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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H21NO2
Molecular Weight 271.3541
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESOMORPHINE

SMILES

[H][C@@]12CCC[C@@]3([H])[C@@]4([H])CC5=C(C(O1)=C(O)C=C5)[C@@]23CCN4C

InChI

InChIKey=LNNWVNGFPYWNQE-GMIGKAJZSA-N
InChI=1S/C17H21NO2/c1-18-8-7-17-11-3-2-4-14(17)20-16-13(19)6-5-10(15(16)17)9-12(11)18/h5-6,11-12,14,19H,2-4,7-9H2,1H3/t11-,12+,14-,17+/m0/s1

HIDE SMILES / InChI
Desomorphine is the common name for 4,5--epoxy-17- methylmorphinan-3-ol or dihydrodesoxymorphine-D. It is an opioid analogue and morphine derivative in which the 6-hydroxyl group and the double bond at carbons 7 and 8 of morphine are reduced. Desomorphine can cross the blood–brain barrier, binding to opioid receptors, similar to the pharmacokinetic distribution of all phenanthrene-structured alkaloids. Taking Desomorphine causes euphoria as well as sedative and analgesic relief. In addition to its faster onset than other powerful painkillers drugs such as morphine, desomorphine also initiates less sedative effects and seems to have favorable postoperative results, such as reduced need for catheterization, less dizziness, and decreased vomiting incidence. In comparison with Morphine, Desomorphine is faster reduced. It follows that it has to be taken it more frequently to get the same effects. Furthermore, it causes side effects such as respiratory and gastrointestinal problems and increased blood pressure. In addition, Desomorphine’s withdrawal symptoms are up to three times longer than Morphine’s. This leads to the conclusion that Desomorphine is more addictive. At present, desomorphine is classified as a narcotic drug (DEA code number 9055) in Schedule I of the U.S. Controlled Substances Act and is listed as a controlled substance under the international Single Convention on Narcotic Drugs of 1961.

Originator

Sources: DOI: 10.1021/ja01336a073

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Permonid

Approved Use

Desomorphine was used for pain relief.
PubMed

PubMed

TitleDatePubMed
Street-Like Synthesis of Krokodil Results in the Formation of an Enlarged Cluster of Known and New Morphinans.
2017 Aug 21
Patents

Sample Use Guides

Rat: single dose of 20 and 1 mg/kg body weight
Route of Administration: Other
HepG2 and HepaRG cell lines were incubated with 0.01, 0.1, or 1 mM desomorphine for 3 or 24 h, respectively. The peak area ratio of the desomorphine glucuronide versus codeine-d6 with the highest amount in HepaRG cells incubated with 1 mM desomorphine for 24 h.
Name Type Language
DESOMORPHINE
INN   MI  
INN  
Official Name English
desomorphine [INN]
Common Name English
4,5-EPOXY-3-HYDROXY-N-METHYLMORPHINAN
Systematic Name English
KROKODIL
Common Name English
6-DEOXY-7,8-DIHYDROMORPHINE
Common Name English
IDS-ND-002(SECT.3)
Code English
DEOXYDIHYDROMORPHINE D
Common Name English
MORPHINAN-3-OL, 4,5-EPOXY-17-METHYL-, (5.ALPHA.)-
Systematic Name English
PERMONID
Brand Name English
IDS-ND-002
Code English
DIHYDRODESOXYMORPHINE D
Common Name English
DIHYDRODEOXYMORPHINE
Common Name English
DESOMORPHINE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
DEA NO. 9055
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
Code System Code Type Description
EVMPD
SUB07004MIG
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
MERCK INDEX
m1108
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY Merck Index
SMS_ID
100000083172
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-045-7
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
PUBCHEM
5362456
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
DRUG CENTRAL
3134
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
DRUG BANK
DB01531
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
NCI_THESAURUS
C83663
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
HSDB
8070
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
INN
610
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
WIKIPEDIA
DESOMORPHINE
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
FDA UNII
7OP86J5E33
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106274
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID10195390
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY
CAS
427-00-9
Created by admin on Fri Dec 15 16:12:43 UTC 2023 , Edited by admin on Fri Dec 15 16:12:43 UTC 2023
PRIMARY