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Details

Stereochemistry RACEMIC
Molecular Formula C16H25N3O.C4H4O4
Molecular Weight 391.4614
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PROPIRAM FUMARATE

SMILES

OC(=O)\C=C\C(O)=O.CCC(=O)N(C(C)CN1CCCCC1)C2=CC=CC=N2

InChI

InChIKey=WQTLOZFMTGYQDX-WLHGVMLRSA-N
InChI=1S/C16H25N3O.C4H4O4/c1-3-16(20)19(15-9-5-6-10-17-15)14(2)13-18-11-7-4-8-12-18;5-3(6)1-2-4(7)8/h5-6,9-10,14H,3-4,7-8,11-13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C16H25N3O
Molecular Weight 275.3892
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Propiram is an orally administered analgesic with partial morphine-like agonist and weak antagonist properties. Analgesic efficacy of propiram, usually 50 or 100mg, appears comparable to that of standard dosages of other oral opioid drugs [i.e. pentazocine, pethidine (meperidine)] in patients with acute pain of moderate to severe intensity arising from various gynaecological and surgical procedures, and may be superior to codeine in gynaecological and postoperative dental pain. Propiram is a non-addictive analgesic for the relief of moderate-to-severe pain. Propiram reached Phase III clinical trials in the United States and Canada, but was discontinued. Propiram is a partial opioid mu receptor agonist.

Approval Year

PubMed

PubMed

TitleDatePubMed
Propiram. A review of its pharmacodynamic and pharmacokinetic properties, and clinical use as an analgesic.
1993 Sep
Propiram Shire.
2002 Mar
Patents

Sample Use Guides

Analgesic efficacy of propiram, usually 50 or 100mg, appears comparable to that of standard dosages of other oral opioid drugs
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:21:06 UTC 2023
Edited
by admin
on Fri Dec 15 17:21:06 UTC 2023
Record UNII
AVG0GBV8AP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPIRAM FUMARATE
MART.   MI   USAN  
USAN  
Official Name English
BAY 4503
Code English
PROPIRAM FUMARATE [USAN]
Common Name English
PROPIRAM FUMARATE [MI]
Common Name English
(±)-PROPIRAM FUMARATE
Common Name English
BAY-4503
Code English
DIRAME
Brand Name English
PROPANAMIDE, N-(1-METHYL-2-(1-PIPERIDINYL)ETHYL)-N-2-PYRIDINYL-, (E)-2-BUTENEDIOATE (1:1)
Systematic Name English
PROPIRAM FUMARATE [MART.]
Common Name English
Propiram fumarate [WHO-DD]
Common Name English
N-(1-Methyl-2-piperidinoethyl)-N-2-pyridylpropionamide fumarate (1:1)
Systematic Name English
DL-PROPIRAM FUMARATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
NCI_THESAURUS C1506
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
Code System Code Type Description
FDA UNII
AVG0GBV8AP
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
MERCK INDEX
m1240
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY Merck Index
CAS
13717-04-9
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
ChEMBL
CHEMBL2110985
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
PUBCHEM
6433584
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
ECHA (EC/EINECS)
237-270-6
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
NCI_THESAURUS
C66489
Created by admin on Fri Dec 15 17:21:06 UTC 2023 , Edited by admin on Fri Dec 15 17:21:06 UTC 2023
PRIMARY
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