Diprenorphine

Modify Date: 2025-09-03 23:33:04

Diprenorphine Structure
Diprenorphine structure
Common Name Diprenorphine
CAS Number 14357-78-9 Molecular Weight 425.56000
Density 1.33 g/cm3 Boiling Point N/A
Molecular Formula C26H35NO4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Diprenorphine


Diprenorphine is a non-selective opioid antagonist with Ki values of 0.017, 0.072 and 0.23 nM against κ-, μ- and δ-opioid receptors, respectively[1]. Diprenorphine can be used for central poststroke pain (CPSP) research[1].

 Names

Name Diprenorphine,17-(Cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α,α-dimethyl-6,14-ethenomorphinan-7-methanol
Synonym More Synonyms

 Diprenorphine Biological Activity

Description Diprenorphine is a non-selective opioid antagonist with Ki values of 0.017, 0.072 and 0.23 nM against κ-, μ- and δ-opioid receptors, respectively[1]. Diprenorphine can be used for central poststroke pain (CPSP) research[1].
Related Catalog
Target

Ki: 0.017 nM (κ-opioid receptor), 0.072 nM (μ-opioid receptor), 0.23 nM (δ-opioid receptor)[1]

References

[1]. Raynor K, et al. Pharmacological characterization of the cloned kappa-, delta-, and mu-opioid receptors. Mol Pharmacol. 1994 Feb;45(2):330-4.

[2]. Willoch F, et al. Central poststroke pain and reduced opioid receptor binding within pain processing circuitries: a [11C]diprenorphine PET study. Pain. 2004 Apr;108(3):213-220.

 Chemical & Physical Properties

Density 1.33 g/cm3
Molecular Formula C26H35NO4
Molecular Weight 425.56000
Exact Mass 425.25700
PSA 62.16000
LogP 3.32550
Index of Refraction 1.656
InChIKey OIJXLIIMXHRJJH-KNLIIKEYSA-N
SMILES COC12CCC3(CC1C(C)(C)O)C1Cc4ccc(O)c5c4C3(CCN1CC1CC1)C2O5

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R20/21/22

 Synthetic Route

 DiprenorphineBioassay

View more

Name: Compound was evaluated for equilibrium constant, Ke
Source: ChEMBL
Target: N/A
External Id: CHEMBL631528
Name: Inhibition of opioid receptor mu by displacing 1 nM [3H]DAGO in guinea pig brain memb...
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL755008
Name: Inhibition of 0.5 nM [3H]- Bremazocine binding to Opioid receptor mu 1 of bovine stri...
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL753769
Name: Displacement of [3H]diprenorphine from human KOR expressed in HEK293T cell membranes ...
Source: ChEMBL
Target: Kappa-type opioid receptor
External Id: CHEMBL4372802
Name: [3H]Diprenorphine Competition Assay from Article 10.1074/jbc.M113.515668: "Chemotype-...
Source: BindingDB
Target: N/A
External Id: BindingDB_7766_1
Name: Binding affinity using [3H]diprenorphine as the radioligand against E297A mutant Opio...
Source: ChEMBL
Target: Kappa-type opioid receptor
External Id: CHEMBL747232
Name: Human kappa receptor (Opioid receptors)
Source: IUPHAR-DB
Target: kappa receptor (Opioid receptors) [Homo sapiens]
External Id: 318_Human
Name: Mouse mu receptor (Opioid receptors)
Source: IUPHAR-DB
Target: mu receptor (Opioid receptors) [Mus musculus]
External Id: 319_Mouse
Name: Partition coefficient (logP) calculated between octanol-water for the free base relat...
Source: ChEMBL
Target: N/A
External Id: CHEMBL631690
Name: Binding affinity using [3H]diprenorphine as the radioligand against K303E Opioid rece...
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL873929
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 Synonyms

DIPRENORPHINE
RX-5050M
Diprenorphin
DIPRENORPHINE POTENT OPIOID ANTAGON
diprenorpine
M-5050
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