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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C17H21NO2.2H2O.H2O4S
Molecular Weight 676.817
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESOMORPHINE SULFATE DIHYDRATE

SMILES

O.O.OS(O)(=O)=O.[H][C@@]12CCC[C@@]3([H])[C@@]4([H])CC5=CC=C(O)C(O1)=C5[C@@]23CCN4C.[H][C@@]67CCC[C@@]8([H])[C@@]9([H])CC%10=CC=C(O)C(O6)=C%10[C@@]78CCN9C

InChI

InChIKey=HKQJPWCZBYXBCI-YOFKANQSSA-N
InChI=1S/2C17H21NO2.H2O4S.2H2O/c2*1-18-8-7-17-11-3-2-4-14(17)20-16-13(19)6-5-10(15(16)17)9-12(11)18;1-5(2,3)4;;/h2*5-6,11-12,14,19H,2-4,7-9H2,1H3;(H2,1,2,3,4);2*1H2/t2*11-,12+,14-,17+;;;/m00.../s1

HIDE SMILES / InChI

Molecular Formula C17H21NO2
Molecular Weight 271.3541
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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 H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Clinical and forensic signs related to opioids abuse.
2012 Dec
"Krokodil":revival of an old drug with new problems.
2012 Jun
Desomorphine (Krokodil): An overview of its chemistry, pharmacology, metabolism, toxicology and analysis.
2017 Apr 1
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:50:03 GMT 2023
Edited
by admin
on Sat Dec 16 08:50:03 GMT 2023
Record UNII
RT9KC2C9MY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESOMORPHINE SULFATE DIHYDRATE
Common Name English
MORPHINAN-3-OL, 4,5-EPOXY-17-METHYL-, (5.ALPHA.)-, SULFATE (2:1) (SALT), DIHYDRATE
Systematic Name English
Code System Code Type Description
FDA UNII
RT9KC2C9MY
Created by admin on Sat Dec 16 08:50:03 GMT 2023 , Edited by admin on Sat Dec 16 08:50:03 GMT 2023
PRIMARY
CAS
6078-37-1
Created by admin on Sat Dec 16 08:50:03 GMT 2023 , Edited by admin on Sat Dec 16 08:50:03 GMT 2023
PRIMARY
PUBCHEM
162368361
Created by admin on Sat Dec 16 08:50:03 GMT 2023 , Edited by admin on Sat Dec 16 08:50:03 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)