General
Preferred name
DIHYDROCODEINE
Synonyms
DIHYDROCODEINE BITARTRATE ()
Dehacodin ()
.alpha.-hydrocodol ()
8,14-dihydroneopine ()
Remedacen ()
NSC-231319 ()
Novicondin ()
Dh-codeine ()
IDS-ND-008(SECT.2) ()
Codhydrine ()
Rapacodin ()
Dihidrocodeina ()
Dihydrocodeine tartrate ()
Dihydrocodeine bitartrate component of trezix ()
Dihydrocodeine bitartrate component of synalgos-dc-a ()
Dihydrocodeine bitartrate component of synalgos-dc ()
Dihydrocodeine hydrogen tartrate ()
DF-118 ()
Dihydrocodeine bitartrate cii ()
NSC-117857 ()
Codeine, dihydro-, tartrate (1:1) ()
DF 118 ()
Dihydrocodeine bitartrate component of dhc plus ()
P&D ID
PD009479
CAS
125-28-0
Tags
available
drug
Approved by
FDA
First approval
1958
1983
Drug indication
Pain
Cancer related pain
Drug Status
approved
illicit
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
INDICATION Dihydrocodeine is used for the treatment of moderate to severe pain, including post-operative and dental pain [2]. It can also be used to treat chronic pain [1], breathlessness and coughing. ; ; In heroin addicts, dihydrocodeine has been used as a substitute drug, in doses up to 2500mg/day to treat addiction. [http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2014322/];
METABOLISM Metabolized in the liver by CYP 2D6 into an active metabolite, dihydromorphine, and by CYP 3A4 into secondary primary metabolite, nordihydrocodeine. A third primary metabolite is dihydrocodeine-6-glucuronide. [1] ; ; The time for mean peak concentration in acid metabolites is 1.76h and 1.98h for a 30 and 60mg dose, respectively. The concentrations achieved were 563 ug/1 and 1476 ug/1, respectively. [2]; ;
ABSORPTION Bioavailability is low (approximately 20%) if administered orally. This may be due to poor gastrointestinal absorption. It is also likely due to pre-systemic metabolism by the liver and intestinal wall. [2] ; ; The AUCs after oral and intravenous administration are similar (3203ug/l/h and 3401ug/l/h, respectively). [2]; ; ; Time to peak values are 1.6 and 1.8hours for a 30mg and 60mg dose, respectively. The concentrations achieved were 71.8 ug/1 and 146 ug/1, respectively. [2]
DESCRIPTION Dihydrocodeine is a semi-synthetic opioid analgesic. (GtoPdb)
Compound Sets
12
Cayman Chemical Bioactives
15460
37884
ChEMBL Approved Drugs
CHEMBL1595
CHEMBL2062266
ChEMBL Drugs
CHEMBL1595
CHEMBL2062266
DrugBank
DB01551
DrugBank Approved Drugs
DB01551
DrugCentral
886
DrugCentral Approved Drugs
886
DrugMAP
DMB0FWL
Guide to Pharmacology
7594
NCATS Inxight Approved Drugs
N9I9HDB855
NPC Screening Collection
ReFrame library
External IDs
33
Properties
(calculated by RDKit )
Molecular Weight
301.17
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
1
Ring Count
5
Aromatic Ring Count
1
cLogP
1.73
TPSA
41.93
Fraction CSP3
0.67
Chiral centers
5.0
Largest ring
6.0
QED
0.86
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Source data