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SML3930

Sigma-Aldrich

SDM25N

≥98% (HPLC)

Synonym(s):

(4bS,8R,8aS,14bR)-5,6,7,8,14,14b-Hexahydro-7-(2-methyl-2-propenyl)-4,8-methanobenzofuro[2,3-a]pyrido[4,3-b]carbazole-1,8a(9H)-diol, N-2-Methylallyl-noroxymorphindole, SDM 25N, SDM-25N, TU 753, TU-753, TU753

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About This Item

Empirical Formula (Hill Notation):
C26H26N2O3
CAS Number:
342884-62-2
Molecular Weight:
414.50
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Biochem/physiol Actions

Potent and highly selective delta-opioid receptor (DOR) antagonist.

SDM25N (TU753) is a potent and highly selective delta-opioid receptor (DOR) antagonist (δ/κ/μ Ki = 4.7 nM/3.8 μM/7.9 μM). SDM25N is also reported to inhibit Dengue virus (DENV) that restricts genomic RNA replication (EC50 = 1.9 μM using Hela DENV2 replicon cells) by targeting the viral NS4B protein.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000343767
0000325417
0000343767
0000325417

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Franck Touret et al.
Antiviral research, 168, 109-113 (2019-05-16)
Dengue fever is the most widespread of the human arbovirus diseases, with approximately one third of the world's population at risk of infection. Dengue viruses are members of the genus Flavivirus (family Flaviviridae) and, antigenically, they separate as four closely
T Ullrich et al.
Bioorganic & medicinal chemistry letters, 11(21), 2883-2885 (2001-10-13)
In an effort to establish the importance of the N-(2-methylallyl) substituent in the noroxymorphone series, several derivatives have been synthesized, retaining that N-substituent and modifying the delta address moiety. A few compounds showed moderate binding affinity and selectivity for the
Koen W R van Cleef et al.
Antimicrobial agents and chemotherapy, 60(4), 2554-2557 (2016-02-10)
Despite the enormous disease burden associated with dengue virus infections, a licensed antiviral drug is lacking. Here, we show that the paracetamol (acetaminophen) metabolite AM404 inhibits dengue virus replication. Moreover, we find that mutations in NS4B that were previously found
Josue Jaramillo-Polanco et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 42(16), 3316-3328 (2022-03-09)
Opioid tolerance (OT) leads to dose escalation and serious side effects, including opioid-induced hyperalgesia (OIH). We sought to better understand the mechanisms underlying this event in the gastrointestinal tract. Chronic in vivo administration of morphine by intraperitoneal injection in male
Koen W R van Cleef et al.
Antiviral research, 99(2), 165-171 (2013-06-06)
Dengue virus (DENV) is an important human arthropod-borne virus with a major impact on public health. Nevertheless, a licensed vaccine or specific treatment is still lacking. We therefore screened the NIH Clinical Collection (NCC), a library of drug-like small molecules
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