHENADOXONE

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

HIDE SMILES / InChI
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
The pharmacology of phenadoxone or dl-6-morpholino-4:4-diphenyl-heptan-3-one hydrochloride.
1950 Mar
The action of morphine and related substances on contraction and on acetylcholine output of coaxially stimulated guinea-pig ileum.
1957 Mar
Patents

Patents

Name Type Language
PHENADOXONE
INN   MI  
INN  
Official Name English
PHENODOXONE
Common Name English
PHENADOXONE [MI]
Common Name English
IDS-NP-005
Code English
HEPTAZONE
Common Name English
3-HEPTANONE, 6-MORPHOLINO-4,4-DIPHENYL-
Systematic Name English
6-MORPHOLIN-4-YL-4,4-DIPHENYLHEPTAN-3-ONE
Systematic Name English
MORPHODONE
Common Name English
phenadoxone [INN]
Common Name English
CB-11 FREE BASE
Code English
Classification Tree Code System Code
NCI_THESAURUS C1506
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
DEA NO. 9637
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
Code System Code Type Description
SMS_ID
100000082227
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
EVMPD
SUB09747MIG
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
DRUG CENTRAL
3435
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104551
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
FDA UNII
375W3TA42N
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
PUBCHEM
10089
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
CAS
467-84-5
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
WIKIPEDIA
PHENADOXONE
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY Phenadoxone (Heptalgin, Morphidone, Heptazone) is an opioid analgesic of the open chain class (methadone and relatives) invented in by Hoechst in 1947.
MERCK INDEX
m1222
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY Merck Index
CAS
7576-91-2
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
SUPERSEDED
ECHA (EC/EINECS)
207-400-6
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
INN
4168
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID70861963
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY
NCI_THESAURUS
C66364
Created by admin on Fri Dec 15 16:30:05 GMT 2023 , Edited by admin on Fri Dec 15 16:30:05 GMT 2023
PRIMARY