U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H32N2O2.C4H6O6
Molecular Weight 542.6206
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXTROMORAMIDE TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.C[C@H](CN1CCOCC1)C(C(=O)N2CCCC2)(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=ACRMUSVWIFZVSM-JTHHODAVSA-N
InChI=1S/C25H32N2O2.C4H6O6/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27;5-1(3(7)8)2(6)4(9)10/h2-7,10-13,21H,8-9,14-20H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t21-;1-,2-/m11/s1

HIDE SMILES / InChI
Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula C25H32N2O2
Molecular Weight 392.5338
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://books.google.ru/books?id=G7As-qawdzMC&printsec=frontcover&hl=ru#v=onepage&q&f=false | https://www.cbg-meb.nl/documenten/rapporten/2015/09/14/par-dextromoramide | https://medikamio.com/nl-nl/geneesmiddelen/palfium-tablet-5-mg/pil

Dextromoramide is a synthetic strong-acting opioid and full mu-opioid receptor agonist. Dextromoramide is a Schedule I drug illegal to possess. The current indication for Palfium® (dextromoramide) is severe acute or chronic pain requiring opioids, such as post-operative pain, and pain associated with bone fractures, malignancies and acute renal/biliary colic attacks in adults.

CNS Activity

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
PALFIUM

Approved Use

Palfium® (dextromoramide) is a synthetic strong-acting opioid and full mu-opioid receptor agonist that has been registered in the Netherlands since 1974. The current indication is severe acute or chronic pain requiring opioids, such as post-operative pain, and pain associated with bone fractures, malignancies and acute renal/biliary colic attacks in adults.

Launch Date

1973
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2000 μg/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, intravenous
dose: 5 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
40 μg/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, sublingual
dose: 5 mg
route of administration: Sublingual
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
106 μg/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2714730/
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1775.4 μg × h/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, intravenous
dose: 5 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
526 μg × h/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, sublingual
dose: 5 mg
route of administration: Sublingual
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
0.81 mg × h/L
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2714730/
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
9.02 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, intravenous
dose: 5 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
12.37 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/8931067/
5 mg single, sublingual
dose: 5 mg
route of administration: Sublingual
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
12.3 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2714730/
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXTROMORAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
100 mg single, intravenous
Accidental dose
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2628587/
unknown, ADULT
Health Status: unknown
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/2628587/
Other AEs: Death...
Other AEs:
Death
Sources:
https://pubmed.ncbi.nlm.nih.gov/2628587/
40 mg 1 times / hour multiple, oral
Highest recorded dose
Dose: 40 mg, 1 times / hour
Route: oral
Route: multiple
Dose: 40 mg, 1 times / hour
Sources:
https://pubmed.ncbi.nlm.nih.gov/6017168/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6017168/
Disc. AE: Drug abuse...
AEs leading to
discontinuation/dose reduction:
Drug abuse
Sources:
https://pubmed.ncbi.nlm.nih.gov/6017168/
20 mg single, rectal
Highest studied dose
Dose: 20 mg
Route: rectal
Route: single
Dose: 20 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/13539148/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/13539148/
Sources:
https://pubmed.ncbi.nlm.nih.gov/13539148/
AEs

AEs

AESignificanceDosePopulation
Death
100 mg single, intravenous
Accidental dose
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2628587/
unknown, ADULT
Health Status: unknown
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/2628587/
Drug abuse Disc. AE
40 mg 1 times / hour multiple, oral
Highest recorded dose
Dose: 40 mg, 1 times / hour
Route: oral
Route: multiple
Dose: 40 mg, 1 times / hour
Sources:
https://pubmed.ncbi.nlm.nih.gov/6017168/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6017168/
PubMed

PubMed

TitleDatePubMed
Effect of methadone and dextromoramide on dopamine metabolism: comparison with haloperidol and amphetamine.
1975-12
Properties and analysis of dextromoramide and its dosage forms.
1961-01
Patents

Patents

GB822055
3

Sample Use Guides

In Vivo Use Guide
IM: 15 mg Intra Rectal: 20 mg PO: 0.071 to 0.285 mg/kg SC: 15 mg
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:52:43 GMT 2025
Edited
by admin
on Mon Mar 31 17:52:43 GMT 2025
Record UNII
J778U505W5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEXTROMORAMIDE TARTRATE
EP   MART.   WHO-DD  
Common Name English
DEXTROMORAMIDE BITARTRATE
MI  
Preferred Name English
DEXTROMORAMIDE TARTRATE [EP MONOGRAPH]
Common Name English
DEXTROMORAMIDE TARTRATE [MART.]
Common Name English
Dextromoramide tartrate [WHO-DD]
Common Name English
(+)-4-(2-METHYL-4-OXO-3,3-DIPHENYL-4-(1-PYRROLIDINYL)BUTYL)MORPHOLINE BITARTRATE
Systematic Name English
DEXTROMORAMIDE BITARTRATE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
Code System Code Type Description
RXCUI
104959
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY RxNorm
MERCK INDEX
m4228
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY Merck Index
FDA UNII
J778U505W5
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
CAS
2922-44-3
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
EVMPD
SUB01647MIG
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID1048918
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
220-870-7
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
SMS_ID
100000087769
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
NCI_THESAURUS
C76838
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
PUBCHEM
92942
Created by admin on Mon Mar 31 17:52:43 GMT 2025 , Edited by admin on Mon Mar 31 17:52:43 GMT 2025
PRIMARY
Related Record Type Details
Structure of Tartaric Acid
PARENT -> SALT/SOLVATE
Structure of DEXTROMORAMIDE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of DEXTROMORAMIDE
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