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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H21NO2.BrH
Molecular Weight 352.266
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESOMORPHINE HYDROBROMIDE

SMILES

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

InChI

InChIKey=UPRPKOILRMPPHZ-OJSAFBOZSA-N
InChI=1S/C17H21NO2.BrH/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;1H/t11-,12+,14-,17+;/m0./s1

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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
"Krokodil":revival of an old drug with new problems.
2012 Jun
Spontaneous bone formation after mandible segmental resection in "krokodil" drug-related jaw osteonecrosis patient: case report.
2017 Jun
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 08:50:02 GMT 2023
Edited
by admin
on Sat Dec 16 08:50:02 GMT 2023
Record UNII
9N7P66M943
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESOMORPHINE HYDROBROMIDE
Common Name English
MORPHINE, 6-DEOXYDIHYDRO-, HYDROBROMIDE
Systematic Name English
MORPHINAN-3-OL, 4,5-EPOXY-17-METHYL-, HYDROBROMIDE (1:1), (5.ALPHA.)-
Systematic Name English
Code System Code Type Description
PUBCHEM
162368356
Created by admin on Sat Dec 16 08:50:02 GMT 2023 , Edited by admin on Sat Dec 16 08:50:02 GMT 2023
PRIMARY
FDA UNII
9N7P66M943
Created by admin on Sat Dec 16 08:50:02 GMT 2023 , Edited by admin on Sat Dec 16 08:50:02 GMT 2023
PRIMARY
CAS
98843-24-4
Created by admin on Sat Dec 16 08:50:02 GMT 2023 , Edited by admin on Sat Dec 16 08:50:02 GMT 2023
PRIMARY
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