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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Information
S 38093 is ahistamine H3antagonist/inverse agonist with a moderate affinity for rat, mouse and human H3 receptors (Ki= 8.8, 1.44 and 1.2 μM, respectively) and no affinity for other histaminergic receptors.
Targets
human H3 receptor ; mouse H3 receptor ; rat H3 receptor 1.2 μM(Ki); 1.44 μM(Ki); 8.8 μM(Ki)
In vitro
In cellular models, the compound was able to antagonize mice H3 receptors (KB = 0.65 μM) and to suppress cAMP decrease induced by an H3 agonist via human H3 receptors (KB = 0.11 μM). Among the four histaminergic receptor subtypes, S 38093 is selective for the H3 receptor, its binding affinity for H1, H2 and H4 receptors being negligible.
In vivo
S 38093, a novel brain-penetrant antagonist/inverse agonist of H3 receptors, on AHN (proliferation, maturation and survival) in 3-month-old and in aged 16-month-old mice. In aged animals, S 38093 induced a reversal of age-dependent effects on hippocampal brain-derived neurotrophic factor (BDNF) BDNF-IX, BDNF-IV and BDNF-I transcripts and increased vascular endothelial growth factor (VEGF) expression. The effects of chronic administration of S 38093 were assessed on a neurogenesis-dependent “context discrimination (CS) test” in aged mice. While ageing altered mouse CS, chronic S 38093 treatment significantly improved CS. Chronic S 38093 treatment increases adult hippocampal neurogenesis and may provide an innovative strategy to improve age-associated cognitive deficits. S 38093 is found to be active at a mean pharmacological dose of 0.3–1\u2009mg/kg p.o./i.p. in animal behavioral tests of working memory (Morris water maze in rats; spontaneous alternation and concurrent serial alternation tests in mice; delayed matching to sample in aged monkeys) and episodic-like memory (social and object recognition tests in rats; contextual discrimination task in mice). S 38093 also improves attention, executive functioning, and cognitive flexibility in MPTP-treated monkeys. Moreover, in line with its H3 antagonist/inverse agonist properties, S 38093 dose-dependently increases extracellular histamine levels in the prefrontal cortex and facilitates cholinergic transmission in the prefrontal cortex and hippocampus of rats after both acute and chronic administrations. S 38093 was rapidly absorbed in mouse and rat (Tmax= 0.25-0.5h), slowly in monkey (2h), with a bioavailability ranging from 20 to 60% and t1/2 ranging from 1.5h to 7.4h. The compound was widely distributed with a moderate volume of distribution and low protein binding. The brain distribution of S 38093 was rapid and high.
Cell Research(from reference)
Cell lines:HEK-293 cells
Concentrations:0.01-100 μM
Incubation Time:1 h
| ALogP | 2.201 |
|---|---|
| HBD-Zahl | 1 |
| Rotationsfähige Bindung | 6 |
| Pubchem Sid | 504766359 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504766359 |
| Kanonisches Lächeln | C1CC2CN(CC2C1)CCCOC3=CC=C(C=C3)C(=O)N |
| IUPAC Name | 4-[3-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)propoxy]benzamide |
| InChIKey | MRNMYWNBLVJWKG-UHFFFAOYSA-N |
| INCHI | 1S/C17H24N2O2/c18-17(20)13-5-7-16(8-6-13)21-10-2-9-19-11-14-3-1-4-15(14)12-19/h5-8,14-15H,1-4,9-12H2,(H2,18,20) |
| Isomere SMILES | C1CC2CN(CC2C1)CCCOC3=CC=C(C=C3)C(=O)N |
| PubChem CID | 11380684 |
| Molekulargewicht | 288.38 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Klasse | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzamides |
| Alternative Parents | Phenoxy compounds Phenol ethers Benzoyl derivatives Alkyl aryl ethers N-alkylpyrrolidines Trialkylamines Primary carboxylic acid amides Amino acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Benzamide - Phenoxy compound - Phenol ether - Benzoyl - Alkyl aryl ether - N-alkylpyrrolidine - Pyrrolidine - Tertiary aliphatic amine - Tertiary amine - Primary carboxylic acid amide - Carboxamide group - Amino acid or derivatives - Azacycle - Organoheterocyclic compound - Ether - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound |
| Beschreibung | This compound belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Datum | Artikel |
|---|---|---|---|
| Certificate of Analysis | Sep 21, 2026 | S414077 | |
| Certificate of Analysis | Jan 20, 2026 | S414077 | |
| Certificate of Analysis | Jan 20, 2026 | S414077 | |
| Certificate of Analysis | Jan 20, 2026 | S414077 | |
| Certificate of Analysis | Jan 20, 2026 | S414077 |
| Löslichkeit | Solubility (25°C) In vitro DMSO: 57 mg/mL (197.65 mM); Ethanol: 57 mg/mL (197.65 mM); Water: Insoluble; |
|---|---|
| DMSO (mg/ml) Maximale Löslichkeit | 57 |
| DMSO (mM) Maximale Löslichkeit | 197.6558707 |
| Wasser (mg/ml) Maximale Löslichkeit | <1 |
| Molekulargewicht | 288.400 g/mol |
| XLogP3 | 2.500 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 6 |
| Exact Mass | 288.184 Da |
| Monoisotopic Mass | 288.184 Da |
| Topological Polar Surface Area | 55.600 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 341.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |