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Details

Stereochemistry UNKNOWN
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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Methadone radioimmunoassay: two simple methods.
1983 Sep
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:17:20 GMT 2023
Edited
by admin
on Sat Dec 16 11:17:20 GMT 2023
Record UNII
JA58G2B3DF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENADOXONE, (+)-
Common Name English
3-HEPTANONE, 6-MORPHOLINO-4,4-DIPHENYL-, (+)-
Systematic Name English
Code System Code Type Description
PUBCHEM
10089
Created by admin on Sat Dec 16 11:17:20 GMT 2023 , Edited by admin on Sat Dec 16 11:17:20 GMT 2023
PRIMARY
FDA UNII
JA58G2B3DF
Created by admin on Sat Dec 16 11:17:20 GMT 2023 , Edited by admin on Sat Dec 16 11:17:20 GMT 2023
PRIMARY
CAS
7576-92-3
Created by admin on Sat Dec 16 11:17:20 GMT 2023 , Edited by admin on Sat Dec 16 11:17:20 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> ENANTIOMER