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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO3.ClH.2H2O
Molecular Weight 385.882
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLMORPHINE HYDROCHLORIDE DIHYDRATE

SMILES

O.O.Cl.CCOC1=C2O[C@H]3[C@@H](O)C=C[C@H]4[C@H]5CC(C=C1)=C2[C@@]34CCN5C

InChI

InChIKey=FKEDUFRSQFFLHR-VSYPDCRNSA-N
InChI=1S/C19H23NO3.ClH.2H2O/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18;;;/h4-7,12-14,18,21H,3,8-10H2,1-2H3;1H;2*1H2/t12-,13+,14-,18-,19-;;;/m0.../s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C19H23NO3
Molecular Weight 313.3908
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Ethylmorphine is a derivative of morphine with analgesic and antitussive effect. It acts by activating the opioid receptors and thus has a direct influence on the CNS system. Ethylmorphine was approved in Europe for the treatment of dry cough (Codethyline, Dionine).

CNS Activity

Approval Year

1921
1468
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
 345.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
CODETHYLINE

Approved Use

A cough medicine.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.09 μM
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7654478
1.5 mg/kg bw single, oral
dose: 1.5 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
ETHYLMORPHINE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
222 μM × min
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7654478
1.5 mg/kg bw single, oral
dose: 1.5 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
ETHYLMORPHINE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.97 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7654478
1.5 mg/kg bw single, oral
dose: 1.5 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
ETHYLMORPHINE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
8.5 mg single, oral
Dose: 8.5 mg
Route: oral
Route: single
Dose: 8.5 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/20158595
healthy, 10 months
Health Status: healthy
Age Group: 10 months
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/20158595
Other AEs: Sedation...
Other AEs:
Sedation (grade 5)
Sources:
https://pubmed.ncbi.nlm.nih.gov/20158595
1.5 mg/kg single, oral
Dose: 1.5 mg/kg
Route: oral
Route: single
Dose: 1.5 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
healthy, 24 years
Health Status: healthy
Age Group: 24 years
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
Other AEs: Dizziness, Drowsiness...
Other AEs:
Dizziness (7 patients)
Drowsiness (slight, 2 patients)
Loose stools (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
AEs

AEs

AESignificanceDosePopulation
Sedation grade 5
8.5 mg single, oral
Dose: 8.5 mg
Route: oral
Route: single
Dose: 8.5 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/20158595
healthy, 10 months
Health Status: healthy
Age Group: 10 months
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/20158595
Loose stools 1 patient
1.5 mg/kg single, oral
Dose: 1.5 mg/kg
Route: oral
Route: single
Dose: 1.5 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
healthy, 24 years
Health Status: healthy
Age Group: 24 years
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
Dizziness 7 patients
1.5 mg/kg single, oral
Dose: 1.5 mg/kg
Route: oral
Route: single
Dose: 1.5 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
healthy, 24 years
Health Status: healthy
Age Group: 24 years
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
Drowsiness slight, 2 patients
1.5 mg/kg single, oral
Dose: 1.5 mg/kg
Route: oral
Route: single
Dose: 1.5 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
healthy, 24 years
Health Status: healthy
Age Group: 24 years
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7654478
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1946
substrate
1388

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP2D6
1388
 yes
CYP3A4
1946
 yes
Sourcing

Sourcing

Vendor/AggregatorIDURL
ABI Chem
AC1Q37UW
Ambinter
Amb22801513
http://www.ambinter.com/reference/22801513
Angene
AGN-PC-0OHUE6
Aurora Fine Chemicals LLC
A17.879.672
http://online.aurorafinechemicals.com/info?ID=A17.879.672
Chemieliva Pharmaceutical Co., Ltd
PBCM1411510
ChemMol
99147254
http://www.chemmol.com/chemmol/99147254.html
Compound Cloud
23724836
Compound Cloud
5359271
Debye Scientific
DB-056088
eMolecules
193735204
Glentham Life Sciences
GP3600
http://www.glentham.com/products/product/GP3600/
LGC Standards
LGCAMP0799.07-01
https://www.lgcstandards.com/US/en/p/LGCAMP0799.07-01
LGC Standards
LGCFOR0799.07
https://www.lgcstandards.com/US/en/p/LGCFOR0799.07
LGC Standards
MM0799.07
https://www.lgcstandards.com/US/en/p/MM0799.07
NovoSeek
5359271
Sigma-Aldrich
E-052_CERILLIAN
https://www.sigmaaldrich.com/catalog/product/cerillian/e052?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
E8512_SIGMA
https://www.sigmaaldrich.com/catalog/product/sigma/e8512?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma Aldrich
E-052
Sigma Aldrich
E8512
Sigma Aldrich
E8512|SIGMA
Smolecule
S620625
https://www.smolecule.com/products/s620625
Tetrahedron
TS61083
ZINC
ZINC000003629718
http://zinc15.docking.org/substances/ZINC000003629718
PubMed

PubMed

TitleDatePubMed
[Effects of diclofenac sodium combined with dionine in cases with fibrinous membrane after intraocular lens implantation].
2001 Apr 28
Evaluation of the One-Step ELISA kit for the detection of buprenorphine in urine, blood, and hair specimens.
2004 Jul 16
Screening for drugs of abuse in hair with ion spray LC-MS-MS.
2004 Oct 29
A hybrid FIA/HPLC system incorporating monolithic column chromatography.
2007 Sep 26
[Study of cytotoxic and antiviral effects of some eye drops].
2008
Importance of using highly pure internal standards for successful liquid chromatography/tandem mass spectrometric bioanalytical assays.
2009 May
[The effect of warfarin was potentiated by an antitussive. Cocillana-Etyfin increased the PK(INR) value].
2009 Nov 4-12
Patents

Patents

JP2000516204A
66
JP2001058957A
4
JP2002541233A
406
JP2003515526A
470
JP2011513278A
30
JPH00286794A
24
JPH0286794A
7

Sample Use Guides

In Vivo Use Guide
The recommended dose in adults is 50 mg of codethyline per day, i.e. 10 tablets (1 tablet contains 5 mg of ethylmorphine hydrochloride) per day over several intakes, at a minimum of 4 hours apart. In children the normal dose is 1 tablet per intake, to be renewed after 6 hours if necessary, without exceeding 4 tablets per day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:46:30 GMT 2025
Edited
by admin
on Mon Mar 31 18:46:30 GMT 2025
Record UNII
407X3NQV4N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLMORPHINE HYDROCHLORIDE HYDRATE
JAN  
Preferred Name English
ETHYLMORPHINE HYDROCHLORIDE DIHYDRATE
MI   WHO-DD  
Common Name English
ETHYLMORPHINE HYDROCHLORIDE DIHYDRATE [MI]
Common Name English
(5.ALPHA.,6.ALPHA.)-7,8-DIDEHYDRO-4,5-EPOXY-3-ETHOXY-17-METHYLMORPHINAN-6-OL HYDROCHLORIDE DIHYDRATE
Systematic Name English
CODETHYLINE HYDROCHLORIDE DIHYDRATE
Common Name English
ETHYLMORPHINE HYDROCHLORIDE HYDRATE [JAN]
Common Name English
Ethylmorphine hydrochloride dihydrate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
Code System Code Type Description
MERCK INDEX
m5154
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C87358
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID90986728
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
SMS_ID
300000037439
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
FDA UNII
407X3NQV4N
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
PUBCHEM
5360215
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
CAS
6746-59-4
Created by admin on Mon Mar 31 18:46:30 GMT 2025 , Edited by admin on Mon Mar 31 18:46:30 GMT 2025
PRIMARY
Related Record Type Details
Structure of ETHYLMORPHINE HYDROCHLORIDE
ANHYDROUS->SOLVATE
Structure of ETHYLMORPHINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of MORPHINE
IMPURITY -> PARENT
Structure of CODEINE ANHYDROUS
IMPURITY -> PARENT
Structure of Ethylmorphinone
IMPURITY -> PARENT
Structure of 7,8-didehydro-4,5?-epoxy-3,6?-diethoxy-17-methylmorphinan
IMPURITY -> PARENT
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