ALLETORPHINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H35NO4
Molecular Weight	437.5711
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC[C@@](C)(O)[C@H]1C[C@]23C=C[C@]1(OC)[C@@H]4OC5=C6C(C[C@H]2N(CC=C)CC[C@@]346)=CC=C5O

InChI

InChIKey=OSQIRUUENNTOQL-PMEKXCSPSA-N

InChI=1S/C27H35NO4/c1-5-9-24(3,30)19-16-25-10-11-27(19,31-4)23-26(25)12-14-28(13-6-2)20(25)15-17-7-8-18(29)22(32-23)21(17)26/h6-8,10-11,19-20,23,29-30H,2,5,9,12-16H2,1,3-4H3/t19-,20-,23-,24-,25-,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H35NO4
Molecular Weight	437.5711
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/766798

Alletorphine (R & S 218-M) is a potent analgesic said to have a reduced respiratory depressant action. It was isolated by Bentley and Hardy (1967) while they were examining a series of derivatives of tetrahydrothebaine of which the potent analgesic etorphine (propylorvinolhydrochloride: M99 Reckitt) is a member. R&S 218-M bears the same relationship to etorphine as does nalorphine to morphine. It has been the subject of experiments in animals and human volunteers.

Originator

Approval Year

PubMed

Title	Date	PubMed
A double-blind clinical trial of the analgesic effects of R & S 218-M, a new potent analgesic for the relief or pain following abdominal surgery: comparison with morphine sulphate.	1976-02	766798

Sample Use Guides

In Vivo Use Guide

The analgesic effects of Alletorphine (R & S 218-M), administered in doses of 0.56 mg/70 kg and 0.35 mg/70 kg, were compared with those of morphine sulphate 10.5 mg/70 kg for the relief of abdominal pain following surgery in healthy adults. The drugs were given as the first potent analgesic after operation. R & S 218-M 0.56 mg/70 kg was as effective as morphine sulfate 10.5 mg/70 kg, while R & S 218-M 0.35 mg/70 kg was inferior.

Route of Administration: Intramuscular

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:46:27 GMT 2025` Edited by `admin` on `Wed Apr 02 09:46:27 GMT 2025`
Record UNII	4UWR086NOA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

R&S 218-M

Preferred Name

English

ALLETORPHINE

Official Name

English

alletorphine [INN]

Common Name

English

17-ALLYL-17-DEMETHYL-7.ALPHA.-((R)-1-HYDROXY-1-METHYLBUTYL)-6,14-ENDO-ETHENOTETRAHYDROORIPAVINE

Common Name

English

N-ALLYLNORETORPHINE

Common Name

English

R&S-218M

Code

English

R&S-218-M

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C67413