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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H39N3O2
Molecular Weight 449.6282
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SNC-80

SMILES

CCN(CC)C(=O)C1=CC=C(C=C1)[C@@H](N2C[C@@H](C)N(CC=C)C[C@@H]2C)C3=CC=CC(OC)=C3

InChI

InChIKey=KQWVAUSXZDRQPZ-UMTXDNHDSA-N
InChI=1S/C28H39N3O2/c1-7-17-30-19-22(5)31(20-21(30)4)27(25-11-10-12-26(18-25)33-6)23-13-15-24(16-14-23)28(32)29(8-2)9-3/h7,10-16,18,21-22,27H,1,8-9,17,19-20H2,2-6H3/t21-,22+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula C28H39N3O2
Molecular Weight 449.6282
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19646882 | https://www.ncbi.nlm.nih.gov/pubmed/7714789 | https://www.ncbi.nlm.nih.gov/pubmed/8819489 | https://www.ncbi.nlm.nih.gov/pubmed/9427486

SNC80 is a highly selective agonist of δ opioid receptor but also binds to μ-δ opioid receptor heteromers to produce antinociception in mice. SNC80 also acts as anti-depressant, elicits dopamine-related behaviors and enhances behavioral responses to psychostimulants. SNC80 is not used medically, because of producing convulsions at high doses, although it is a useful drug in scientific research.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
65.6 nM [Ki]
0.8 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

The behavioral effects of the nonpeptidic delta opioid agonist SNC80 were evaluated in rhesus monkeys. SNC80 (0.1–10 mg/kg as intramuscular injection) produced weak but replicable antinociceptive effects that were antagonized by naltrindole (1.0 mg/kg).
Route of Administration: Intramuscular
In Vitro Use Guide
cAMP formation was measured with the protein binding assay. Cultures of recombinant or wildtype CHO cells. were transferred from the incubator to a 370C water-bath. After a 1-min incubation, the cells were rinsed once with IMDM (1.0 ml), covered with fresh IMDM (0.4 ml) containing 5.0 mM IBMX to prevent cAMP degradation and incubated for 1 min in a 37OC water bath. The stock solutions of drugs were prepared in water. Then the stock solutions of drug were added to IMDM containing water-soluble forskolin (Calbiochem Corp., San Diego, CA) to an appropriate final concentration. Basal cAMP formation was measured in cell cultures where drugs and forskolin were not added (IMDM alone). Forskolin-stimulated cAMP formation in the absence of agonist was defined as 100%. Agonist concentration-response curves were measured for SNC-80 (0.1 nM to 10 mkM).
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:23:35 UTC 2023
Edited
by admin
on Sat Dec 16 08:23:35 UTC 2023
Record UNII
L842QB22SW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SNC-80
Code English
NIH-10815
Code English
SNC 80
Code English
BENZAMIDE, 4-((R)-((2S,5R)-2,5-DIMETHYL-4-(2-PROPEN-1-YL)-1-PIPERAZINYL)(3-METHOXYPHENYL)METHYL)-N,N-DIETHYL-
Systematic Name English
4-((R)-((2S,5R)-2,5-DIMETHYL-4-(2-PROPEN-1-YL)-1-PIPERAZINYL)(3-METHOXYPHENYL)METHYL)-N,N-DIETHYLBENZAMIDE
Systematic Name English
Code System Code Type Description
FDA UNII
L842QB22SW
Created by admin on Sat Dec 16 08:23:35 UTC 2023 , Edited by admin on Sat Dec 16 08:23:35 UTC 2023
PRIMARY
WIKIPEDIA
SNC-80
Created by admin on Sat Dec 16 08:23:35 UTC 2023 , Edited by admin on Sat Dec 16 08:23:35 UTC 2023
PRIMARY
PUBCHEM
123924
Created by admin on Sat Dec 16 08:23:35 UTC 2023 , Edited by admin on Sat Dec 16 08:23:35 UTC 2023
PRIMARY
CAS
156727-74-1
Created by admin on Sat Dec 16 08:23:35 UTC 2023 , Edited by admin on Sat Dec 16 08:23:35 UTC 2023
PRIMARY
EPA CompTox
DTXSID6045662
Created by admin on Sat Dec 16 08:23:35 UTC 2023 , Edited by admin on Sat Dec 16 08:23:35 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SELECTIVE FOR DELTA AND DELTA-MU heteromers[
Related Record Type Details
ACTIVE MOIETY